CA2635231C - Protein kinase inhibitors - Google Patents

Info

Publication number

CA2635231C

CA2635231C CA2635231A CA2635231A CA2635231C CA 2635231 C CA2635231 C CA 2635231C CA 2635231 A CA2635231 A CA 2635231A CA 2635231 A CA2635231 A CA 2635231A CA 2635231 C CA2635231 C CA 2635231C

Authority

CA

Canada

Prior art keywords

pyrimidin

pyrazolo

amine

cyclohexyl

trans

Prior art date

2005-12-29

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Fee Related

Links

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• 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title description 3
• 239000003909 protein kinase inhibitor Substances 0.000 title description 3
• 150000001875 compounds Chemical class 0.000 claims abstract description 341
• 239000000203 mixture Substances 0.000 claims abstract description 138
• -1 1H-benzo[d]imidazol-6-yl Chemical group 0.000 claims description 224
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 171
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 161
• 150000002390 heteroarenes Chemical class 0.000 claims description 54
• 150000001924 cycloalkanes Chemical class 0.000 claims description 41
• 150000001925 cycloalkenes Chemical class 0.000 claims description 40
• 150000003839 salts Chemical class 0.000 claims description 36
• 125000000217 alkyl group Chemical group 0.000 claims description 34
• 125000003342 alkenyl group Chemical group 0.000 claims description 29
• 125000000304 alkynyl group Chemical group 0.000 claims description 29
• JHHZLHWJQPUNKB-UHFFFAOYSA-N pyrrolidin-3-ol Chemical compound OC1CCNC1 JHHZLHWJQPUNKB-UHFFFAOYSA-N 0.000 claims description 28
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 24
• 125000001072 heteroaryl group Chemical group 0.000 claims description 24
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 22
• 125000000392 cycloalkenyl group Chemical group 0.000 claims description 20
• 125000004366 heterocycloalkenyl group Chemical group 0.000 claims description 18
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 18
• 229910052739 hydrogen Inorganic materials 0.000 claims description 14
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 14
• 101100240517 Caenorhabditis elegans nhr-11 gene Proteins 0.000 claims description 13
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 13
• 101100516563 Caenorhabditis elegans nhr-6 gene Proteins 0.000 claims description 12
• 206010009944 Colon cancer Diseases 0.000 claims description 12
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
• 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims description 12
• 125000001424 substituent group Chemical group 0.000 claims description 12
• 206010014733 Endometrial cancer Diseases 0.000 claims description 11
• 206010014759 Endometrial neoplasm Diseases 0.000 claims description 11
• 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 11
• 201000005202 lung cancer Diseases 0.000 claims description 11
• 208000020816 lung neoplasm Diseases 0.000 claims description 11
• 206010008342 Cervix carcinoma Diseases 0.000 claims description 10
• 208000000461 Esophageal Neoplasms Diseases 0.000 claims description 10
• 206010030155 Oesophageal carcinoma Diseases 0.000 claims description 10
• 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims description 10
• 201000010881 cervical cancer Diseases 0.000 claims description 10
• 208000029742 colonic neoplasm Diseases 0.000 claims description 10
• 239000003814 drug Substances 0.000 claims description 10
• 201000004101 esophageal cancer Diseases 0.000 claims description 10
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 10
• 206010060862 Prostate cancer Diseases 0.000 claims description 9
• 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 9
• 229910006074 SO2NH2 Inorganic materials 0.000 claims description 8
• 208000000453 Skin Neoplasms Diseases 0.000 claims description 8
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
• 201000000849 skin cancer Diseases 0.000 claims description 8
• 206010006187 Breast cancer Diseases 0.000 claims description 7
• 208000026310 Breast neoplasm Diseases 0.000 claims description 7
• 206010033128 Ovarian cancer Diseases 0.000 claims description 7
• 206010061535 Ovarian neoplasm Diseases 0.000 claims description 7
• 206010005003 Bladder cancer Diseases 0.000 claims description 6
• 102220518288 Casein kinase I isoform gamma-2_R13A_mutation Human genes 0.000 claims description 6
• 102220518364 Casein kinase I isoform gamma-2_R14A_mutation Human genes 0.000 claims description 6
• 206010061902 Pancreatic neoplasm Diseases 0.000 claims description 6
• 208000015634 Rectal Neoplasms Diseases 0.000 claims description 6
• 208000005718 Stomach Neoplasms Diseases 0.000 claims description 6
• 208000024770 Thyroid neoplasm Diseases 0.000 claims description 6
• 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims description 6
• 206010017758 gastric cancer Diseases 0.000 claims description 6
• 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims description 6
• 201000002528 pancreatic cancer Diseases 0.000 claims description 6
• 208000008443 pancreatic carcinoma Diseases 0.000 claims description 6
• 206010038038 rectal cancer Diseases 0.000 claims description 6
• 201000001275 rectum cancer Diseases 0.000 claims description 6
• 201000011549 stomach cancer Diseases 0.000 claims description 6
• 201000002510 thyroid cancer Diseases 0.000 claims description 6
• 201000005112 urinary bladder cancer Diseases 0.000 claims description 6
• FEIACFYXEWBKHU-UHFFFAOYSA-N (2-aminopyridin-3-yl)methanol Chemical compound NC1=NC=CC=C1CO FEIACFYXEWBKHU-UHFFFAOYSA-N 0.000 claims description 5
• 102220518365 Casein kinase I isoform gamma-2_R12A_mutation Human genes 0.000 claims description 5
• WRXIKBHQDRMYJJ-UHFFFAOYSA-N 2-(4-bromopyrazol-1-yl)acetic acid Chemical compound OC(=O)CN1C=C(Br)C=N1 WRXIKBHQDRMYJJ-UHFFFAOYSA-N 0.000 claims description 4
• DPBWFNDFMCCGGJ-UHFFFAOYSA-N 4-Piperidine carboxamide Chemical compound NC(=O)C1CCNCC1 DPBWFNDFMCCGGJ-UHFFFAOYSA-N 0.000 claims description 4
• 101100240521 Caenorhabditis elegans nhr-16 gene Proteins 0.000 claims description 4
• 101100160255 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) YLR154C-H gene Proteins 0.000 claims description 4
• PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical group FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 4
• BVOCPVIXARZNQN-UHFFFAOYSA-N nipecotamide Chemical compound NC(=O)C1CCCNC1 BVOCPVIXARZNQN-UHFFFAOYSA-N 0.000 claims description 4
• 229960003767 alanine Drugs 0.000 claims description 3
• 238000004519 manufacturing process Methods 0.000 claims description 3
• GCVFCUPRTZORNH-UHFFFAOYSA-N n,n-dimethyl-3-[4-(1,10-phenanthrolin-4-yl)butoxy]aniline;2-pyridin-2-ylpyridine;ruthenium Chemical compound [Ru].N1=CC=CC=C1C1=CC=CC=N1.N1=CC=CC=C1C1=CC=CC=N1.CN(C)C1=CC=CC(OCCCCC=2C3=C(C4=NC=CC=C4C=C3)N=CC=2)=C1 GCVFCUPRTZORNH-UHFFFAOYSA-N 0.000 claims description 3
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 11
• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 5
• XJDYZNMQDUPIEN-UHFFFAOYSA-N 1-[4-[2-[2-(2-aminoethoxy)ethoxy]ethylamino]cyclohexyl]-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CC(NCCOCCOCCN)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3C=C(CC=4C(=CC=CC=4)F)NC3=CC=2)=N1 XJDYZNMQDUPIEN-UHFFFAOYSA-N 0.000 claims 2
• WZZHLHHAZAUBCK-UHFFFAOYSA-N 2-[1-[4-[4-amino-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperidin-4-yl]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCC(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F WZZHLHHAZAUBCK-UHFFFAOYSA-N 0.000 claims 2
• GBQNLPIQOCFFTQ-UHFFFAOYSA-N 2-[2-[[4-[4-amino-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]amino]ethoxy]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)NCCOCCO)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F GBQNLPIQOCFFTQ-UHFFFAOYSA-N 0.000 claims 2
• SANIHMYHWMXDCI-UHFFFAOYSA-N 2-[4-[4-[4-amino-3-[1-[(2-chlorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]piperidin-1-yl]ethanol Chemical group C1=2C(N)=NC=NC=2N(C2CCN(CC2)C2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl SANIHMYHWMXDCI-UHFFFAOYSA-N 0.000 claims 2
• CJYXIDXTHXUNET-UHFFFAOYSA-N 2-[4-[4-[4-amino-3-[2-[(2,5-difluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC(F)=CC=C1F CJYXIDXTHXUNET-UHFFFAOYSA-N 0.000 claims 2
• JERRCYUEYRQEFW-UHFFFAOYSA-N 2-[4-[4-[4-amino-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F JERRCYUEYRQEFW-UHFFFAOYSA-N 0.000 claims 2
• UBCJMIBCFCCJHI-UHFFFAOYSA-N 2-[4-[4-[4-amino-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]piperidin-1-yl]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCN(CC2)C2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F UBCJMIBCFCCJHI-UHFFFAOYSA-N 0.000 claims 2
• ATNOPBHGQZPBLB-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(1-methylsulfonylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(S(=O)(=O)C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 ATNOPBHGQZPBLB-UHFFFAOYSA-N 0.000 claims 2
• GLUNZGLXHDYCJP-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[1-[1-(2-methoxyethyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCOC)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)CC1 GLUNZGLXHDYCJP-UHFFFAOYSA-N 0.000 claims 2
• OROVUHIXKQBRSD-UHFFFAOYSA-N 3-[1-[(2-fluorophenyl)methyl]indol-5-yl]-1-[4-(4-pyridin-2-ylpiperazin-1-yl)cyclohexyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CC2)C=2N=CC=CC=2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F OROVUHIXKQBRSD-UHFFFAOYSA-N 0.000 claims 2
• AOTABTROYHPWHJ-UHFFFAOYSA-N 3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]-1-[1-[1-(2-methoxyethyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCOC)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 AOTABTROYHPWHJ-UHFFFAOYSA-N 0.000 claims 2
• MIFJCAMXRXXCTA-UHFFFAOYSA-N 3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]-1-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CC(C)C)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 MIFJCAMXRXXCTA-UHFFFAOYSA-N 0.000 claims 2
• HCUQDQYURKECPM-UHFFFAOYSA-N 3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]-1-[1-[1-(3-methoxypropyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 HCUQDQYURKECPM-UHFFFAOYSA-N 0.000 claims 2
• ASONRRPTDHQJCV-UHFFFAOYSA-N 3-[4-[4-[4-amino-3-[2-[(2,5-difluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]propan-1-ol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC(F)=CC=C1F ASONRRPTDHQJCV-UHFFFAOYSA-N 0.000 claims 2
• MHRHLLYYJWCZRJ-UHFFFAOYSA-N 3-[4-[4-[4-amino-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]propan-1-ol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F MHRHLLYYJWCZRJ-UHFFFAOYSA-N 0.000 claims 2
• OGNCAKIQHOPNMT-UHFFFAOYSA-N 3-[4-[4-[4-amino-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]piperidin-1-yl]propan-1-ol Chemical compound C1=2C(N)=NC=NC=2N(C2CCN(CC2)C2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F OGNCAKIQHOPNMT-UHFFFAOYSA-N 0.000 claims 2
• ZGXFZODSNKIFTK-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCC(O)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCC(O)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F ZGXFZODSNKIFTK-RQNOJGIXSA-N 0.000 claims 2
• HJQNLVMVLDGOOF-MCZWQBSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1F HJQNLVMVLDGOOF-MCZWQBSQSA-N 0.000 claims 2
• JOYSTNQELUNKNZ-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1F JOYSTNQELUNKNZ-DIVCQZSQSA-N 0.000 claims 2
• VOGNUMZKSDBTER-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C12)=CC=C1C=NN2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C12)=CC=C1C=NN2CC1=CC=CC=C1Cl VOGNUMZKSDBTER-YHBQERECSA-N 0.000 claims 2
• YXOPZEOQJFWIOF-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl YXOPZEOQJFWIOF-RQNOJGIXSA-N 0.000 claims 2
• MMRSYLWYXIKTFI-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NCCOCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NCCOCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F MMRSYLWYXIKTFI-RQNOJGIXSA-N 0.000 claims 2
• MMRSYLWYXIKTFI-PSWAGMNNSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NCCOCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NCCOCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F MMRSYLWYXIKTFI-PSWAGMNNSA-N 0.000 claims 2
• QXIOIBUHZSJGSC-QVYRIUEQSA-N C1CN(CCCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CCCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 QXIOIBUHZSJGSC-QVYRIUEQSA-N 0.000 claims 2
• SPVZIXLNZKURLY-OGESRWMOSA-N C1CN(CCCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)OC)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CCCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)OC)NC4=CC=3)=N2)CC1 SPVZIXLNZKURLY-OGESRWMOSA-N 0.000 claims 2
• TYCFZVWJPYXRBQ-QVYRIUEQSA-N C1CN(CCCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)F)=CC4=CC=3)=N2)CC1 Chemical compound C1CN(CCCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)F)=CC4=CC=3)=N2)CC1 TYCFZVWJPYXRBQ-QVYRIUEQSA-N 0.000 claims 2
• QXIOIBUHZSJGSC-HNRBIFIRSA-N C1CN(CCCOC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CCCOC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 QXIOIBUHZSJGSC-HNRBIFIRSA-N 0.000 claims 2
• JSDKGGTWYUFSAW-WXUXXXNLSA-N C1CN(CCOCCOCC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CCOCCOCC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 JSDKGGTWYUFSAW-WXUXXXNLSA-N 0.000 claims 2
• VQLYCCGJHITSAJ-QVYRIUEQSA-N C1CN(CCOCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CCOCOC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 VQLYCCGJHITSAJ-QVYRIUEQSA-N 0.000 claims 2
• XJDYZNMQDUPIEN-YOCNBXQISA-N C1C[C@@H](NCCOCCOCCN)CC[C@@H]1N1C2=NC=NC(N)=C2C(C=2C=C3C=C(CC=4C(=CC=CC=4)F)NC3=CC=2)=N1 Chemical compound C1C[C@@H](NCCOCCOCCN)CC[C@@H]1N1C2=NC=NC(N)=C2C(C=2C=C3C=C(CC=4C(=CC=CC=4)F)NC3=CC=2)=N1 XJDYZNMQDUPIEN-YOCNBXQISA-N 0.000 claims 2
• VIIGELQCYUUOPA-QVYRIUEQSA-N COC1=CC=CC=C1CC1=CC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCCO)CC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=CC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCCO)CC4)N=3)=CC=C2N1 VIIGELQCYUUOPA-QVYRIUEQSA-N 0.000 claims 2
• CAPFWGHDMHOAMA-MCZWQBSQSA-N COC1=CC=CC=C1CC1=CC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCO)CC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=CC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCO)CC4)N=3)=CC=C2N1 CAPFWGHDMHOAMA-MCZWQBSQSA-N 0.000 claims 2
• UMYMXKBLEPBIOQ-UHFFFAOYSA-N [1-[4-[4-amino-3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperidin-4-yl]methanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCC(CO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F UMYMXKBLEPBIOQ-UHFFFAOYSA-N 0.000 claims 2
• XSHZQWIYUHZNAL-IBGZPJMESA-N (2s)-1-[4-amino-3-(2-benzyl-3h-benzimidazol-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]-3-morpholin-4-ylpropan-2-ol Chemical compound C([C@H](O)CN1C=2N=CN=C(C=2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1)N)N1CCOCC1 XSHZQWIYUHZNAL-IBGZPJMESA-N 0.000 claims 1
• SJXYIPGTQQKALM-UHFFFAOYSA-N 1-[(4-benzylmorpholin-2-yl)methyl]-3-[1-[(2-chlorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3C=CN(CC=4C(=CC=CC=4)Cl)C3=CC=2)C=2C(N)=NC=NC=2N1CC(OCC1)CN1CC1=CC=CC=C1 SJXYIPGTQQKALM-UHFFFAOYSA-N 0.000 claims 1
• KXOXDLONKSGUHA-UHFFFAOYSA-N 1-[4-[4-(2-ethoxyethyl)piperazin-1-yl]cyclohexyl]-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCOCC)CCN1C1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)F)C4=CC=3)=N2)CC1 KXOXDLONKSGUHA-UHFFFAOYSA-N 0.000 claims 1
• PLZJRENWWIBHRM-UHFFFAOYSA-N 1-[4-[4-[4-amino-3-(2-benzyl-3h-benzimidazol-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]but-2-ynyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1CC#CCN1C2=NC=NC(N)=C2C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)=N1 PLZJRENWWIBHRM-UHFFFAOYSA-N 0.000 claims 1
• ZCPRWQKHTUIMMZ-UHFFFAOYSA-N 1-[4-[4-[4-amino-3-[1-[(2-chlorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]but-2-ynyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1CC#CCN1C2=NC=NC(N)=C2C(C=2C=C3C=CN(CC=4C(=CC=CC=4)Cl)C3=CC=2)=N1 ZCPRWQKHTUIMMZ-UHFFFAOYSA-N 0.000 claims 1
• JDIVGWYLJYZLGB-UHFFFAOYSA-N 1-[4-[4-amino-3-[2-[(2-methoxyphenyl)methyl]-3h-benzimidazol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperidin-4-ol Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N(C4CCC(CC4)N4CCC(O)CC4)N=3)=CC=C2N1 JDIVGWYLJYZLGB-UHFFFAOYSA-N 0.000 claims 1
• JUNZDIBGMKANEG-UHFFFAOYSA-N 1-[4-[[4-[2-(1,3-dioxolan-2-yl)ethyl]piperazin-1-yl]methyl]phenyl]-3-[2-[(2-methoxyphenyl)methyl]-3h-benzimidazol-5-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N(C=4C=CC(CN5CCN(CCC6OCCO6)CC5)=CC=4)N=3)=CC=C2N1 JUNZDIBGMKANEG-UHFFFAOYSA-N 0.000 claims 1
• XOTCCGLGOWKWCE-UHFFFAOYSA-N 2-[1-[4-[4-amino-3-[1-[(2-chlorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperidin-4-yl]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCC(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl XOTCCGLGOWKWCE-UHFFFAOYSA-N 0.000 claims 1
• MMRSYLWYXIKTFI-UHFFFAOYSA-N 2-[2-[[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]amino]ethoxy]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)NCCOCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F MMRSYLWYXIKTFI-UHFFFAOYSA-N 0.000 claims 1
• YEIMAOJWGBETDQ-UHFFFAOYSA-N 2-[3-[4-amino-3-(2-benzyl-3h-benzimidazol-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]pyrrolidin-1-yl]acetamide Chemical compound C1N(CC(=O)N)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 YEIMAOJWGBETDQ-UHFFFAOYSA-N 0.000 claims 1
• MTJUWUQXNUOHLT-UHFFFAOYSA-N 2-[4-[4-[4-amino-3-(2-benzyl-3h-benzimidazol-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]piperidin-1-yl]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCN(CC2)C2CCN(CCO)CC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1 MTJUWUQXNUOHLT-UHFFFAOYSA-N 0.000 claims 1
• JJQLYXBKKRLPLC-UHFFFAOYSA-N 2-[4-[4-[4-amino-3-[3-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCO)CC2)N=C1C(C=C12)=CC=C1NC=C2CC1=CC=CC=C1F JJQLYXBKKRLPLC-UHFFFAOYSA-N 0.000 claims 1
• BVNGLSBFFZSKQW-UHFFFAOYSA-N 2-[4-[4-amino-3-(2-benzyl-3h-benzimidazol-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]acetamide Chemical compound C1CN(CC(=O)N)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 BVNGLSBFFZSKQW-UHFFFAOYSA-N 0.000 claims 1
• RCYCGHUWCYSXET-UHFFFAOYSA-N 2-[[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]-(2-hydroxyethyl)amino]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N(CCO)CCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F RCYCGHUWCYSXET-UHFFFAOYSA-N 0.000 claims 1
• QYKIQMJHRHDWKV-UHFFFAOYSA-N 2-[[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]-methylamino]acetic acid Chemical compound C1CC(N(CC(O)=O)C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3C=CN(CC=4C(=CC=CC=4)F)C3=CC=2)=N1 QYKIQMJHRHDWKV-UHFFFAOYSA-N 0.000 claims 1
• RIEKLHPBAKSJDI-UHFFFAOYSA-N 2-[[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]amino]ethanol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)NCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F RIEKLHPBAKSJDI-UHFFFAOYSA-N 0.000 claims 1
• NAXRDSNBNWGDBU-UHFFFAOYSA-N 3-(2-benzyl-1h-indol-5-yl)-1-[4-[4-(3-methoxypropyl)piperazin-1-yl]cyclohexyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCN1C1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C=CC=CC=5)NC4=CC=3)=N2)CC1 NAXRDSNBNWGDBU-UHFFFAOYSA-N 0.000 claims 1
• FCWBGTDPWIOVQX-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(1-benzylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCN(CC=3C=CC=CC=3)CC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1 FCWBGTDPWIOVQX-UHFFFAOYSA-N 0.000 claims 1
• MBUIZDMZXKHIAX-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(1-methylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 MBUIZDMZXKHIAX-UHFFFAOYSA-N 0.000 claims 1
• SDRSOMZJBWSSBP-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(1-pyrimidin-2-ylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCN(CC2)C=2N=CC=CN=2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1 SDRSOMZJBWSSBP-UHFFFAOYSA-N 0.000 claims 1
• SMGSLFIQLGZLNH-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(2-morpholin-4-ylethyl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)C=2C(N)=NC=NC=2N1CCN1CCOCC1 SMGSLFIQLGZLNH-UHFFFAOYSA-N 0.000 claims 1
• ZTMDGMZJSFCLTB-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(3-methoxypropyl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C12=C(N)N=CN=C2N(CCCOC)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 ZTMDGMZJSFCLTB-UHFFFAOYSA-N 0.000 claims 1
• QWDPFKPMHKISLT-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(3-pyridin-3-ylpropyl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)C=2C(N)=NC=NC=2N1CCCC1=CC=CN=C1 QWDPFKPMHKISLT-UHFFFAOYSA-N 0.000 claims 1
• UJMHBTHLBGVYQU-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(4-morpholin-4-ylbut-2-ynyl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)C=2C(N)=NC=NC=2N1CC#CCN1CCOCC1 UJMHBTHLBGVYQU-UHFFFAOYSA-N 0.000 claims 1
• XPXCMZFYZLGSHU-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-(oxan-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCOCC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 XPXCMZFYZLGSHU-UHFFFAOYSA-N 0.000 claims 1
• ZPTYJXQDKZQEPI-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[(2-pyridin-3-yl-1,3-thiazol-4-yl)methyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)C=2C(N)=NC=NC=2N1CC(N=1)=CSC=1C1=CC=CN=C1 ZPTYJXQDKZQEPI-UHFFFAOYSA-N 0.000 claims 1
• DGPMIWIWSPAZLD-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[(4-benzylmorpholin-2-yl)methyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)C=2C(N)=NC=NC=2N1CC(OCC1)CN1CC1=CC=CC=C1 DGPMIWIWSPAZLD-UHFFFAOYSA-N 0.000 claims 1
• INLPUMJQSSZMKO-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[1-(2-methylsulfonylethyl)piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCS(=O)(=O)C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 INLPUMJQSSZMKO-UHFFFAOYSA-N 0.000 claims 1
• MBCKKYIFWFFFBE-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[1-(2-methylsulfonylethyl)pyrrolidin-3-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1N(CCS(=O)(=O)C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 MBCKKYIFWFFFBE-UHFFFAOYSA-N 0.000 claims 1
• NTHKARDWBISXGI-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[1-(3-methoxypropyl)pyrrolidin-3-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1N(CCCOC)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 NTHKARDWBISXGI-UHFFFAOYSA-N 0.000 claims 1
• SUAVUUQGNOGOCR-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[1-(6-chloropyridazin-3-yl)piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCN(CC2)C=2N=NC(Cl)=CC=2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1 SUAVUUQGNOGOCR-UHFFFAOYSA-N 0.000 claims 1
• PNBXGNGEDQLWFA-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[1-[1-(2-methoxyethyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCOC)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C=CC=CC=5)=NC4=CC=3)=N2)CC1 PNBXGNGEDQLWFA-UHFFFAOYSA-N 0.000 claims 1
• RVFZFYAUGDCIJS-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CC(C)C)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C=CC=CC=5)=NC4=CC=3)=N2)CC1 RVFZFYAUGDCIJS-UHFFFAOYSA-N 0.000 claims 1
• PSCPJPAKQAAIDP-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[1-[1-(3-methoxypropyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C=CC=CC=5)=NC4=CC=3)=N2)CC1 PSCPJPAKQAAIDP-UHFFFAOYSA-N 0.000 claims 1
• MNLWIQHDAXKQOL-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[2-(4-methyl-1,3-thiazol-5-yl)ethyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=CSC(CCN2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C=CC=CC=5)=NC4=CC=3)=N2)=C1C MNLWIQHDAXKQOL-UHFFFAOYSA-N 0.000 claims 1
• HQVGVOKCAIOTTD-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[3-(dimethylamino)propyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C12=C(N)N=CN=C2N(CCCN(C)C)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 HQVGVOKCAIOTTD-UHFFFAOYSA-N 0.000 claims 1
• DPTLMRXDTROEJR-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[4-(1,1-dioxo-1,4-thiazinan-4-yl)cyclohexyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCS(=O)(=O)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 DPTLMRXDTROEJR-UHFFFAOYSA-N 0.000 claims 1
• QONLSPFITLQQTJ-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[4-(4-ethylsulfonylpiperazin-1-yl)but-2-ynyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(S(=O)(=O)CC)CCN1CC#CCN1C2=NC=NC(N)=C2C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)=N1 QONLSPFITLQQTJ-UHFFFAOYSA-N 0.000 claims 1
• SVEVHIIRIZOJBK-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[4-(morpholin-4-ylmethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C=2C=CC(CN3CCOCC3)=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 SVEVHIIRIZOJBK-UHFFFAOYSA-N 0.000 claims 1
• ILHVXMYVJMDSSM-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[4-[(2-methylsulfonylethylamino)methyl]phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=CC(CNCCS(=O)(=O)C)=CC=C1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 ILHVXMYVJMDSSM-UHFFFAOYSA-N 0.000 claims 1
• YEOHDVDBDBWHDG-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-[4-[4-(2-methoxyethyl)piperazin-1-yl]but-2-ynyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCOC)CCN1CC#CCN1C2=NC=NC(N)=C2C(C=2C=C3NC(CC=4C=CC=CC=4)=NC3=CC=2)=N1 YEOHDVDBDBWHDG-UHFFFAOYSA-N 0.000 claims 1
• HHHDRKZHSLSSGJ-UHFFFAOYSA-N 3-(2-benzyl-3h-benzimidazol-5-yl)-1-tert-butylpyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C12=C(N)N=CN=C2N(C(C)(C)C)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 HHHDRKZHSLSSGJ-UHFFFAOYSA-N 0.000 claims 1
• ORQRUFKHSWMSAA-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-(1-methylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3C=CN(CC=4C(=CC=CC=4)Cl)C3=CC=2)=N1 ORQRUFKHSWMSAA-UHFFFAOYSA-N 0.000 claims 1
• YUYYAYJWQYEROL-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-(3-methoxypropyl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C12=C(N)N=CN=C2N(CCCOC)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl YUYYAYJWQYEROL-UHFFFAOYSA-N 0.000 claims 1
• AZHYSQSRMPUDSJ-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-(4-pyrrolidin-1-ylcyclohexyl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl AZHYSQSRMPUDSJ-UHFFFAOYSA-N 0.000 claims 1
• GEKFFYDCISOMSN-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-(oxan-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl GEKFFYDCISOMSN-UHFFFAOYSA-N 0.000 claims 1
• UNNPCXJYFCDKHB-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[1-(1-ethylpiperidin-4-yl)piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CC)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)CC1 UNNPCXJYFCDKHB-UHFFFAOYSA-N 0.000 claims 1
• XCIHNZCZWLVRDE-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(C)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)CC1 XCIHNZCZWLVRDE-UHFFFAOYSA-N 0.000 claims 1
• DRJNGBCPQOGKMG-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(C(C)C)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)CC1 DRJNGBCPQOGKMG-UHFFFAOYSA-N 0.000 claims 1
• NOTYWZWFHSIVLR-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[1-(1-propylpiperidin-4-yl)piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCC)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)CC1 NOTYWZWFHSIVLR-UHFFFAOYSA-N 0.000 claims 1
• SBSZGSKZMCNBJF-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CC(C)C)CCC1N1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)CC1 SBSZGSKZMCNBJF-UHFFFAOYSA-N 0.000 claims 1
• HCYYRJBESHAOAV-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[3-(1,1-dioxo-1,4-thiazinan-4-yl)propyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3C=CN(CC=4C(=CC=CC=4)Cl)C3=CC=2)C=2C(N)=NC=NC=2N1CCCN1CCS(=O)(=O)CC1 HCYYRJBESHAOAV-UHFFFAOYSA-N 0.000 claims 1
• SVTKOZXRHBJPNB-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[3-(dimethylamino)propyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C12=C(N)N=CN=C2N(CCCN(C)C)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl SVTKOZXRHBJPNB-UHFFFAOYSA-N 0.000 claims 1
• RWIXJITVYFVJFW-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[4-(1,1-dioxo-1,4-thiazinan-4-yl)but-2-ynyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound N1=C(C=2C=C3C=CN(CC=4C(=CC=CC=4)Cl)C3=CC=2)C=2C(N)=NC=NC=2N1CC#CCN1CCS(=O)(=O)CC1 RWIXJITVYFVJFW-UHFFFAOYSA-N 0.000 claims 1
• OQFICZNWVBVYLB-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[4-[4-(2-ethoxyethyl)piperazin-1-yl]cyclohexyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCOCC)CCN1C1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)CC1 OQFICZNWVBVYLB-UHFFFAOYSA-N 0.000 claims 1
• GLQNSZYYYUKAGD-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[4-[4-(2-methoxyethyl)piperazin-1-yl]but-2-ynyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCOC)CCN1CC#CCN1C2=NC=NC(N)=C2C(C=2C=C3C=CN(CC=4C(=CC=CC=4)Cl)C3=CC=2)=N1 GLQNSZYYYUKAGD-UHFFFAOYSA-N 0.000 claims 1
• SDDXHSSMZQLVSP-UHFFFAOYSA-N 3-[1-[(2-chlorophenyl)methyl]indol-5-yl]-1-[4-[[4-(3-methoxypropyl)piperazin-1-yl]methyl]phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCN1CC1=CC=C(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)Cl)C4=CC=3)=N2)C=C1 SDDXHSSMZQLVSP-UHFFFAOYSA-N 0.000 claims 1
• JMBYPCNFBGJPRV-UHFFFAOYSA-N 3-[1-[(2-fluorophenyl)methyl]indol-5-yl]-1-[4-(morpholin-4-ylmethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C=2C=CC(CN3CCOCC3)=CC=2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F JMBYPCNFBGJPRV-UHFFFAOYSA-N 0.000 claims 1
• DJFRJHJUMJSXJE-UHFFFAOYSA-N 3-[1-[(2-fluorophenyl)methyl]indol-5-yl]-1-[4-[4-(3-methoxypropyl)piperazin-1-yl]cyclohexyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCN1C1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)F)C4=CC=3)=N2)CC1 DJFRJHJUMJSXJE-UHFFFAOYSA-N 0.000 claims 1
• URKZWWFHGXDRRD-UHFFFAOYSA-N 3-[2-[(2,6-difluorophenyl)methyl]-3h-benzimidazol-5-yl]-1-[4-(morpholin-4-ylmethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C=2C=CC(CN3CCOCC3)=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=C(F)C=CC=C1F URKZWWFHGXDRRD-UHFFFAOYSA-N 0.000 claims 1
• LXPGBGADAVXIMZ-UHFFFAOYSA-N 3-[2-[(2-bromophenyl)methyl]-3h-benzimidazol-5-yl]-1-[4-(morpholin-4-ylmethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C=2C=CC(CN3CCOCC3)=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1Br LXPGBGADAVXIMZ-UHFFFAOYSA-N 0.000 claims 1
• MPMLJXZBJXWFHF-UHFFFAOYSA-N 3-[2-[(2-chlorophenyl)methyl]-3h-benzimidazol-5-yl]-1-[4-(morpholin-4-ylmethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1=2C(N)=NC=NC=2N(C=2C=CC(CN3CCOCC3)=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1Cl MPMLJXZBJXWFHF-UHFFFAOYSA-N 0.000 claims 1
• QXIOIBUHZSJGSC-UHFFFAOYSA-N 3-[2-[(2-fluorophenyl)methyl]-1h-indol-5-yl]-1-[4-[4-(3-methoxypropyl)piperazin-1-yl]cyclohexyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCN1C1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=C(CC=5C(=CC=CC=5)F)NC4=CC=3)=N2)CC1 QXIOIBUHZSJGSC-UHFFFAOYSA-N 0.000 claims 1
• DCVWUDIGPXVHEN-UHFFFAOYSA-N 3-[2-[(2-fluorophenyl)methyl]-3h-benzimidazol-5-yl]-1-[1-(2-methylsulfonylethyl)piperidin-4-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCS(=O)(=O)C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C(=CC=CC=4)F)NC3=CC=2)=N1 DCVWUDIGPXVHEN-UHFFFAOYSA-N 0.000 claims 1
• LTDKCSFVTIGCCL-UHFFFAOYSA-N 3-[2-[(2-fluorophenyl)methyl]-3h-benzimidazol-5-yl]-1-[1-(2-methylsulfonylethyl)pyrrolidin-3-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1N(CCS(=O)(=O)C)CCC1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C(=CC=CC=4)F)NC3=CC=2)=N1 LTDKCSFVTIGCCL-UHFFFAOYSA-N 0.000 claims 1
• FBABGHUKUHDMGV-UHFFFAOYSA-N 3-[2-[(2-methoxyphenyl)methyl]-3h-benzimidazol-5-yl]-1-[4-(morpholin-4-ylmethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N(C=4C=CC(CN5CCOCC5)=CC=4)N=3)=CC=C2N1 FBABGHUKUHDMGV-UHFFFAOYSA-N 0.000 claims 1
• UIZACBPPFUCGAC-UHFFFAOYSA-N 3-[2-[(2-methoxyphenyl)methyl]-3h-benzimidazol-5-yl]-1-[4-[(4-methylsulfonylpiperazin-1-yl)methyl]phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N(C=4C=CC(CN5CCN(CC5)S(C)(=O)=O)=CC=4)N=3)=CC=C2N1 UIZACBPPFUCGAC-UHFFFAOYSA-N 0.000 claims 1
• KHRVIRXNDGIPHG-UHFFFAOYSA-N 3-[2-[(2-methoxyphenyl)methyl]-3h-benzimidazol-5-yl]-1-[4-[[4-(3-methoxypropyl)piperazin-1-yl]methyl]phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCN1CC1=CC=C(N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5)OC)NC4=CC=3)=N2)C=C1 KHRVIRXNDGIPHG-UHFFFAOYSA-N 0.000 claims 1
• UYXWWSFQUOVCAA-UHFFFAOYSA-N 3-[2-[(3-methylphenyl)methyl]-3h-benzimidazol-5-yl]-1-[4-(morpholin-4-ylmethyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound CC1=CC=CC(CC=2NC3=CC=C(C=C3N=2)C=2C3=C(N)N=CN=C3N(C=3C=CC(CN4CCOCC4)=CC=3)N=2)=C1 UYXWWSFQUOVCAA-UHFFFAOYSA-N 0.000 claims 1
• OWPANDPHUCUPBO-UHFFFAOYSA-N 3-[3-[(2-fluorophenyl)methyl]-1h-indol-5-yl]-1-[4-[4-(3-methoxypropyl)piperazin-1-yl]cyclohexyl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound C1CN(CCCOC)CCN1C1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C(CC=5C(=CC=CC=5)F)=CNC4=CC=3)=N2)CC1 OWPANDPHUCUPBO-UHFFFAOYSA-N 0.000 claims 1
• KGWWXFCXHGAZPD-UHFFFAOYSA-N 3-[4-[4-[4-amino-3-(2-benzyl-3h-benzimidazol-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]piperidin-1-yl]propan-1-ol Chemical compound C1=2C(N)=NC=NC=2N(C2CCN(CC2)C2CCN(CCCO)CC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1 KGWWXFCXHGAZPD-UHFFFAOYSA-N 0.000 claims 1
• UDKNTOCEMUWHOM-UHFFFAOYSA-N 3-[4-[4-[4-amino-3-[1-[(2-chlorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]propanenitrile Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCC#N)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl UDKNTOCEMUWHOM-UHFFFAOYSA-N 0.000 claims 1
• IWHMBGJOINARGD-UHFFFAOYSA-N 3-[4-[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]propanenitrile Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCC#N)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F IWHMBGJOINARGD-UHFFFAOYSA-N 0.000 claims 1
• RXXYNCJUNCFPMK-UHFFFAOYSA-N 3-[4-[4-[4-amino-3-[3-[(2-fluorophenyl)methyl]-1h-indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]piperazin-1-yl]propan-1-ol Chemical group C1=2C(N)=NC=NC=2N(C2CCC(CC2)N2CCN(CCCO)CC2)N=C1C(C=C12)=CC=C1NC=C2CC1=CC=CC=C1F RXXYNCJUNCFPMK-UHFFFAOYSA-N 0.000 claims 1
• IBUWFPFWAVWKJX-UHFFFAOYSA-N 3-[[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]amino]-4-chlorobenzoic acid Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)NC=2C(=CC=C(C=2)C(O)=O)Cl)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F IBUWFPFWAVWKJX-UHFFFAOYSA-N 0.000 claims 1
• SBCGDQXKQRNGBE-UHFFFAOYSA-N 3-[[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]amino]phenol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(CC2)NC=2C=C(O)C=CC=2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F SBCGDQXKQRNGBE-UHFFFAOYSA-N 0.000 claims 1
• UFTXXDADEQGRLQ-UHFFFAOYSA-N 4-[4-amino-3-(2-benzyl-3h-benzimidazol-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexan-1-ol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(O)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 UFTXXDADEQGRLQ-UHFFFAOYSA-N 0.000 claims 1
• GFHNZEYDPZIOQX-UHFFFAOYSA-N 4-[4-amino-3-[1-[(2-chlorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexan-1-ol Chemical compound C1=2C(N)=NC=NC=2N(C2CCC(O)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl GFHNZEYDPZIOQX-UHFFFAOYSA-N 0.000 claims 1
• UQQBTDMCOCASNB-UHFFFAOYSA-N 4-[4-amino-3-[2-[(2-methoxyphenyl)methyl]-3h-benzimidazol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexan-1-one Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N(C4CCC(=O)CC4)N=3)C=C2N1 UQQBTDMCOCASNB-UHFFFAOYSA-N 0.000 claims 1
• LWHYBPNQTJCAKV-UHFFFAOYSA-N 4-[[4-[4-amino-3-[1-[(2-fluorophenyl)methyl]indol-5-yl]pyrazolo[3,4-d]pyrimidin-1-yl]cyclohexyl]amino]-3-methylphenol Chemical compound CC1=CC(O)=CC=C1NC1CCC(N2C3=NC=NC(N)=C3C(C=3C=C4C=CN(CC=5C(=CC=CC=5)F)C4=CC=3)=N2)CC1 LWHYBPNQTJCAKV-UHFFFAOYSA-N 0.000 claims 1
• MCKGENQUYQKUHC-QAQDUYKDSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@@H](O)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1OC(F)(F)F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@@H](O)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1OC(F)(F)F MCKGENQUYQKUHC-QAQDUYKDSA-N 0.000 claims 1
• XOTCCGLGOWKWCE-MCZWQBSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCC(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCC(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl XOTCCGLGOWKWCE-MCZWQBSQSA-N 0.000 claims 1
• ICKLUFKHIUPKKN-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCC(CO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCC(CO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl ICKLUFKHIUPKKN-DIVCQZSQSA-N 0.000 claims 1
• PTZYGYDAYYEOMT-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CC2)C=2N=CC=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CC2)C=2N=CC=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 PTZYGYDAYYEOMT-DIVCQZSQSA-N 0.000 claims 1
• SSJONEUGIGGXMA-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCC3OCCO3)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical group C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCC3OCCO3)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 SSJONEUGIGGXMA-DIVCQZSQSA-N 0.000 claims 1
• YUFQXNHBZQEFTG-QVYRIUEQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 YUFQXNHBZQEFTG-QVYRIUEQSA-N 0.000 claims 1
• MHRHLLYYJWCZRJ-MCZWQBSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F MHRHLLYYJWCZRJ-MCZWQBSQSA-N 0.000 claims 1
• MOOJRLRSURBDKH-MCZWQBSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl MOOJRLRSURBDKH-MCZWQBSQSA-N 0.000 claims 1
• MABZEGVJGBKONX-MCZWQBSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical group C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F MABZEGVJGBKONX-MCZWQBSQSA-N 0.000 claims 1
• MXGZHCKHUHACDB-MCZWQBSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F MXGZHCKHUHACDB-MCZWQBSQSA-N 0.000 claims 1
• BRJNNFMLFAIRKS-SOAUALDESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 BRJNNFMLFAIRKS-SOAUALDESA-N 0.000 claims 1
• IHSZPSUZHJUQHF-MCZWQBSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 IHSZPSUZHJUQHF-MCZWQBSQSA-N 0.000 claims 1
• JERRCYUEYRQEFW-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F JERRCYUEYRQEFW-DIVCQZSQSA-N 0.000 claims 1
• HSKIFHTXUXSWGD-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl HSKIFHTXUXSWGD-DIVCQZSQSA-N 0.000 claims 1
• KBKMHUUSHBJEEZ-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F KBKMHUUSHBJEEZ-DIVCQZSQSA-N 0.000 claims 1
• WKIXNKIUNHDDJH-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F WKIXNKIUNHDDJH-DIVCQZSQSA-N 0.000 claims 1
• QAWIAKQJNINGEL-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1Cl QAWIAKQJNINGEL-YHBQERECSA-N 0.000 claims 1
• ZWKOKONCURQFBW-MEMLXQNLSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=C(F)C=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=C(F)C=CC=C1F ZWKOKONCURQFBW-MEMLXQNLSA-N 0.000 claims 1
• BHWXSYRYKBJYOV-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1F BHWXSYRYKBJYOV-YHBQERECSA-N 0.000 claims 1
• SZJSEDAMONNQSN-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C12)=CC=C1C=NN2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C12)=CC=C1C=NN2CC1=CC=CC=C1F SZJSEDAMONNQSN-YHBQERECSA-N 0.000 claims 1
• LZZXZMBYFWLHOG-SOAUALDESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 LZZXZMBYFWLHOG-SOAUALDESA-N 0.000 claims 1
• OVMZCUNJIQFIID-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1Cl OVMZCUNJIQFIID-RQNOJGIXSA-N 0.000 claims 1
• JADCTMIOWGSKIA-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F JADCTMIOWGSKIA-RQNOJGIXSA-N 0.000 claims 1
• NTPKFINXVQMTPF-AFARHQOCSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2C1CCCC1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2C1CCCC1 NTPKFINXVQMTPF-AFARHQOCSA-N 0.000 claims 1
• KJRXXFYJPBTVTP-HZCBDIJESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=C(Cl)C=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=C(Cl)C=CC=C1Cl KJRXXFYJPBTVTP-HZCBDIJESA-N 0.000 claims 1
• CQGWSJKBJWFEAN-HZCBDIJESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=C(F)C=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=C(F)C=CC=C1F CQGWSJKBJWFEAN-HZCBDIJESA-N 0.000 claims 1
• STWBUVYWORSECI-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC(Cl)=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC(Cl)=CC=C1Cl STWBUVYWORSECI-RQNOJGIXSA-N 0.000 claims 1
• LXMIWYWBCSIGBF-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC(F)=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC(F)=CC=C1F LXMIWYWBCSIGBF-RQNOJGIXSA-N 0.000 claims 1
• OWEVZAYXRLLXML-SOAUALDESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC(F)=C1 Chemical group C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC(F)=C1 OWEVZAYXRLLXML-SOAUALDESA-N 0.000 claims 1
• JXMYSXISSFIOBJ-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC(F)=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC(F)=C1F JXMYSXISSFIOBJ-YHBQERECSA-N 0.000 claims 1
• RSYZKMCJSXGEBF-SOAUALDESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1 RSYZKMCJSXGEBF-SOAUALDESA-N 0.000 claims 1
• BLEGLBZKWHSJKH-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1C(F)(F)F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1C(F)(F)F BLEGLBZKWHSJKH-RQNOJGIXSA-N 0.000 claims 1
• WRIOZALSDBLAKB-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F WRIOZALSDBLAKB-RQNOJGIXSA-N 0.000 claims 1
• TWIYOFTVPYBQIR-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=N1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=N1 TWIYOFTVPYBQIR-RQNOJGIXSA-N 0.000 claims 1
• OOBVACAXORADDL-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CN=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CN=C1 OOBVACAXORADDL-RQNOJGIXSA-N 0.000 claims 1
• ZASDCCJBEZQGID-SOAUALDESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1CCCCC1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1CCCCC1 ZASDCCJBEZQGID-SOAUALDESA-N 0.000 claims 1
• LRHWSCXAIYZQOJ-IHJHTLIFSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1CCCCO1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=C2)=CC=C1N2CC1CCCCO1 LRHWSCXAIYZQOJ-IHJHTLIFSA-N 0.000 claims 1
• NUVNQPCIKFCKTR-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC(Cl)=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC(Cl)=C1 NUVNQPCIKFCKTR-RQNOJGIXSA-N 0.000 claims 1
• NCQLCCNEHCHHHY-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC=C1 NCQLCCNEHCHHHY-RQNOJGIXSA-N 0.000 claims 1
• PCXAFAZOZHKGPG-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC=C1Cl PCXAFAZOZHKGPG-YHBQERECSA-N 0.000 claims 1
• FMQHYNUUJPVYPX-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1C=N2)=CC=C1N2CC1=CC=CC=C1F FMQHYNUUJPVYPX-YHBQERECSA-N 0.000 claims 1
• NIOLLTVKZUBVHS-SOAUALDESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1 NIOLLTVKZUBVHS-SOAUALDESA-N 0.000 claims 1
• MLEVNEWMMSHEGT-RQNOJGIXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1C=C2CC1=CC=CC=C1Cl MLEVNEWMMSHEGT-RQNOJGIXSA-N 0.000 claims 1
• HPFNWFVCOUAOPL-IYARVYRRSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2C1=CC=CC(F)=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2C1=CC=CC(F)=C1Cl HPFNWFVCOUAOPL-IYARVYRRSA-N 0.000 claims 1
• NHDZEEHVJUTOAR-HZCBDIJESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC(C(F)(F)F)=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC(C(F)(F)F)=C1 NHDZEEHVJUTOAR-HZCBDIJESA-N 0.000 claims 1
• KJGVKNMYJOUKEP-MEMLXQNLSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1O Chemical group C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1O KJGVKNMYJOUKEP-MEMLXQNLSA-N 0.000 claims 1
• LTSHKLNECMGZNT-MEMLXQNLSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CN=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CN=C1 LTSHKLNECMGZNT-MEMLXQNLSA-N 0.000 claims 1
• QWGCPSJTLUFYLF-MXVIHJGJSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=2)=CC=C1NC=2S(=O)(=O)C1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=2)=CC=C1NC=2S(=O)(=O)C1=CC=CC=C1 QWGCPSJTLUFYLF-MXVIHJGJSA-N 0.000 claims 1
• HGJBIRMSVBTFAI-HZCBDIJESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=2)=CC=C1SC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=2)=CC=C1SC=2CC1=CC=CC=C1 HGJBIRMSVBTFAI-HZCBDIJESA-N 0.000 claims 1
• HUVMQWBWYPQPHV-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=C2)=CC=C1N2CC1=CC=CC=C1 Chemical group C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=C2)=CC=C1N2CC1=CC=CC=C1 HUVMQWBWYPQPHV-YHBQERECSA-N 0.000 claims 1
• CNHXADBDHFBEBB-HZCBDIJESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=C2)=CC=C1N2CC1=CC=CC=C1Cl CNHXADBDHFBEBB-HZCBDIJESA-N 0.000 claims 1
• ALZQEMSWCGDREP-HZCBDIJESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)N2CCOCC2)N=C1C(C=C1N=C2)=CC=C1N2CC1=CC=CC=C1F ALZQEMSWCGDREP-HZCBDIJESA-N 0.000 claims 1
• RDASSMGQHFMJKA-YOCNBXQISA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NC=2C=C(C=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NC=2C=C(C=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F RDASSMGQHFMJKA-YOCNBXQISA-N 0.000 claims 1
• KPQCLJXYGSIVIN-DIVCQZSQSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NC=2C=CC(=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NC=2C=CC(=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F KPQCLJXYGSIVIN-DIVCQZSQSA-N 0.000 claims 1
• KITRVVSQCXPDTC-HZCBDIJESA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NCCC(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NCCC(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F KITRVVSQCXPDTC-HZCBDIJESA-N 0.000 claims 1
• AJPBBIAPXQRDJI-YHBQERECSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NCCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NCCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F AJPBBIAPXQRDJI-YHBQERECSA-N 0.000 claims 1
• QQQXGWJOORBFAJ-VABKMULXSA-N C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NC[C@H](O)CO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@@H]2CC[C@H](CC2)NC[C@H](O)CO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F QQQXGWJOORBFAJ-VABKMULXSA-N 0.000 claims 1
• ICKLUFKHIUPKKN-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCC(CO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCC(CO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl ICKLUFKHIUPKKN-WMPKNSHKSA-N 0.000 claims 1
• PTZYGYDAYYEOMT-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CC2)C=2N=CC=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CC2)C=2N=CC=CC=2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 PTZYGYDAYYEOMT-WMPKNSHKSA-N 0.000 claims 1
• SSJONEUGIGGXMA-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCC3OCCO3)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCC3OCCO3)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 SSJONEUGIGGXMA-WMPKNSHKSA-N 0.000 claims 1
• YUFQXNHBZQEFTG-HNRBIFIRSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 YUFQXNHBZQEFTG-HNRBIFIRSA-N 0.000 claims 1
• MHRHLLYYJWCZRJ-MKPDMIMOSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F MHRHLLYYJWCZRJ-MKPDMIMOSA-N 0.000 claims 1
• MOOJRLRSURBDKH-MKPDMIMOSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl MOOJRLRSURBDKH-MKPDMIMOSA-N 0.000 claims 1
• MABZEGVJGBKONX-MKPDMIMOSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F MABZEGVJGBKONX-MKPDMIMOSA-N 0.000 claims 1
• MXGZHCKHUHACDB-MKPDMIMOSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F MXGZHCKHUHACDB-MKPDMIMOSA-N 0.000 claims 1
• BRJNNFMLFAIRKS-PLQXJYEYSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1 BRJNNFMLFAIRKS-PLQXJYEYSA-N 0.000 claims 1
• IHSZPSUZHJUQHF-MKPDMIMOSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1 IHSZPSUZHJUQHF-MKPDMIMOSA-N 0.000 claims 1
• JERRCYUEYRQEFW-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=2)=CC=C1NC=2CC1=CC=CC=C1F JERRCYUEYRQEFW-WMPKNSHKSA-N 0.000 claims 1
• HSKIFHTXUXSWGD-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1Cl HSKIFHTXUXSWGD-WMPKNSHKSA-N 0.000 claims 1
• KBKMHUUSHBJEEZ-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F KBKMHUUSHBJEEZ-WMPKNSHKSA-N 0.000 claims 1
• WKIXNKIUNHDDJH-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1OC(F)F WKIXNKIUNHDDJH-WMPKNSHKSA-N 0.000 claims 1
• QAWIAKQJNINGEL-ZRZAMGCNSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1Cl Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N2)=CC=C1N=C2CC1=CC=CC=C1Cl QAWIAKQJNINGEL-ZRZAMGCNSA-N 0.000 claims 1
• ZWKOKONCURQFBW-OYRHEFFESA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=C(F)C=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=C(F)C=CC=C1F ZWKOKONCURQFBW-OYRHEFFESA-N 0.000 claims 1
• BHWXSYRYKBJYOV-ZRZAMGCNSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)N2CCN(CCO)CC2)N=C1C(C=C1N=2)=CC=C1NC=2CC1=CC=CC=C1F BHWXSYRYKBJYOV-ZRZAMGCNSA-N 0.000 claims 1
• RDASSMGQHFMJKA-OGLKEZPNSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NC=2C=C(C=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NC=2C=C(C=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F RDASSMGQHFMJKA-OGLKEZPNSA-N 0.000 claims 1
• KPQCLJXYGSIVIN-WMPKNSHKSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NC=2C=CC(=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NC=2C=CC(=CC=2)C(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F KPQCLJXYGSIVIN-WMPKNSHKSA-N 0.000 claims 1
• KITRVVSQCXPDTC-SZPZYZBQSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NCCC(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NCCC(O)=O)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F KITRVVSQCXPDTC-SZPZYZBQSA-N 0.000 claims 1
• AJPBBIAPXQRDJI-ZRZAMGCNSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NCCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NCCCO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F AJPBBIAPXQRDJI-ZRZAMGCNSA-N 0.000 claims 1
• QQQXGWJOORBFAJ-ZRBLBEILSA-N C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NC[C@H](O)CO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F Chemical compound C1=2C(N)=NC=NC=2N([C@H]2CC[C@H](CC2)NC[C@H](O)CO)N=C1C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1F QQQXGWJOORBFAJ-ZRBLBEILSA-N 0.000 claims 1
• VEYXXYCYTYQQRO-MEMLXQNLSA-N C1=CC(C)=CC=C1OC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCOCC4)N=3)C=C2N1 Chemical compound C1=CC(C)=CC=C1OC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCOCC4)N=3)C=C2N1 VEYXXYCYTYQQRO-MEMLXQNLSA-N 0.000 claims 1
• MBQQZOALLZOPQQ-DBAYTGFXSA-N C1=CC(OC)=CC=C1N1CCN([C@@H]2CC[C@@H](CC2)N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5)OC)NC4=CC=3)=N2)CC1 Chemical compound C1=CC(OC)=CC=C1N1CCN([C@@H]2CC[C@@H](CC2)N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5)OC)NC4=CC=3)=N2)CC1 MBQQZOALLZOPQQ-DBAYTGFXSA-N 0.000 claims 1
• MBQQZOALLZOPQQ-FBSWEULCSA-N C1=CC(OC)=CC=C1N1CCN([C@@H]2CC[C@H](CC2)N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5)OC)NC4=CC=3)=N2)CC1 Chemical compound C1=CC(OC)=CC=C1N1CCN([C@@H]2CC[C@H](CC2)N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5)OC)NC4=CC=3)=N2)CC1 MBQQZOALLZOPQQ-FBSWEULCSA-N 0.000 claims 1
• GFVCZCQUTMCDGK-MEMLXQNLSA-N C1CN(CC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 GFVCZCQUTMCDGK-MEMLXQNLSA-N 0.000 claims 1
• YMXYOFGTFDUVSE-YHBQERECSA-N C1CN(CC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)Cl)=NC4=CC=3)=N2)CC1 Chemical compound C1CN(CC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)Cl)=NC4=CC=3)=N2)CC1 YMXYOFGTFDUVSE-YHBQERECSA-N 0.000 claims 1
• WAIBGALDXDOQTN-RQNOJGIXSA-N C1CN(CC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)OC)=NC4=CC=3)=N2)CC1 Chemical compound C1CN(CC)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)OC)=NC4=CC=3)=N2)CC1 WAIBGALDXDOQTN-RQNOJGIXSA-N 0.000 claims 1
• GFVCZCQUTMCDGK-OYRHEFFESA-N C1CN(CC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 GFVCZCQUTMCDGK-OYRHEFFESA-N 0.000 claims 1
• YMXYOFGTFDUVSE-ZRZAMGCNSA-N C1CN(CC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)Cl)=NC4=CC=3)=N2)CC1 Chemical compound C1CN(CC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)Cl)=NC4=CC=3)=N2)CC1 YMXYOFGTFDUVSE-ZRZAMGCNSA-N 0.000 claims 1
• WAIBGALDXDOQTN-PSWAGMNNSA-N C1CN(CC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)OC)=NC4=CC=3)=N2)CC1 Chemical compound C1CN(CC)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4NC(CC=5C(=CC=CC=5)OC)=NC4=CC=3)=N2)CC1 WAIBGALDXDOQTN-PSWAGMNNSA-N 0.000 claims 1
• UKTCIAGWTCWFJW-YHBQERECSA-N C1CN(CCC(C)(O)C)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 Chemical group C1CN(CCC(C)(O)C)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 UKTCIAGWTCWFJW-YHBQERECSA-N 0.000 claims 1
• GEIAECOCNAIAFF-DIVCQZSQSA-N C1CN(CCC(C)(O)C)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C=CC=CC=5)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CCC(C)(O)C)CCN1[C@@H]1CC[C@@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C=CC=CC=5)NC4=CC=3)=N2)CC1 GEIAECOCNAIAFF-DIVCQZSQSA-N 0.000 claims 1
• UKTCIAGWTCWFJW-ZRZAMGCNSA-N C1CN(CCC(C)(O)C)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 Chemical compound C1CN(CCC(C)(O)C)CCN1[C@@H]1CC[C@H](N2C3=NC=NC(N)=C3C(C=3C=C4N=C(CC=5C(=CC=CC=5F)F)NC4=CC=3)=N2)CC1 UKTCIAGWTCWFJW-ZRZAMGCNSA-N 0.000 claims 1
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• KEHHUFFFVOXZEE-OYRHEFFESA-N C1C[C@@H](NCCS(=O)(=O)C)CC[C@H]1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 Chemical compound C1C[C@@H](NCCS(=O)(=O)C)CC[C@H]1N1C2=NC=NC(N)=C2C(C=2C=C3N=C(CC=4C=CC=CC=4)NC3=CC=2)=N1 KEHHUFFFVOXZEE-OYRHEFFESA-N 0.000 claims 1
• ZFNFQLSYQAZYKN-ZPMCFJSWSA-N C1C[C@@H](N[C@H](C)C(O)=O)CC[C@@H]1N1C2=NC=NC(N)=C2C(C=2C=C3C=CN(CC=4C(=CC=CC=4)F)C3=CC=2)=N1 Chemical compound C1C[C@@H](N[C@H](C)C(O)=O)CC[C@@H]1N1C2=NC=NC(N)=C2C(C=2C=C3C=CN(CC=4C(=CC=CC=4)F)C3=CC=2)=N1 ZFNFQLSYQAZYKN-ZPMCFJSWSA-N 0.000 claims 1
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• OWHPYUWLMRAYNN-MEMLXQNLSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CC(=O)NCC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CC(=O)NCC4)N=3)=CC=C2N1 OWHPYUWLMRAYNN-MEMLXQNLSA-N 0.000 claims 1
• IIZHAVASXCKFMQ-YHBQERECSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(C)CC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(C)CC4)N=3)=CC=C2N1 IIZHAVASXCKFMQ-YHBQERECSA-N 0.000 claims 1
• LVNFZBRQHPKLAN-QMKXWPMSSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC4)C(=O)C4OCCC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC4)C(=O)C4OCCC4)N=3)=CC=C2N1 LVNFZBRQHPKLAN-QMKXWPMSSA-N 0.000 claims 1
• SAQLXSCARKXUPY-KKFOSYPRSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC5OCCC5)CC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC5OCCC5)CC4)N=3)=CC=C2N1 SAQLXSCARKXUPY-KKFOSYPRSA-N 0.000 claims 1
• JBBQVOKCNSFHQJ-DIVCQZSQSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCC5OCCO5)CC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCC5OCCO5)CC4)N=3)=CC=C2N1 JBBQVOKCNSFHQJ-DIVCQZSQSA-N 0.000 claims 1
• OWHPYUWLMRAYNN-OYRHEFFESA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CC(=O)NCC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CC(=O)NCC4)N=3)=CC=C2N1 OWHPYUWLMRAYNN-OYRHEFFESA-N 0.000 claims 1
• LVNFZBRQHPKLAN-CIYIZKPCSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C(=O)C4OCCC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C(=O)C4OCCC4)N=3)=CC=C2N1 LVNFZBRQHPKLAN-CIYIZKPCSA-N 0.000 claims 1
• SAQLXSCARKXUPY-ZVBBVAIHSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC5OCCC5)CC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC5OCCC5)CC4)N=3)=CC=C2N1 SAQLXSCARKXUPY-ZVBBVAIHSA-N 0.000 claims 1
• JBBQVOKCNSFHQJ-WMPKNSHKSA-N COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CCC5OCCO5)CC4)N=3)=CC=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CCC5OCCO5)CC4)N=3)=CC=C2N1 JBBQVOKCNSFHQJ-WMPKNSHKSA-N 0.000 claims 1
• BDSQKKKGSPCXRG-HZCBDIJESA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CC5=NC(=CN5CC4)C(F)(F)F)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CC5=NC(=CN5CC4)C(F)(F)F)N=3)C=C2N1 BDSQKKKGSPCXRG-HZCBDIJESA-N 0.000 claims 1
• NVWVWJZVCQKVSQ-SOAUALDESA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC4)C(C)C)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC4)C(C)C)N=3)C=C2N1 NVWVWJZVCQKVSQ-SOAUALDESA-N 0.000 claims 1
• ULWUNUPDNFKYIM-QVYRIUEQSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC4)C=4C=CC=CC=4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CC4)C=4C=CC=CC=4)N=3)C=C2N1 ULWUNUPDNFKYIM-QVYRIUEQSA-N 0.000 claims 1
• CMISXKZQJBKXLL-DIVCQZSQSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCC(C)(C)O)CC4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCC(C)(C)O)CC4)N=3)C=C2N1 CMISXKZQJBKXLL-DIVCQZSQSA-N 0.000 claims 1
• HXVACYXLSJAHMM-RQNOJGIXSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCO)CC4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCO)CC4)N=3)C=C2N1 HXVACYXLSJAHMM-RQNOJGIXSA-N 0.000 claims 1
• LXXUWEXYIQNKJC-QVYRIUEQSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCOCCOCCN)CC4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@@H]4CC[C@H](CC4)N4CCN(CCOCCOCCN)CC4)N=3)C=C2N1 LXXUWEXYIQNKJC-QVYRIUEQSA-N 0.000 claims 1
• BDSQKKKGSPCXRG-SZPZYZBQSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CC5=NC(=CN5CC4)C(F)(F)F)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CC5=NC(=CN5CC4)C(F)(F)F)N=3)C=C2N1 BDSQKKKGSPCXRG-SZPZYZBQSA-N 0.000 claims 1
• FHQQNAHMJMQUKJ-PSWAGMNNSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C(=O)N(C)C)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C(=O)N(C)C)N=3)C=C2N1 FHQQNAHMJMQUKJ-PSWAGMNNSA-N 0.000 claims 1
• NVWVWJZVCQKVSQ-PLQXJYEYSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C(C)C)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C(C)C)N=3)C=C2N1 NVWVWJZVCQKVSQ-PLQXJYEYSA-N 0.000 claims 1
• ULWUNUPDNFKYIM-HNRBIFIRSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C=4C=CC=CC=4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C=4C=CC=CC=4)N=3)C=C2N1 ULWUNUPDNFKYIM-HNRBIFIRSA-N 0.000 claims 1
• SQPVHLOJGVMFNT-PLQXJYEYSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C=4N=CC=NC=4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC4)C=4N=CC=NC=4)N=3)C=C2N1 SQPVHLOJGVMFNT-PLQXJYEYSA-N 0.000 claims 1
• BJSZKHZJEOKFJO-WMPKNSHKSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC5CC5)CC4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CC5CC5)CC4)N=3)C=C2N1 BJSZKHZJEOKFJO-WMPKNSHKSA-N 0.000 claims 1
• HXVACYXLSJAHMM-PSWAGMNNSA-N COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CCO)CC4)N=3)C=C2N1 Chemical compound COC1=CC=CC=C1CC1=NC2=CC=C(C=3C4=C(N)N=CN=C4N([C@H]4CC[C@H](CC4)N4CCN(CCO)CC4)N=3)C=C2N1 HXVACYXLSJAHMM-PSWAGMNNSA-N 0.000 claims 1
• HDUHOVJZSYANGV-SOAUALDESA-N COCCN1CCN(CC1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 Chemical compound COCCN1CCN(CC1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 HDUHOVJZSYANGV-SOAUALDESA-N 0.000 claims 1
• VXYZORBBLSTNRR-MXVIHJGJSA-N COCCO[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(nc3c2)-c2ccccc2)c2c(N)ncnc12 Chemical compound COCCO[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(nc3c2)-c2ccccc2)c2c(N)ncnc12 VXYZORBBLSTNRR-MXVIHJGJSA-N 0.000 claims 1
• CFWIDBYILWXKEC-MXVIHJGJSA-N COCCO[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3nc(Nc4ccccc4)oc3c2)c2c(N)ncnc12 Chemical compound COCCO[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3nc(Nc4ccccc4)oc3c2)c2c(N)ncnc12 CFWIDBYILWXKEC-MXVIHJGJSA-N 0.000 claims 1
• RLIIDDPVDHWIEM-MEMLXQNLSA-N COc1ccc(cc1)-c1nc2ccc(cc2[nH]1)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 Chemical compound COc1ccc(cc1)-c1nc2ccc(cc2[nH]1)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 RLIIDDPVDHWIEM-MEMLXQNLSA-N 0.000 claims 1
• KLYKKJHTBKFQDZ-MXVIHJGJSA-N COc1ccccc1Nc1n[nH]c2ccc(cc12)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 Chemical compound COc1ccccc1Nc1n[nH]c2ccc(cc12)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 KLYKKJHTBKFQDZ-MXVIHJGJSA-N 0.000 claims 1
• IMEANWNJSJODQV-YHBQERECSA-N CS(=O)(=O)N1CCN(CC1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 Chemical compound CS(=O)(=O)N1CCN(CC1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 IMEANWNJSJODQV-YHBQERECSA-N 0.000 claims 1
• HNECYIHGLZNFMK-NNYJTDNRSA-N C[C@H]1CN(C[C@@H](C)N1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 Chemical compound C[C@H]1CN(C[C@@H](C)N1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 HNECYIHGLZNFMK-NNYJTDNRSA-N 0.000 claims 1
• PKMMMGPIHXFOBX-MEMLXQNLSA-N Cc1cc(F)ccc1Nc1n[nH]c2cc(ccc12)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 Chemical compound Cc1cc(F)ccc1Nc1n[nH]c2cc(ccc12)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 PKMMMGPIHXFOBX-MEMLXQNLSA-N 0.000 claims 1
• QOPYWVQPEMMQBJ-HZCBDIJESA-N Cc1ccc(C)c(Nc2n[nH]c3cc(ccc23)-c2nn([C@H]3CC[C@@H](CC3)N3CCOCC3)c3ncnc(N)c23)c1 Chemical compound Cc1ccc(C)c(Nc2n[nH]c3cc(ccc23)-c2nn([C@H]3CC[C@@H](CC3)N3CCOCC3)c3ncnc(N)c23)c1 QOPYWVQPEMMQBJ-HZCBDIJESA-N 0.000 claims 1
• FBJJALMIEDFSEZ-MXVIHJGJSA-N Cc1ccc(F)c(Nc2n[nH]c3cc(ccc23)-c2nn([C@H]3CC[C@@H](CC3)N3CCOCC3)c3ncnc(N)c23)c1 Chemical compound Cc1ccc(F)c(Nc2n[nH]c3cc(ccc23)-c2nn([C@H]3CC[C@@H](CC3)N3CCOCC3)c3ncnc(N)c23)c1 FBJJALMIEDFSEZ-MXVIHJGJSA-N 0.000 claims 1
• VLLQBSMUFLFGTH-HZCBDIJESA-N Cc1ccc(Nc2n[nH]c3cc(ccc23)-c2nn([C@H]3CC[C@@H](CC3)N3CCOCC3)c3ncnc(N)c23)c(C)c1 Chemical compound Cc1ccc(Nc2n[nH]c3cc(ccc23)-c2nn([C@H]3CC[C@@H](CC3)N3CCOCC3)c3ncnc(N)c23)c(C)c1 VLLQBSMUFLFGTH-HZCBDIJESA-N 0.000 claims 1
• XCKHYAYSIKHNQT-HZCBDIJESA-N Cc1ccc(cc1)-c1nc2ccc(cc2[nH]1)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 Chemical compound Cc1ccc(cc1)-c1nc2ccc(cc2[nH]1)-c1nn([C@H]2CC[C@@H](CC2)N2CCOCC2)c2ncnc(N)c12 XCKHYAYSIKHNQT-HZCBDIJESA-N 0.000 claims 1
• JIXYQFPKVUFPOY-MEMLXQNLSA-N N1([C@H]2CC[C@@H](CC2)N2C=3N=CN=C(C=3C(C=3C=C4NC(CC=5C=C6OCOC6=CC=5)=NC4=CC=3)=N2)N)CCOCC1 Chemical compound N1([C@H]2CC[C@@H](CC2)N2C=3N=CN=C(C=3C(C=3C=C4NC(CC=5C=C6OCOC6=CC=5)=NC4=CC=3)=N2)N)CCOCC1 JIXYQFPKVUFPOY-MEMLXQNLSA-N 0.000 claims 1
• VKZZKQDBTGWKFT-FMWDMEFWSA-N NC(=O)C1CCCN(C1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 Chemical compound NC(=O)C1CCCN(C1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 VKZZKQDBTGWKFT-FMWDMEFWSA-N 0.000 claims 1
• MOXUEBJWZALLGY-YHBQERECSA-N NC(=O)C1CCN(CC1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 Chemical compound NC(=O)C1CCN(CC1)[C@H]1CC[C@@H](CC1)n1nc(-c2ccc3[nH]c(Cc4ccccc4)nc3c2)c2c(N)ncnc12 MOXUEBJWZALLGY-YHBQERECSA-N 0.000 claims 1
• ALRPERHOWWNYOD-HZAYCCFMSA-N Nc1ncnc2n(nc(-c3ccc4[nH]c(Cc5ccccc5)nc4c3)c12)[C@H]1CC[C@@H](CC1)N1CCC(O)C1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]c(Cc5ccccc5)nc4c3)c12)[C@H]1CC[C@@H](CC1)N1CCC(O)C1 ALRPERHOWWNYOD-HZAYCCFMSA-N 0.000 claims 1
• KDEPMYPOKOFRSD-RQNOJGIXSA-N Nc1ncnc2n(nc(-c3ccc4[nH]c(Cc5ccccc5)nc4c3)c12)[C@H]1CC[C@@H](CC1)N1CCN(CCO)CC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]c(Cc5ccccc5)nc4c3)c12)[C@H]1CC[C@@H](CC1)N1CCN(CCO)CC1 KDEPMYPOKOFRSD-RQNOJGIXSA-N 0.000 claims 1
• RZBLGOFRBTUOOV-MEMLXQNLSA-N Nc1ncnc2n(nc(-c3ccc4[nH]c(Cc5ccccc5)nc4c3)c12)[C@H]1CC[C@@H](CC1)N1CCn2c(C1)nnc2C(F)(F)F Chemical group Nc1ncnc2n(nc(-c3ccc4[nH]c(Cc5ccccc5)nc4c3)c12)[C@H]1CC[C@@H](CC1)N1CCn2c(C1)nnc2C(F)(F)F RZBLGOFRBTUOOV-MEMLXQNLSA-N 0.000 claims 1
• RKKFTRPGKTYUAG-MEMLXQNLSA-N Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5ccc(cc5)C(F)(F)F)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5ccc(cc5)C(F)(F)F)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 RKKFTRPGKTYUAG-MEMLXQNLSA-N 0.000 claims 1
• KARNWWYIHVDHKZ-WGSAOQKQSA-N Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5ccc(nc5)C(F)(F)F)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5ccc(nc5)C(F)(F)F)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 KARNWWYIHVDHKZ-WGSAOQKQSA-N 0.000 claims 1
• DFQUEFUMGHJVTQ-MEMLXQNLSA-N Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(Cl)c5)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(Cl)c5)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 DFQUEFUMGHJVTQ-MEMLXQNLSA-N 0.000 claims 1
• JBMLWUNFWZVMIC-MEMLXQNLSA-N Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(F)c5)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(F)c5)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 JBMLWUNFWZVMIC-MEMLXQNLSA-N 0.000 claims 1
• MKMPKISHFIJGAM-MXVIHJGJSA-N Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(O)c5)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(O)c5)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 MKMPKISHFIJGAM-MXVIHJGJSA-N 0.000 claims 1
• NSKGNASNGDPBTO-MXVIHJGJSA-N Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(c5)[N+]([O-])=O)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5cccc(c5)[N+]([O-])=O)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 NSKGNASNGDPBTO-MXVIHJGJSA-N 0.000 claims 1
• LRXVWOLQRCLWMO-WGSAOQKQSA-N Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5ccccc5Cl)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound Nc1ncnc2n(nc(-c3ccc4[nH]nc(Nc5ccccc5Cl)c4c3)c12)[C@H]1CC[C@@H](CC1)N1CCOCC1 LRXVWOLQRCLWMO-WGSAOQKQSA-N 0.000 claims 1
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