Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(C(F)(F)F)cc2c1nnc1c(C)nc(-c3ccncc3C)n12
InChiKey
NNRBBYSQRDRSCZ-UHFFFAOYSA-N
Route Signature
33a63ca218d089f3293545eb0d6e1931c1a57792305d50f69b09b789f21065bd
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2abcddbe02607b75b1e735af",
"signature": "33a63ca218d089f3293545eb0d6e1931c1a57792305d50f69b09b789f21065bd",
"contentHash": "1e6783feb4ea94380c683b3a6cdc90b546f248d9844660c89be364fcf599e63b",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_b26c176b399f8d9d4c3a7ef1",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02000",
"moleculeId": "sa_fd9e2b6c2d0a931fe9162f30",
"smiles": "COc1cc(C(F)(F)F)cc2c1nnc1c(C)nc(-c3ccncc3C)n12",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_fd9e2b6c2d0a931fe9162f30",
"inchikey": "NNRBBYSQRDRSCZ-UHFFFAOYSA-N",
"smiles": "COc1cc(C(F)(F)F)cc2c1nnc1c(C)nc(-c3ccncc3C)n12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14619",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_fd9e2b6c2d0a931fe9162f30",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_fd9e2b6c2d0a931fe9162f30",
"inchikey": "NNRBBYSQRDRSCZ-UHFFFAOYSA-N",
"smiles": "COc1cc(C(F)(F)F)cc2c1nnc1c(C)nc(-c3ccncc3C)n12"
},
"smiles": "COc1cc(C(F)(F)F)cc2c1nnc1c(C)nc(-c3ccncc3C)n12",
"reactionStepId": "sa_384fd3205c163621443077a4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100120763A1;0637;877775\",\"rsmi\":\"O=[N:14]O.[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:27]2[cH:15][c:16]([CH3:17])[n:18][c:19]2-[c:20]2[c:21]([CH3:22])[cH:23][n:24][cH:25][cH:26]2)[c:12]1[NH2:13]>CC(=O)O.[Na+].[Na+].O>[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11]2[c:12]1[n:13][n:14][c:15]1[c:16]([CH3:17])[n:18][c:19](-[c:20]3[c:21]([CH3:22])[cH:23][n:24][cH:25][cH:26]3)[n:27]21\"},\"mapped_reaction_smiles\":\"O=[N:14]O.[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:27]2[cH:15][c:16]([CH3:17])[n:18][c:19]2-[c:20]2[c:21]([CH3:22])[cH:23][n:24][cH:25][cH:26]2)[c:12]1[NH2:13]>CC(=O)O.[Na+].[Na+].O>[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11]2[c:12]1[n:13][n:14][c:15]1[c:16]([CH3:17])[n:18][c:19](-[c:20]3[c:21]([CH3:22])[cH:23][n:24][cH:25][cH:26]3)[n:27]21\"}",
"reactionStep": {
"id": "sa_384fd3205c163621443077a4",
"reactionHash": "a8163cdb955c3c2204596597fb2525c8defc503931e7e50d4c8537cb0d797bfa"
},
"children": [
{
"id": "14620",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_81c0446884d57a7253ff6b54",
"parentId": "14619",
"isLeaf": true,
"molecule": {
"id": "sa_81c0446884d57a7253ff6b54",
"inchikey": "IOVCWXUNBOPUCH-UHFFFAOYSA-N",
"smiles": "[O-]N=[OH+]"
},
"smiles": "O=NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14621",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_0062bc43fd0b80d4bb0bd5af",
"parentId": "14619",
"isLeaf": false,
"molecule": {
"id": "sa_0062bc43fd0b80d4bb0bd5af",
"inchikey": "UJKHMWAGRZVUPG-UHFFFAOYSA-N",
"smiles": "COc1cc(C(F)(F)F)cc(-n2cc(C)nc2-c2ccncc2C)c1N"
},
"smiles": "COc1cc(C(F)(F)F)cc(-n2cc(C)nc2-c2ccncc2C)c1N",
"reactionStepId": "sa_721e331b3b4de9d23266c471",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100120763A1;0636;877774\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[cH:26][c:21]([C:22]([F:23])([F:24])[F:25])[cH:20][c:6]1-[n:7]1[cH:8][c:9]([CH3:10])[n:11][c:12]1-[c:13]1[c:14]([CH3:15])[cH:16][n:17][cH:18][cH:19]1>CC(=O)O.CCO.[Fe].[Na+].O>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[c:6](-[n:7]2[cH:8][c:9]([CH3:10])[n:11][c:12]2-[c:13]2[c:14]([CH3:15])[cH:16][n:17][cH:18][cH:19]2)[cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26]1\"},\"mapped_reaction_smiles\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[cH:26][c:21]([C:22]([F:23])([F:24])[F:25])[cH:20][c:6]1-[n:7]1[cH:8][c:9]([CH3:10])[n:11][c:12]1-[c:13]1[c:14]([CH3:15])[cH:16][n:17][cH:18][cH:19]1>CC(=O)O.CCO.[Fe].[Na+].O>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[c:6](-[n:7]2[cH:8][c:9]([CH3:10])[n:11][c:12]2-[c:13]2[c:14]([CH3:15])[cH:16][n:17][cH:18][cH:19]2)[cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26]1\"}",
"reactionStep": {
"id": "sa_721e331b3b4de9d23266c471",
"reactionHash": "52154182b4341d4247cabceb37a6514887ed3f55e428850bbdfd2735ed39e5c8"
},
"children": [
{
"id": "14622",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_401148c89e97a95aa1b4e9eb",
"parentId": "14621",
"isLeaf": false,
"molecule": {
"id": "sa_401148c89e97a95aa1b4e9eb",
"inchikey": "OQURRAGLJNVDOY-UHFFFAOYSA-N",
"smiles": "COc1cc(C(F)(F)F)cc(-n2cc(C)nc2-c2ccncc2C)c1[N+](=O)[O-]"
},
"smiles": "COc1cc(C(F)(F)F)cc(-n2cc(C)nc2-c2ccncc2C)c1[N+](=O)[O-]",
"reactionStepId": "sa_bf4d0eb897de07ebdd12d29a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100120763A1;0634;877773\",\"rsmi\":\"Br[c:17]1[n:12](-[c:11]2[cH:10][c:5]([C:6]([F:7])([F:8])[F:9])[cH:4][c:3]([O:2][CH3:1])[c:25]2[N+:26](=[O:27])[O-:28])[cH:13][c:14]([CH3:15])[n:16]1.OB(O)[c:18]1[c:19]([CH3:20])[cH:21][n:22][cH:23][cH:24]1>C1COCCO1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:12]2[cH:13][c:14]([CH3:15])[n:16][c:17]2-[c:18]2[c:19]([CH3:20])[cH:21][n:22][cH:23][cH:24]2)[c:25]1[N+:26](=[O:27])[O-:28]\"},\"mapped_reaction_smiles\":\"Br[c:17]1[n:12](-[c:11]2[cH:10][c:5]([C:6]([F:7])([F:8])[F:9])[cH:4][c:3]([O:2][CH3:1])[c:25]2[N+:26](=[O:27])[O-:28])[cH:13][c:14]([CH3:15])[n:16]1.OB(O)[c:18]1[c:19]([CH3:20])[cH:21][n:22][cH:23][cH:24]1>C1COCCO1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:12]2[cH:13][c:14]([CH3:15])[n:16][c:17]2-[c:18]2[c:19]([CH3:20])[cH:21][n:22][cH:23][cH:24]2)[c:25]1[N+:26](=[O:27])[O-:28]\"}",
"reactionStep": {
"id": "sa_bf4d0eb897de07ebdd12d29a",
"reactionHash": "446006291cc5294fe739c09bc13770f1ced96d193d0bf441de573005d785033c"
},
"children": [
{
"id": "14623",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_ebce01cd669f45c73a067575",
"parentId": "14622",
"isLeaf": true,
"molecule": {
"id": "sa_ebce01cd669f45c73a067575",
"inchikey": "KSERCJHSQPNSJM-UHFFFAOYSA-N",
"smiles": "Cc1cnccc1B(O)O"
},
"smiles": "Cc1cnccc1B(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14624",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_95438e2ed5cf4d8f71d1d973",
"parentId": "14622",
"isLeaf": false,
"molecule": {
"id": "sa_95438e2ed5cf4d8f71d1d973",
"inchikey": "PSEAHUYDOUTFBQ-UHFFFAOYSA-N",
"smiles": "COc1cc(C(F)(F)F)cc(-n2cc(C)nc2Br)c1[N+](=O)[O-]"
},
"smiles": "COc1cc(C(F)(F)F)cc(-n2cc(C)nc2Br)c1[N+](=O)[O-]",
"reactionStepId": "sa_d30d80428bc68e0ad600fed8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100120763A1;0632;877772\",\"rsmi\":\"F[c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:12]2[cH:13][c:14]([CH3:15])[n:16][c:17]2[Br:18])[c:19]1[N+:20](=[O:21])[O-:22].[CH3:1][OH:2]>CO.CO.O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:12]2[cH:13][c:14]([CH3:15])[n:16][c:17]2[Br:18])[c:19]1[N+:20](=[O:21])[O-:22]\"},\"mapped_reaction_smiles\":\"F[c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:12]2[cH:13][c:14]([CH3:15])[n:16][c:17]2[Br:18])[c:19]1[N+:20](=[O:21])[O-:22].[CH3:1][OH:2]>CO.CO.O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][c:11](-[n:12]2[cH:13][c:14]([CH3:15])[n:16][c:17]2[Br:18])[c:19]1[N+:20](=[O:21])[O-:22]\"}",
"reactionStep": {
"id": "sa_d30d80428bc68e0ad600fed8",
"reactionHash": "07ff7a526025e97471b927b0dec6e4b133806cc0aac80ce93759078c30b434b2"
},
"children": [
{
"id": "14625",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_1a74cd484a7089e80e079bb3",
"parentId": "14624",
"isLeaf": false,
"molecule": {
"id": "sa_1a74cd484a7089e80e079bb3",
"inchikey": "MYZFNUDWVLOLMK-UHFFFAOYSA-N",
"smiles": "Cc1cn(-c2cc(C(F)(F)F)cc(F)c2[N+](=O)[O-])c(Br)n1"
},
"smiles": "Cc1cn(-c2cc(C(F)(F)F)cc(F)c2[N+](=O)[O-])c(Br)n1",
"reactionStepId": "sa_d618482a8b2b4441f1ae6ee7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100120763A1;0630;877771\",\"rsmi\":\"F[c:5]1[c:6]([N+:7](=[O:8])[O-:9])[c:10]([F:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1.[CH3:1][c:2]1[cH:3][nH:4][c:19]([Br:20])[n:21]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[c:6]([N+:7](=[O:8])[O-:9])[c:10]([F:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]2)[c:19]([Br:20])[n:21]1\"},\"mapped_reaction_smiles\":\"F[c:5]1[c:6]([N+:7](=[O:8])[O-:9])[c:10]([F:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1.[CH3:1][c:2]1[cH:3][nH:4][c:19]([Br:20])[n:21]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][n:4](-[c:5]2[c:6]([N+:7](=[O:8])[O-:9])[c:10]([F:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]2)[c:19]([Br:20])[n:21]1\"}",
"reactionStep": {
"id": "sa_d618482a8b2b4441f1ae6ee7",
"reactionHash": "10a43199fe6a3e542a6d70c2ef6ae2f9c73e1a24a558d5972205dcb1891fa7d7"
},
"children": [
{
"id": "14626",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_43ab6f2ab68bd8e2dc82eab5",
"parentId": "14625",
"isLeaf": true,
"molecule": {
"id": "sa_43ab6f2ab68bd8e2dc82eab5",
"inchikey": "AYQISCMXBQVMSY-UHFFFAOYSA-N",
"smiles": "Cc1c[nH]c(Br)n1"
},
"smiles": "Cc1c[nH]c(Br)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14627",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_0584926c6e6c34622c61e5aa",
"parentId": "14625",
"isLeaf": true,
"molecule": {
"id": "sa_0584926c6e6c34622c61e5aa",
"inchikey": "QEDMJULSJNIGHB-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1c(F)cc(C(F)(F)F)cc1F"
},
"smiles": "O=[N+]([O-])c1c(F)cc(C(F)(F)F)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
},
{
"id": "14628",
"routeId": "sa_2abcddbe02607b75b1e735af",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "14624",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
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"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}