JP2017515466A5 - - Google Patents

Info

Publication number

JP2017515466A5

JP2017515466A5 JP2016562248A JP2016562248A JP2017515466A5 JP 2017515466 A5 JP2017515466 A5 JP 2017515466A5 JP 2016562248 A JP2016562248 A JP 2016562248A JP 2016562248 A JP2016562248 A JP 2016562248A JP 2017515466 A5 JP2017515466 A5 JP 2017515466A5

Authority

JP

Japan

Prior art keywords

lactamase

residue

polarity

alanine

cephalosporin

Prior art date

2015-04-17

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.)

Granted

Links

• Espacenet
• Global Dossier
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• 102000006635 beta-Lactamases Human genes 0.000 claims 25
• 108020004256 beta-Lactamases Proteins 0.000 claims 25
• QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 8
• 235000004279 alanine Nutrition 0.000 claims 8
• 150000001780 cephalosporins Chemical class 0.000 claims 7
• 230000035772 mutation Effects 0.000 claims 6
• 230000001264 neutralization Effects 0.000 claims 5
• 229960005261 Aspartic Acid Drugs 0.000 claims 4
• CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 4
• ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims 4
• FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims 4
• 235000003704 aspartic acid Nutrition 0.000 claims 4
• VAAUVRVFOQPIGI-SPQHTLEESA-N (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1CSC1=NC(=O)C(=O)NN1C VAAUVRVFOQPIGI-SPQHTLEESA-N 0.000 claims 3
• HVFLCNVBZFFHBT-ZKDACBOMSA-N Cefepime Chemical compound S([C@@H]1[C@@H](C(N1C=1C([O-])=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1C[N+]1(C)CCCC1 HVFLCNVBZFFHBT-ZKDACBOMSA-N 0.000 claims 3
• GPRBEKHLDVQUJE-VINNURBNSA-N Cefotaxime Chemical compound N([C@@H]1C(N2C(=C(COC(C)=O)CS[C@@H]21)C(O)=O)=O)C(=O)/C(=N/OC)C1=CSC(N)=N1 GPRBEKHLDVQUJE-VINNURBNSA-N 0.000 claims 3
• 229960004261 Cefotaxime Drugs 0.000 claims 3
• 229960004755 Ceftriaxone Drugs 0.000 claims 3
• MTCFGRXMJLQNBG-UWTATZPHSA-N D-serine Chemical compound OC[C@@H](N)C(O)=O MTCFGRXMJLQNBG-UWTATZPHSA-N 0.000 claims 3
• 230000003197 catalytic Effects 0.000 claims 3
• 229960002100 cefepime Drugs 0.000 claims 3
• 229920000023 polynucleotide Polymers 0.000 claims 3
• 239000002157 polynucleotide Substances 0.000 claims 3
• JFPVXVDWJQMJEE-IZRZKJBUSA-N (6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound N([C@@H]1C(N2C(=C(COC(N)=O)CS[C@@H]21)C(O)=O)=O)C(=O)\C(=N/OC)C1=CC=CO1 JFPVXVDWJQMJEE-IZRZKJBUSA-N 0.000 claims 2
• ORFOPKXBNMVMKC-DWVKKRMSSA-O (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)\C(=N/OC(C)(C)C(O)=O)C=2N=C(N)SC=2)CC=1C[N+]1=CC=CC=C1 ORFOPKXBNMVMKC-DWVKKRMSSA-O 0.000 claims 2
• 239000004475 Arginine Substances 0.000 claims 2
• 229960001230 Asparagine Drugs 0.000 claims 2
• MLYYVTUWGNIJIB-BXKDBHETSA-N Cefazolin Chemical compound S1C(C)=NN=C1SCC1=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CN3N=NN=C3)[C@H]2SC1 MLYYVTUWGNIJIB-BXKDBHETSA-N 0.000 claims 2
• 229960001139 Cefazolin Drugs 0.000 claims 2
• GCFBRXLSHGKWDP-XCGNWRKASA-N Cefoperazone Chemical compound O=C1C(=O)N(CC)CCN1C(=O)N[C@H](C=1C=CC(O)=CC=1)C(=O)N[C@@H]1C(=O)N2C(C(O)=O)=C(CSC=3N(N=NN=3)C)CS[C@@H]21 GCFBRXLSHGKWDP-XCGNWRKASA-N 0.000 claims 2
• 229960004682 Cefoperazone Drugs 0.000 claims 2
• 229960000484 Ceftazidime Drugs 0.000 claims 2
• 229960001668 Cefuroxime Drugs 0.000 claims 2
• 206010054236 Clostridium difficile infection Diseases 0.000 claims 2
• 229960002989 Glutamic Acid Drugs 0.000 claims 2
• 239000004471 Glycine Substances 0.000 claims 2
• DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 2
• 229960000310 ISOLEUCINE Drugs 0.000 claims 2
• XUJNEKJLAYXESH-REOHCLBHSA-N L-cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims 2
• WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 2
• AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims 2
• ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims 2
• ONIBWKKTOPOVIA-BYPYZUCNSA-N L-proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims 2
• AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims 2
• KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims 2
• 239000004472 Lysine Substances 0.000 claims 2
• 229940049954 Penicillin Drugs 0.000 claims 2
• JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 claims 2
• 239000004473 Threonine Substances 0.000 claims 2
• 150000001413 amino acids Chemical group 0.000 claims 2
• 125000000511 arginine group Chemical group N[C@@H](CCCNC(N)=N)C(=O)* 0.000 claims 2
• 235000009582 asparagine Nutrition 0.000 claims 2
• 125000000613 asparagine group Chemical group N[C@@H](CC(N)=O)C(=O)* 0.000 claims 2
• 229960000626 benzylpenicillin Drugs 0.000 claims 2
• 230000003115 biocidal Effects 0.000 claims 2
• 235000018417 cysteine Nutrition 0.000 claims 2
• 201000010099 disease Diseases 0.000 claims 2
• 235000013922 glutamic acid Nutrition 0.000 claims 2
• 239000004220 glutamic acid Substances 0.000 claims 2
• 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 claims 2
• 239000008194 pharmaceutical composition Substances 0.000 claims 2
• 239000004474 valine Substances 0.000 claims 2
• AVKUERGKIZMTKX-NJBDSQKTSA-N Ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 claims 1
• 235000007516 Chrysanthemum Nutrition 0.000 claims 1
• 240000005250 Chrysanthemum indicum Species 0.000 claims 1
• 235000005986 Chrysanthemum x morifolium Nutrition 0.000 claims 1
• 241000193163 Clostridioides difficile Species 0.000 claims 1
• 206010012735 Diarrhoea Diseases 0.000 claims 1
• 210000001035 Gastrointestinal Tract Anatomy 0.000 claims 1
• 229960000723 ampicillin Drugs 0.000 claims 1
• 239000000969 carrier Substances 0.000 claims 1
• OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
• 229910052698 phosphorus Inorganic materials 0.000 claims 1
• 239000011574 phosphorus Substances 0.000 claims 1
• 230000002265 prevention Effects 0.000 claims 1
• 210000000813 small intestine Anatomy 0.000 claims 1
• 238000002560 therapeutic procedure Methods 0.000 claims 1