JPH0740273B2 - Recording / searching method for chemical reaction information - Google Patents

Description

Description: FIELD OF THE INVENTION The present invention relates to a method for recording and retrieving chemical reaction information, and more particularly to a method for recording and retrieving information on structural changes in substances involved in chemical reactions. It is a thing.

[Technical Background of the Invention] In recent years, with the development of computers, various methods have been proposed and are being used for recording structural information of chemical substances, particularly organic compounds. The amount of organic compounds and organic chemical reactions that have been studied and elucidated to date has reached enormous amounts. However, it is possible to effectively utilize this known information to search for known chemical substances or chemical reactions in a short time. Furthermore, it is desired to find a method for synthesizing a novel substance having desired properties. To that end, as a form of expression of chemical substances and chemical reactions, a computer can process (that is, a computer can make logical judgments) instead of a conventional chemical structural formula that makes it easy for an engineer to grasp the structural characteristics. ) It is required to develop and utilize forms of expression.

As a method of recording chemical substances, WLN (Wiswesser Linear)
Notation) and other linear notations are the typical ones, and details are given in, for example, WTWipke,
SRHeller, RJFeldmann, E.Hyde (Eds): “Computer
Representation and Manipulation of Chemical Inform
ation "(John Wiley and Sons, New York, 1974) [Wipke, Heller, Feldman, Hyde (eds.):" Computer representation and handling of chemical information "(John Willie and Sons)]. Join table (conn
ection table) is a list of, for example, the types of each atom in the structural formula of a chemical substance, the atoms of the partner that binds to it, the types of bonds, etc. There is an advantage that you can search in units.

Also, a method for recording information on the structural change (chemical reaction) of a chemical substance has been proposed, but a satisfactory expression method has not been known so far. For example,
As a method of recording information on chemical reactions, there is a method using a reaction code. Specifically, J.Valls, O.Scheiner: “C
hemical Information Systems ", E. Ash, E. Hyde (Eds),
(Ellis Horwood Limited, 1975) p.241-258 [bar,
Shiner: "Chemical Information System", Ash, Hyde, Ed. (Eris Hoawood Co.)], MA
Lobeck, Angew.Chem.Intern.Ed.Engl., 9 , 578 (1970)
[Lovec, Angevante Chemie International Edition in English] and HJZiegler, J.Chem.Inf.Comput.Sc
i., 19 , 141 (1979) [Ziegler, Journal of the
Chemical Information and Computational Science]. This method has a drawback in that when a new chemical reaction is found, it cannot be recorded because the viewpoint of expressing the chemical reaction is fixed. Further, since the structural information of the chemical substance and the information of its change are recorded in separate forms, there is a drawback that effective information retrieval cannot be performed.

In addition, a recording method devised from the standpoint of designing a synthetic route for a chemical substance is also known. For example, EJCorey, RD
Cramer, WJHowe, J.Am.Chem.Soc., 94 , 440 (1972) [Cori, Cramer, Hohe, Journal of American Chemical Society], I.Ugi, J.Bauer, J.Braud
t, J.Friedrich, J.Gasteiger, L.Jochum, W.Schubert, Ange
w.Chem.Intern.Ed.Engl., 18 , 111 (1979) [Ugi, Bauer, Blaut, Friedrich, Gasteiger, Jocham, Schubert, Angevante Chemie International Edition in English] There is. However, this method is not suitable for recording individual chemical reactions.

In addition, in order to search chemical reactions or design synthetic pathways in a shorter time and to accurately obtain useful information, it is desirable to be able to recognize chemical reactions by reaction type. It is desired that the reaction types are derived in advance from the above, or that the types of possible reaction types are counted and the individual reaction types are classified based on them.

The present applicant extracts a ring structure from an imaginary transition structure and / or a bond table, and then extracts the ring structure from the following five types of ring structures: (I) ring-opened ring; (II) ring-opened ring; III) A closed ring, (IV) Ring forming ring, (V) Rearrangement ring, and a method for processing chemical reaction information, and chemistry comprising extracting information on the ring structure. A patent application has already been filed for the method of processing reaction information (Japanese Patent Application No. 60-199920). According to this method, the ring unique to the reaction that appears in the imaginary transition structure and / or the binding table can be extracted, but when multiple rings are included, it is unambiguously irrespective of the importance of the reaction. It has the drawback of being extracted.

On the other hand, various definitions and methods have already been tried for the basic ring of a compound having a ring structure and its extraction method. For example, M. Frerejacque, Bull.S is a typical example.
oc.Chim.Fr., 6 , 1008 (1939) [Frèle Jacques, Viltan Society Chimmy Francais] states that the minimum number of rings necessary to describe a ring system of a compound and its basic ring A method for extracting a set (Fundamental Set) is described. According to this method, the minimum number of rings (Frerej
The acque number) is the following formula: m = b−a + 1 (where m is the Frerejacque number, a is the number of atoms (nodes) included in the ring system, and b is the bond (edge) included in the ring system). Is the number of). Also, the numbers 1 to 1 are added to the sides included in the ring system.
With b attached, one side of the ring R _{i in} the ring system is examined, and v _ij = 1 when the j-th side is the side of R _i , and v _ij = 0 otherwise. Then, for the ring R _i , a vector of v _i = (v _i1 , v _i2 , ... V _ij , ... V _ib ) is defined. As a result, the basic ring is obtained as m first-order independent vectors v _i (where i is an integer in the range of 1 to m). These vectors span an m-dimensional vector space.

As a specific example, for the structural formulas of the following compounds, three sets of basic rings consisting of two vectors are obtained.

In addition, M. Plotkin, J. Chem. Doc., 11 , 60 (1971) [Protokin, Journal of Chemical Documentation] contains the number and set of smallest rings (Smallest Set of
Smallest Rings, abbreviated as SSSR) is described. According to this method, the smallest ring is first determined to be a member of SSSR by arranging all the rings contained in the compound in descending order of the number of members, and the other rings are the rings that were previously members of SSSR. SS only when not represented by a linear combination of (in the above case, it is linearly independent)
It is a member of SR and the number of members is the above Frerejacque number. In the above specific example, set 1 is determined to be SSSR.

SUMMARY OF THE INVENTION It is an object of the present invention to provide a processing method for recording and storing a ring structure that is important for a reaction in a computer processable expression form based on chemical reaction information and searching it. Is.

The present invention creates an imaginary transition structure by topologically superimposing the structure of a starting material and the structure of a product of a chemical reaction that produces at least one product from at least one starting material, and (1) starting material and product Create a bond table that distinguishes between the nodes that commonly exist in substances, (2) the nodes that only exist in the starting substance, and (3) the nodes that only exist in the produced substance. Step; a step of classifying the bond between the nodes into an A-type bond including at least (1) bond, a B-type bond including only (2) bond, and a C-type bond including only (3) bond. A step of classifying the rings appearing in the imaginary transition structure into at least the following five types of rings: (I) An open ring bridge containing one or more B-type bonds and the bonds between the other nodes are A-type bonds , (II) A closed ring bridge that includes at least one type bond and the other nodes are A-type bonds, and (III) includes one B-type bond and one C-type bond, and between the other nodes. A bridge of rearrangement in which the bond is an A-type bond, (IV) an invariant ring containing only an A-type bond, (V) a ring other than (I) to (IV) above, and (I) to (IV) For each ring, at least one basic ring is detected by the following steps, and the basic ring is represented as a binding table or a code; i) For each ring, a ring A directly connecting two non-adjacent nodes of the ring A step of detecting a type bond, ii) a step of detecting a constant partial ring containing only this bond and the above-mentioned bond (1) contained in each ring A type bond, and iii) detecting a constant partial ring If not, the ring is determined to be the basic ring, and if a constant ring is detected, Is determined as a dependent ring, the binding table of the above chemical reaction, and the binding table or code corresponding to the basic ring are recorded and stored in a recording medium attached to a computer; The chemical reaction information recording / retrieving method includes the step of searching for a chemical reaction by computer processing using the binding table of and the binding table or code corresponding to the basic ring.

According to the method of the present invention, a ring structure important for a reaction can be selectively derived by performing a suitable process on the chemical reaction information input as a bond table obtained from an imaginary transition structure. In particular, even when a large number of rings are involved in a chemical reaction, it is possible to detect only a specific ring characteristic of the reaction.

In the present invention, imaginary transition str
ucture, hereinafter abbreviated as ITS) is a structural change of a substance involved in a chemical reaction to (1) a bond existing only in a starting material, (2) a bond existing only in a product and (3) both. A two-dimensional or three-dimensional structural diagram (figure) that is represented by distinguishing into three types of bonds that exist in common. This structural diagram is based on conventional structural formulas and three-dimensional structural diagrams of compounds, and is capable of showing chemical reactions in a form that is easily understood by engineers and easily understood.

Further, the connection table is a simple and clear list consisting of combinations of the types of nodes in a chemical reaction, the partner nodes that bind to the nodes, and the connections between these nodes, which are distinguished by being classified into the above three types. Yes, and this binding table allows chemical reaction information to be stored and stored in a recording medium without requiring a large capacity. In particular, the use of a binding table as a registration form facilitates the processing of information by a computer and facilitates the registration of chemical reactions, which facilitates the storage and management of such information.

In the above imaginary transition structure and bond table, chemical reactions are basically represented by simple expressions of bonds between nodes (nodes) consisting of atoms, atomic groups, etc., and nodes in the reaction system. The bond between them is represented by being distinguished into the above three types. For that purpose, information about the ring structure that is important for understanding the reaction, that is, the information about the ring structure that is important for understanding the reaction, "Essential Set of Essential R"
ings, abbreviated as ESER) can be obtained.

For example, even if the above SSSR method is applied to an imaginary transition structure (ITS), the ring structure important in the reaction can be insufficiently detected. As a specific example, the chemical reaction: For ITS: For, SSSR gives the following three rings.

1: {2,3,4,5,6,7} (6-membered ring) 2: {5,6,11} (3-membered ring) 3: {5,8,9,10,11} (5-membered Rings) In addition to these rings, the 6-membered ring consisting of {5,8,9,10,11,6} is important as a ring newly formed by the reaction (closed bridge), but it is not detected by SSSR.

According to the present invention, the above four rings can be detected as a set of basic rings without excess or deficiency.

That is, after extracting all the rings included in the imaginary transition structure and / or the bond table, these rings are classified into several types that are characteristic of the reaction, and the basic ring is detected for each type. To do. This makes it possible to reliably detect a ring structure that is important in the reaction and useful in synthesis.

In particular, if the chemical reaction structure contains multiple rings in duplicate, pay attention to the cross-link bond that connects two nodes that are non-adjacent in the larger ring, and It can be determined whether it is a ring that is subordinate to the ring, and thus only the basic ring can be detected.

Further, in the present invention, the basic ring set (ESER) is obtained in the form of a two-dimensional graphic following the imaginary transition structure of the reaction, so that the engineer can easily understand it visually. The basic ring can also be represented in the form of a binding table or in the form of characters such as codes, symbols, or a combination thereof, in which case information regarding ESER can be described very simply. Therefore, it is easy to register the information in the computer and the registration does not require a large capacity.

With the ESER according to the present invention, individual chemical reactions can be easily and accurately understood, and further, it becomes a foothold in applied fields such as molecular design and organic synthetic design. Also, ESER
By registering in advance in association with the chemical reaction,
You can search for the desired reaction via ESER.

The figure, connection table and / or code obtained for ESER can be recorded and stored in a computer, or can be recorded on a blank sheet of paper or displayed on a screen such as a cathode ray tube.

And, because it is possible to efficiently search for information on chemical reactions based on the registered ESER information in a short time, it is possible to shorten the time required for collecting and investigating information in each research of engineers, and It is possible to increase the density of information that can be obtained, and to carry out research efficiently.

In addition to these advantages, obtained by the method of the present invention
By using the ESER information in combination with the already entered chemical reaction information, and also by using the chemical substance information obtained from the chemical reaction information, there is a demand for engineers involved in drug manufacturing, etc. Analysis of chemical substances with large
g), Organic synthetic pathway design (heuristic analysisof organi
c synthesis) is possible. Furthermore, partial structure search of chemical substances, structure-activity relationship, automatic structure determination of unknown compounds, and reaction mechanism and reaction product prediction (mechanism) of complex compounds under certain conditions
istic evaluation of organic reaction) can be performed within a sufficiently practical range in a short time.

[Structure of the Invention] In the chemical reaction information recording / retrieval method of the present invention, a bond between nodes is composed of a bond existing only in a starting material, a bond existing only in a product, and a bond commonly existing in both. Regarding chemical reaction information represented as an imaginary transition structure and / or a bond table that is distinguished by type, first the rings involved in the reaction are extracted, and then the obtained rings are categorized based on the type of bond, and then An operation of detecting a basic ring for each type is performed by focusing on a specific bond, and thereby information regarding a basic ring set which is important in describing a reaction is obtained as a figure, a bond table, and / or a code.

The imaginary transition structure and the bonding table used to describe the chemical reaction in the present invention will be described by taking the reaction of hydrolyzing ethyl acetate with hydrochloric acid as an example.

This chemical reaction is represented by CH ₃ COOCH ₂ CH ₃ + H ₂ O + HCl → CH ₃ COOH + CH ₃ CH ₂ OH + HCl (Scheme 2). The imaginary transition structure (ITS) of the reaction can be expressed as follows, for example.

here, Represents the bonds that are commonly present in the starting material and the product, Represents a bond present only in the starting material, and It represents a bond that exists only in the product.

That is, the imaginary transition structure (ITS) is a two-dimensional or three-dimensional structure in which the structure of the starting material and the structure of the generated material are topologically overlapped and the bonds between the respective nodes are distinguished by the above three types i) to iii). The original structure. It should be noted that “topologically superimposing” specifically means that the nodes appearing in the structure of the starting material and the nodes appearing in the structure of the produced material are matched and these structures are combined into one.

In the imaginary transition structure (ITS) according to the present invention, the nodes of the substances involved in the chemical reaction may be represented by the atoms contained in the original system (starting substance group) and the producing system (producing substance group) as a unit. Yes, or a methyl group [node 1 above,
5], a functional group such as a methylene group [node 4], or the like. When expressing a chemical reaction, some of the nodes appearing in the original system and the producing system may be omitted.

Also, the distinction between the three types of bonds is not limited to the display by the symbols such as i) to iii) above, and may be displayed by simple characters such as numbers (1, 2, 3) or the color (black). , Red, green) and the like, any means may be used as long as the user can judge by the five senses and computer processing is possible.

Hereinafter, in the present invention, i) a common bond between the starting material and the product Is called a "colorless bond" or a constant bond (par-bond), and ii) a bond that exists only in the starting material. Is called "out-bond", and iii) the bond that exists only in the product Is called "in-bond", and out-bond and in-bond are collectively called "colored bond", and these three kinds of bonds appearing in the imaginary transition structure are collectively called "imaginary bond". ] Or "ITS combination".

Specifically, Table 1 shows the types of bonds appearing in the imaginary transition structure in the present invention. In addition, in Table 1, the numerical value on the side means an index of bond entry and exit.

In Table 1, for example, symbols The bond represented by is a single in-bond and can be represented by a pair of numbers (0 + 1). Here, 0 means that there is no bond in the original system before the reaction, and +1 means that a single bond has occurred in the produced system after the reaction. Similarly, The bond represented by is a single out-bond and is represented by (1-1). There is a single bond in the original system before the reaction, but the single bond disappears in the production system after the reaction. It means that The bond represented by (2-1) is a double bond singly cleaved, It is written in.

Thus, the type of bond is also a pair of numbers: (a, b) [where a is an integer representing the bond multiplicity in the starting material and b is an integer representing the change in the bond multiplicity in the chemical reaction. ], Which can be expressed as “complex coupling number” (complex
bond number) or “imaginary multipl”
icity). The comma (,) in the notation (a, b) may be omitted. According to this notation, even if the coupling multiplicity is two or more, it can be simply expressed. In addition, it is a particularly preferable method for recording and storing chemical reactions because it does not require much storage capacity and can be directly processed by a computer, and is an expression method that is preferably used when creating a binding table described below.

Alternatively, the chemical reaction is represented as a connection table that includes information about each node, the node of a binding partner that binds to the node, and the binding between the nodes.

The binding table for the hydrolysis reaction of the above ester is shown in Table 2. The connection table also includes information on the two-dimensional coordinates (xy coordinates) of each node.

As shown in Table 2, the binding table shows all nodes and their two-dimensional coordinates (node 1 is the origin) for the original system (ethyl acetate, water, hydrochloric acid) and the productive system (acetic acid, ethanol, hydrochloric acid) involved in the reaction. All the nodes connected to each node and the kind of connection between these nodes are listed in the order of node numbers.

Note that it is possible to create a binding table based on the imaginary transition structure of the reaction, and conversely, if the binding table contains the position information of each node, the imaginary transition structure can be created from the binding table. . In other words, it can be said that the imaginary transition structure and the binding table are in a one-sided relationship as registration and display form of chemical reaction information.

In the connection table, as described above, the input information regarding the position coordinates and the like of each node may be written together. Further, in the binding table, if desired, as additional information, information about charges and stereochemistry of each node; various physical property values of chemical substances involved in reaction, spectral information; and enthalpy of reaction,
Information about temperature, time, catalyst used, atmosphere, reaction phase, reaction yield, presence of by-products, etc. may be described. Further, in the binding table, a reaction name, a reaction number, etc. may be attached to each in order to facilitate the storage, management and retrieval of the chemical reaction information.

The binding table may be registered in the computer by recording and saving it in the main storage device in the computer.
Or an appropriate recording medium (magnetic disk, optical disk,
It may be recorded and stored via a magnetic tape or the like.

Further, the registered connection table can be recorded on various recording materials such as plain paper by an appropriate recording device, or can be displayed (graphic display) on a color cathode ray tube connected to a computer or an electronic device.

For details of the imaginary transition structure and / or the binding table, Japanese Patent Application No. 60-177345 and Japanese Patent Application No. 60-180875 filed by the present applicant.
No. In addition, the imaginary transition structure including charges (DITS), the binding table, and the three-dimensional imaginary transition structure (IT
Details of SS) and the binding table are described in Japanese Patent Application Nos. 60-298603 and 60-298604 by the present applicant, respectively.

The operation to extract the original system and the production system in the above ITS2 and the connection table of Table 2 [projection to original system] (projecti
on to the starting stage, abbreviated as PS) and "projection to the product stage, abbreviated as PP"]] to obtain a starting material and a product. Here, the PS operation for ITS is performed from ITS2 as shown below. Remove The PP operation is an operation that deletes the outgoing bond from ITS2 and regards the incoming bond as a constant bond.

Details of PS and PP operations are described in Japanese Patent Application No. 60-185386 by the present applicant.

The method of the present invention will be described below with reference to specific examples.

First, all the rings that appear in the imaginary transition structure and / or the binding table (this is called the ITS ring) are extracted. What is ITS ring?
A ring structure in which nodes are connected by ITS bonds (constant bonds, outgoing bonds, and incoming bonds).

Then, the ITS ring is classified based on the connection between the nodes.
To that end, first, the ITS represented by the complex coupling number (a, b)
Bonds are classified into the following three types.

A-type bond: a ≠ 0, a + b ≠ 0 B-type bond: a + b = 0 C-type bond: a = 0 That is, classification is performed as shown in Table 3. This allows
The bond between each node is classified into an A-type bond in which a bond exists before and after the reaction, a B-type bond in which the bond is broken by the reaction, and a C-type bond in which the bond is formed by the reaction, regardless of the bond multiplicity.

Next, the ITS ring is classified into the following five types based on the types of connections between nodes.

(I) bridge of ring opening p type B bonds (provided that p is an integer in the range of 1 ≦ p ≦ m and m is the number of members of the ring), and other than that The bond between nodes is a ring that is an A-type bond, and it is called a p-order open ring bridge (abbreviated as BO _p ).

(II) Bridge of ring closure Contains q C-type bonds (where q is an integer in the range of 1 ≦ q ≦ m, and m is the number of members of the ring), and other nodes This is a ring in which the bond between them is an A-type bond, which is abbreviated as q-th order closed bridge BO _q ).

(III) Bridge of rearrangement A ring having one B-type bond and one C-type bond, and the other bonds between nodes are A-type bonds (abbreviated as BR).

(IV) Invariant rings A ring containing only A-type bonds (abbreviated as IR).

(V) Other rings (trivial rings) Rings other than the above (I) to (IV), which are called trivial rings (abbreviated as TR).

Table 4 summarizes the classification of these five types of rings.

As an example, the Diels-Alder reaction: Six ITS rings can be extracted from, and each ring is classified into one of the above five types as shown below.

1: [6] 1-2-3-4-5-6-1 BC ₂ 2: [9] 1-2-3-4-5-6-7-8-9-1 BC ₂ * 3: [ 5] 1-2-10-5-6-1 BC ₂ 4: [8] 1-2-10-5-6-7-8-9-1 BC ₂ * 5: [5] 1-6-7 -8-9-1 IR 6: [5] 2-3-4-5-10-2 IR Second, detect one or more basic rings for each of the four types of rings excluding trivial rings. . For example, ITS3 above contains four closed ring bridges and two invariant rings, and at least one basic ring is detected for each closed ring bridge and invariant ring.

First, for each ITS ring, a cross-link type A bond is detected. A transannular type A bond (abbreviated as TATA bond) is an A type bond directly connecting two non-adjacent nodes in an arbitrary ITS ring. The cross-link type A bond can be detected by sequentially checking whether or not there is a constant bond between two nodes that are not adjacent to each other in one ITS ring. In ring 2 of ITS3 above, bonds 1-6 are TATA bonds.

Next, a constant ring is detected for each transannular type A bond. A constant sub-ring (par-subrings) is a set R of bonds included in any ITS ring, and a subset S (S⊂R) of R is 1) all member bonds of S are A-type bonds. Yes, 2) The union of all S bonds and one suitable TATA bond is ITS
It means S in the case of satisfying the following two conditions. The constant partial ring can be detected by investigating whether or not there is a ring composed of the TATA bond detected for the ITS ring and the constant bond contained in the ring.

If the constant sub-ring is not detected, the ITS ring is determined to be the basic ring. When a constant sub-ring is detected, the ITS ring is determined to be a dependent ring. Here, a dependent ring means an ITS ring having at least one constant partial ring.

Further, a basic ITS ring (abbreviated as ERITS) is a set R of bonds included in an arbitrary ITS ring. Is a set of bonds R _i [(R ₁ R ₂ ... R _m ) = of rings that are of the same kind as the ITS ring and have a constant ring (that is, a dependent ring)
R, where m is the number of dependent rings of the same type as the ITS ring of interest] || _i | <| R | (| R _i | and | R | are the original numbers of the set) R∩ (∪ _j R _j ) ≠ 0 (where i and j are 1 ≦ i ≦ m and 1 ≦, respectively) for all combinations of any union ∪ _j R _j of R _i satisfying the condition.
j is an integer in the range of m). For the sake of certainty, it is desirable to consider the condition | R ₁ ∩R | ≧ 2 for R _i .

Ring 2 of ITS3 above is a dependent ring because it has a constant partial ring {1-6-7-8-9-1}. In ITS3, rings 2 and 4 (marked with *) are dependent rings.

Further, before determining the basic ring, it is preferable to examine whether or not the ITS ring in which the constant ring is not detected is formed by combining two or more dependent rings of the same kind as the ITS ring. . When the ITS ring is formed by the combination of subordinate rings, it is treated as if the constant ring was detected. That is, the ITS ring is determined as a dependent ring. For example, ITS4: ITS ring 1-3 appearing in: 1: [11] 1-2-3-4-5-6-7-8-9-10-11-1 BO ₁ 2: [9] 1-2-3-4 -5-6-7-8-12-1 BO ₁ * 3: In [9] 1-12-5-6-7-8-9-10-11-1 BO ₁ *, rings 2 and 3 are respectively Constant partial ring {1-2-3-4-5-12
-1} and {1-12-8-9-10-11-1} and is a dependent ring. On the other hand, the constant ring is not detected for ring 1, but ring 1 is obtained by combining dependent rings 2 and 3, so it is determined as a dependent ring.

In this way, one or more basic rings can be detected for each type of ITS ring, and a series of basic rings detected for one ITS can be detected as a basic ITS ring set.
ntial rings, ESER).

In ITS3 above, no new dependent ring is detected even if dependent rings 2 and 4 are combined, so ESER is
Is.

The above-mentioned ESER is not limited to ITS that represents a reaction, and is also effective for ring analysis in the original system and the product system obtained by the PS and PP operations. In this case, if the transannular type A bond is detected, that is, it means that the constant partial ring exists, the detection of the constant partial ring can be omitted.

As an example, for ITS3 above, ESER: ITS3 [5] IR [5] IR [5] BC ₂ [6] BC ₂ Progenitor system [5], [5] Generation system [5], [5], [5], [6] respectively To be According to the ESER of the present invention, a six-membered ring can be included in the basic ring set of ITS3 and its generation system. This 6-membered ring cannot be detected by conventional SSSR, and the method of the present invention is excellent in this respect.

The obtained basic ITS ring set (ESER) may be recorded and stored (registered) in a computer, or may be displayed or recorded through a suitable display recording means. At this time, ES
The ER may be attached to the reaction ITS or the binding table, or may be registered separately and independently to create an ESER file and be associated with the reaction ITS or the binding table. Also,
The ESER may be numbered, further coded, or alternatively, a common reaction name may be registered for each ESER together to facilitate information storage, management and retrieval. The registration in the computer and the recording of the display can be performed by the same method as that described above.

The method of the present invention will be further described below with reference to examples.

[Example 1] Addition of Deals Alder ITS for this reaction: All ITS rings are extracted from.

Next, after classifying the rings according to the type and number of bonds contained in each ITS ring, the presence or absence of a transannular A-type bond and the presence or absence of a constant subring were examined, and the basic ITS ring was determined. further,
The basic ring was determined by performing the same operations for the original system and the productive system.

The results are summarized in Table 5.

In Table 5 and the following table, MULTI means the number of TATA bonds. MLT means the number of constant rings, and is also added as 1 when a new ring is formed by a combination of dependent rings. Therefore, MULT = 0: Basic ring MULT = 1: Subordinate ring MULT = −1: It means that there is no ring. ER-S and ER-P mean the number of constant rings in the original system and the productive system, that is, the basic ring or the dependent ring, respectively.

[Example 2] ITS for this reaction: The same procedure as in Example 1 was performed to determine the basic ITS ring and the basic rings of the original system and the production system. The results are summarized in Table 6.

[Example 3] Pinacol rearrangement ITS for this reaction: The same procedure as in Example 1 was performed to determine the basic ITS ring and the basic rings of the original system and the production system. The results are summarized in Table 7.

[Example 4] Beckmann rearrangement ITS for this reaction: The same procedure as in Example 1 was performed to determine the basic ITS ring and the basic rings of the original system and the production system. The results are summarized in Table 8.

[Example 5] The basic ring of the compound was determined by performing the same operation as in Example 1. The results are summarized in Table 9 and FIG.

FIG. 1 is a structural diagram showing individual rings contained in the polycyclic compound.

According to the ESER of the present invention, as a basic ring, rings 1, 2, 3, 4,
Six of 5, 8 were detected. On the other hand, in the conventional SSSR, only four basic rings of rings 1, 2, 3, and 4 are obtained, and it is clear that the method of the present invention is excellent.

[Brief description of drawings]

FIG. 1 is a structural diagram showing rings contained in a polycyclic compound.

Claims (2)

[Claims] 1. An imaginary transition structure is created by topologically superimposing a structure of a starting material and a structure of a product of a chemical reaction for producing at least one product from at least one starting material, and (1) the starting material and Create a bond table that distinguishes between the nodes that commonly exist in the generated substances, (2) the nodes that only exist in the starting substances, and (3) the nodes that only exist in the generated substances. The above-mentioned bond between the nodes is classified into an A-type bond including at least (1) bond, a B-type bond including only (2) bond, and a C-type bond including only (3) bond. Step; a step of classifying the ring appearing in the imaginary transition structure into at least the following five types of rings: (I) A ring-opened ring containing at least one B-type bond, and the bonds between the other nodes being A-type bonds Bridge, (II A closed ring bridge that includes one or more C-type bonds and the other nodes are A-type bonds, and (III) includes one B-type bond and one C-type bond, respectively, and other nodes A bridge of a rearrangement in which the bond between them is an A-type bond, (IV) an invariant ring containing only an A-type bond, (V) a ring other than the above (I) to (IV), and (I) to (IV) For each ring, at least one basic ring is detected by the following steps, and the basic ring is represented as a binding table or a code; i) For each ring, a transfer ring directly connecting two non-adjacent nodes of the ring Ii) detecting a type A bond, ii) detecting, for each transannular type A bond, a constant part ring containing only this bond and the above-mentioned bond (1), and iii) a constant part ring If the ring is not detected, the ring is determined as the basic ring, and if the constant ring is detected, Determining a ring as a subordinate ring, recording the bond table of the above chemical reaction, and the bond table or code corresponding to the basic ring in a recording medium attached to a computer; A method for recording and retrieving chemical reaction information, which comprises a step of retrieving a chemical reaction by performing a computer process using the binding table of the reaction and the binding table or code corresponding to the basic ring. 2. When creating a chemical reaction bond table, each node is displayed by its type and a consecutive number, and the bond between nodes is represented by a pair of numbers (a, b) [where a is the starting material. Is an integer representing the bond multiplicity in b, and b is an integer representing the change in bond multiplicity in a chemical reaction], and the bonds between the nodes are represented by the following three kinds of bonds: (A) a ≠ 0. And a bond satisfying the condition of a + b ≠ 0, (B) a bond satisfying the condition of a + b = 0, and (C) a bond satisfying the condition of a = 0. How to record / search reaction information.