Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCn1nc(C#N)c(-c2ccccc2N)c1CCCS(=O)(=O)c1ccccc1
InChiKey
CZGOEYCNDUSNNH-UHFFFAOYSA-N
Route Signature
0e3739c4cf01703d604c5906f63bf56ab67996bc57f7ae2a56ffbcef3c7cd4b5
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_53aa58bd53fb6365c62b2527",
"signature": "0e3739c4cf01703d604c5906f63bf56ab67996bc57f7ae2a56ffbcef3c7cd4b5",
"contentHash": "39b15e5aa2a92aa4871807d608d8e54ce16b1c5553355bc5974abf7b83a8f2cb",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_df823afbc3b54ab7059f6651",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01104",
"moleculeId": "sa_a211ea6909d4e5f51ac623be",
"smiles": "CCCCn1nc(C#N)c(-c2ccccc2N)c1CCCS(=O)(=O)c1ccccc1",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a211ea6909d4e5f51ac623be",
"inchikey": "CZGOEYCNDUSNNH-UHFFFAOYSA-N",
"smiles": "CCCCn1nc(C#N)c(-c2ccccc2N)c1CCCS(=O)(=O)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14080",
"routeId": "sa_53aa58bd53fb6365c62b2527",
"moleculeId": "sa_a211ea6909d4e5f51ac623be",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a211ea6909d4e5f51ac623be",
"inchikey": "CZGOEYCNDUSNNH-UHFFFAOYSA-N",
"smiles": "CCCCn1nc(C#N)c(-c2ccccc2N)c1CCCS(=O)(=O)c1ccccc1"
},
"smiles": "CCCCn1nc(C#N)c(-c2ccccc2N)c1CCCS(=O)(=O)c1ccccc1",
"reactionStepId": "sa_f2e404450d6d8af8b4ec7b7c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090075980A1;1470;680896\",\"rsmi\":\"Br[c:10]1[c:7]([C:8]#[N:9])[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:18]1[CH2:19][CH2:20][CH2:21][S:22](=[O:23])(=[O:24])[c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1.OB(O)[c:11]1[c:12]([NH2:13])[cH:14][cH:15][cH:16][cH:17]1>CCOC(C)=O.Cc1ccccc1.Cl.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=P(O)(O)O.[K+].[K+].[K+].[Pd].[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8]#[N:9])[c:10](-[c:11]2[c:12]([NH2:13])[cH:14][cH:15][cH:16][cH:17]2)[c:18]1[CH2:19][CH2:20][CH2:21][S:22](=[O:23])(=[O:24])[c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Br[c:10]1[c:7]([C:8]#[N:9])[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:18]1[CH2:19][CH2:20][CH2:21][S:22](=[O:23])(=[O:24])[c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1.OB(O)[c:11]1[c:12]([NH2:13])[cH:14][cH:15][cH:16][cH:17]1>CCOC(C)=O.Cc1ccccc1.Cl.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=P(O)(O)O.[K+].[K+].[K+].[Pd].[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8]#[N:9])[c:10](-[c:11]2[c:12]([NH2:13])[cH:14][cH:15][cH:16][cH:17]2)[c:18]1[CH2:19][CH2:20][CH2:21][S:22](=[O:23])(=[O:24])[c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_f2e404450d6d8af8b4ec7b7c",
"reactionHash": "836fc6d240867bda42feadaedc9734a061fc21bc63581eb2db01b9d403ed6aa3"
},
"children": [
{
"id": "14081",
"routeId": "sa_53aa58bd53fb6365c62b2527",
"moleculeId": "sa_8aa3d1d68b1c5ee63d0ff336",
"parentId": "14080",
"isLeaf": true,
"molecule": {
"id": "sa_8aa3d1d68b1c5ee63d0ff336",
"inchikey": "DIRRKLFMHQUJCM-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1B(O)O"
},
"smiles": "Nc1ccccc1B(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14082",
"routeId": "sa_53aa58bd53fb6365c62b2527",
"moleculeId": "sa_1654a976eed8e93550cca147",
"parentId": "14080",
"isLeaf": false,
"molecule": {
"id": "sa_1654a976eed8e93550cca147",
"inchikey": "HEIHCDYKIBDBLU-UHFFFAOYSA-N",
"smiles": "CCCCn1nc(C#N)c(Br)c1CCCS(=O)(=O)c1ccccc1"
},
"smiles": "CCCCn1nc(C#N)c(Br)c1CCCS(=O)(=O)c1ccccc1",
"reactionStepId": "sa_35e54a8fc6ccf4af8364c5c2",
"template": null,
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"reactionStep": {
"id": "sa_35e54a8fc6ccf4af8364c5c2",
"reactionHash": "f6fbe230280dae30d72065155bdb21dec4d19beac711b661b2bfb7a4566baa8c"
},
"children": [
{
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"isLeaf": true,
"molecule": {
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"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "14084",
"routeId": "sa_53aa58bd53fb6365c62b2527",
"moleculeId": "sa_13d52e94755e38b601373c7b",
"parentId": "14082",
"isLeaf": false,
"molecule": {
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"inchikey": "MNSQXCKTGBCVME-UHFFFAOYSA-N",
"smiles": "CCCCn1nc(C#N)cc1CCCS(=O)(=O)c1ccccc1"
},
"smiles": "CCCCn1nc(C#N)cc1CCCS(=O)(=O)c1ccccc1",
"reactionStepId": "sa_37c17424cc97b6944fdec958",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090075980A1;1468;680894\",\"rsmi\":\"O=[C:8]([c:7]1[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:11]([CH2:12][CH2:13][CH2:14][S:15](=[O:16])(=[O:17])[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[cH:10]1)[NH2:9]>O=P(Cl)(Cl)Cl.N.O>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8]#[N:9])[cH:10][c:11]1[CH2:12][CH2:13][CH2:14][S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O=[C:8]([c:7]1[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:11]([CH2:12][CH2:13][CH2:14][S:15](=[O:16])(=[O:17])[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[cH:10]1)[NH2:9]>O=P(Cl)(Cl)Cl.N.O>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8]#[N:9])[cH:10][c:11]1[CH2:12][CH2:13][CH2:14][S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
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"reactionHash": "463438d47cb649042c77c3c7eb2aaec21c58c9029e7dfac33d32c0d1f196c324"
},
"children": [
{
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"moleculeId": "sa_39eb45cbf4155306fa59fb3f",
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"molecule": {
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"inchikey": "SRUJRCRWAOVHEG-UHFFFAOYSA-N",
"smiles": "CCCCn1nc(C(N)=O)cc1CCCS(=O)(=O)c1ccccc1"
},
"smiles": "CCCCn1nc(C(N)=O)cc1CCCS(=O)(=O)c1ccccc1",
"reactionStepId": "sa_823597dc881b114fe84d65a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090075980A1;1467;680893\",\"rsmi\":\"O[C:8]([c:7]1[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:12]([CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:11]1)=[O:10].[NH3:9]>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl.Cl>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8]([NH2:9])=[O:10])[cH:11][c:12]1[CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O[C:8]([c:7]1[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:12]([CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:11]1)=[O:10].[NH3:9]>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl.Cl>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8]([NH2:9])=[O:10])[cH:11][c:12]1[CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"}",
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"children": [
{
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"molecule": {
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"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
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},
{
"id": "14087",
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"molecule": {
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"inchikey": "SIMUECUFERWAPD-UHFFFAOYSA-N",
"smiles": "CCCCn1nc(C(=O)O)cc1CCCS(=O)(=O)c1ccccc1"
},
"smiles": "CCCCn1nc(C(=O)O)cc1CCCS(=O)(=O)c1ccccc1",
"reactionStepId": "sa_2664fbb52cc73786bca5a9da",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090075980A1;1466;680892\",\"rsmi\":\"CC[O:10][C:8]([c:7]1[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:12]([CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:11]1)=[O:9]>CCO.[Na+].O>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][c:12]1[CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"CC[O:10][C:8]([c:7]1[n:6][n:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:12]([CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:11]1)=[O:9]>CCO.[Na+].O>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][c:12]1[CH2:13][CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1\"}",
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"smiles": "CCCCn1nc(C(=O)OCC)cc1CCCS(=O)(=O)c1ccccc1"
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"smiles": "CCCCn1nc(C(=O)OCC)cc1CCCS(=O)(=O)c1ccccc1",
"reactionStepId": "sa_a7483d49e3dd0ce7da278825",
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"metadata": "{\"annotations\":{\"ID\":\"US20090075980A1;1465;680891\",\"rsmi\":\"CCO[C:7](=O)[C:8](=[O:9])[O:10][CH2:11][CH3:12].O=[C:14]([CH3:13])[CH2:15][CH2:16][CH2:17][S:18](=[O:19])(=[O:20])[c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][CH2:2][CH2:3][CH2:4][NH:5][NH2:6]>CC(=O)O.CC(=O)O.CC(C)(C)O.CCO.O=C(O)C(=O)O.[K+].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8](=[O:9])[O:10][CH2:11][CH3:12])[cH:13][c:14]1[CH2:15][CH2:16][CH2:17][S:18](=[O:19])(=[O:20])[c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"CCO[C:7](=O)[C:8](=[O:9])[O:10][CH2:11][CH3:12].O=[C:14]([CH3:13])[CH2:15][CH2:16][CH2:17][S:18](=[O:19])(=[O:20])[c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][CH2:2][CH2:3][CH2:4][NH:5][NH2:6]>CC(=O)O.CC(=O)O.CC(C)(C)O.CCO.O=C(O)C(=O)O.[K+].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][n:5]1[n:6][c:7]([C:8](=[O:9])[O:10][CH2:11][CH3:12])[cH:13][c:14]1[CH2:15][CH2:16][CH2:17][S:18](=[O:19])(=[O:20])[c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1\"}",
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"reactionStepId": "sa_afdcef3a87adb912cabc6634",
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"metadata": "{\"annotations\":{\"ID\":\"US20090075980A1;1464;680890\",\"rsmi\":\"CCOC(=O)[CH:4]([C:2]([CH3:1])=[O:3])[CH2:5][CH2:6][S:7](=[O:8])(=[O:9])[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>CCO.Cl>[CH3:1][C:2](=[O:3])[CH2:4][CH2:5][CH2:6][S:7](=[O:8])(=[O:9])[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"CCOC(=O)[CH:4]([C:2]([CH3:1])=[O:3])[CH2:5][CH2:6][S:7](=[O:8])(=[O:9])[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>CCO.Cl>[CH3:1][C:2](=[O:3])[CH2:4][CH2:5][CH2:6][S:7](=[O:8])(=[O:9])[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1\"}",
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"children": [
{
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},
"smiles": "CCOC(=O)C(CCS(=O)(=O)c1ccccc1)C(C)=O",
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]
},
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