Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CS(=O)(=O)NCCc1ccc2cc(OCCNC(=O)c3ccccc3)ccc2c1
InChiKey
GWEOZUDNOOBNPB-UHFFFAOYSA-N
Route Signature
243406fcc70843e309940a8b7e0fb61fc79a6c28b947323b0542b50659a01dad
Synthesis route with 9 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a52050b0d6677c7eb9402044",
"signature": "243406fcc70843e309940a8b7e0fb61fc79a6c28b947323b0542b50659a01dad",
"contentHash": "72e8b9f083c989af02140eebbd5150040980e1292d1e65aedfe12d86cf63680d",
"length": 9,
"isConvergent": false
},
"target": {
"id": "sa_120b662e4176e0029182e854",
"benchmarkSetId": "a82783729b577c36f2e09a2b6fdd55ae9542aed5546571d67ef9cb74dc21f70a",
"targetId": "n5-00041",
"moleculeId": "sa_00497fce9d04f80656ca1f79",
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCCNC(=O)c3ccccc3)ccc2c1",
"routeLength": 9,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_00497fce9d04f80656ca1f79",
"inchikey": "GWEOZUDNOOBNPB-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCCNC(=O)c3ccccc3)ccc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "17446",
"routeId": "sa_a52050b0d6677c7eb9402044",
"moleculeId": "sa_00497fce9d04f80656ca1f79",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_00497fce9d04f80656ca1f79",
"inchikey": "GWEOZUDNOOBNPB-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCCNC(=O)c3ccccc3)ccc2c1"
},
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCCNC(=O)c3ccccc3)ccc2c1",
"reactionStepId": "sa_a63ecba6f6a3254aefae7a85",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0461;176957\",\"rsmi\":\"Cl[C:18](=[O:19])[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1.[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([O:14][CH2:15][CH2:16][NH2:17])[cH:26][cH:27][c:28]2[cH:29]1>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([O:14][CH2:15][CH2:16][NH:17][C:18](=[O:19])[c:20]3[cH:21][cH:22][cH:23][cH:24][cH:25]3)[cH:26][cH:27][c:28]2[cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[C:18](=[O:19])[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1.[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([O:14][CH2:15][CH2:16][NH2:17])[cH:26][cH:27][c:28]2[cH:29]1>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([O:14][CH2:15][CH2:16][NH:17][C:18](=[O:19])[c:20]3[cH:21][cH:22][cH:23][cH:24][cH:25]3)[cH:26][cH:27][c:28]2[cH:29]1\"}",
"reactionStep": {
"id": "sa_a63ecba6f6a3254aefae7a85",
"reactionHash": "aead13a90a13631b6cd6f71319a0ecc2dc007a9be11ecb50c86ec31870504e90"
},
"children": [
{
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"routeId": "sa_a52050b0d6677c7eb9402044",
"moleculeId": "sa_84a6c09196c5227216503456",
"parentId": "17446",
"isLeaf": false,
"molecule": {
"id": "sa_84a6c09196c5227216503456",
"inchikey": "AAPVXCWUDVAEKM-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCCN)ccc2c1"
},
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCCN)ccc2c1",
"reactionStepId": "sa_1a9dba8b7df2c172d5a8fe89",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0420;176943\",\"rsmi\":\"[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][C:16]#[N:17])[cH:18][c:19]2[cH:20][cH:21]1>B.C1CCOC1.CO.CSC.[Na+].O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][NH2:17])[cH:18][c:19]2[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][C:16]#[N:17])[cH:18][c:19]2[cH:20][cH:21]1>B.C1CCOC1.CO.CSC.[Na+].O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][NH2:17])[cH:18][c:19]2[cH:20][cH:21]1\"}",
"reactionStep": {
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"reactionHash": "f1c66867f6994454cbe807010f91db587d72f289c6a2f47ff481177e54994551"
},
"children": [
{
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"moleculeId": "sa_fadc6e170a9ea262a995dca2",
"parentId": "17447",
"isLeaf": false,
"molecule": {
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"inchikey": "VSCDLCLRJCTKAR-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCC#N)ccc2c1"
},
"smiles": "CS(=O)(=O)NCCc1ccc2cc(OCC#N)ccc2c1",
"reactionStepId": "sa_ebe2e9629642694431c203c5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0418;176942\",\"rsmi\":\"Br[CH2:15][C:16]#[N:17].[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([OH:14])[cH:18][cH:19][c:20]2[cH:21]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([O:14][CH2:15][C:16]#[N:17])[cH:18][cH:19][c:20]2[cH:21]1\"},\"mapped_reaction_smiles\":\"Br[CH2:15][C:16]#[N:17].[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([OH:14])[cH:18][cH:19][c:20]2[cH:21]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][cH:10][c:11]2[cH:12][c:13]([O:14][CH2:15][C:16]#[N:17])[cH:18][cH:19][c:20]2[cH:21]1\"}",
"reactionStep": {
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"children": [
{
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"molecule": {
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"inchikey": "BTXCJVFHJRUAPW-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)NCCc1ccc2cc(O)ccc2c1"
},
"smiles": "CS(=O)(=O)NCCc1ccc2cc(O)ccc2c1",
"reactionStepId": "sa_5cedb878419acf1d514bdbea",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0416;176941\",\"rsmi\":\"C[O:14][c:13]1[cH:12][cH:11][c:10]2[cH:9][c:8]([CH2:7][CH2:6][NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:18][cH:17][c:16]2[cH:15]1>BrB(Br)Br.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:15][c:16]2[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"C[O:14][c:13]1[cH:12][cH:11][c:10]2[cH:9][c:8]([CH2:7][CH2:6][NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:18][cH:17][c:16]2[cH:15]1>BrB(Br)Br.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][CH2:6][CH2:7][c:8]1[cH:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:15][c:16]2[cH:17][cH:18]1\"}",
"reactionStep": {
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"reactionHash": "c276d84bc799cd54d0842a042dda610210a6b3fe844c9c436e3659776c4f00ff"
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"children": [
{
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"routeId": "sa_a52050b0d6677c7eb9402044",
"moleculeId": "sa_b25edddd044f4ec4b1ed9b01",
"parentId": "17449",
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"molecule": {
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"inchikey": "UUPOYTZQFITUPC-UHFFFAOYSA-N",
"smiles": "COc1ccc2cc(CCNS(C)(=O)=O)ccc2c1"
},
"smiles": "COc1ccc2cc(CCNS(C)(=O)=O)ccc2c1",
"reactionStepId": "sa_754c3c60c28f353538fc4540",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0414;176940\",\"rsmi\":\"Cl[S:12]([CH3:13])(=[O:14])=[O:15].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][CH2:10][NH2:11])[cH:16][cH:17][c:18]2[cH:19]1>C1CCOC1.CCN(CC)CC>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][CH2:10][NH:11][S:12]([CH3:13])(=[O:14])=[O:15])[cH:16][cH:17][c:18]2[cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[S:12]([CH3:13])(=[O:14])=[O:15].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][CH2:10][NH2:11])[cH:16][cH:17][c:18]2[cH:19]1>C1CCOC1.CCN(CC)CC>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][CH2:10][NH:11][S:12]([CH3:13])(=[O:14])=[O:15])[cH:16][cH:17][c:18]2[cH:19]1\"}",
"reactionStep": {
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"children": [
{
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"molecule": {
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"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "17452",
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"parentId": "17450",
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"molecule": {
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"inchikey": "ZVFDBOOWCDSJEX-UHFFFAOYSA-N",
"smiles": "COc1ccc2cc(CCN)ccc2c1"
},
"smiles": "COc1ccc2cc(CCN)ccc2c1",
"reactionStepId": "sa_2dedaa48eb3011cd30009590",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0412;176939\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13][c:14]2[cH:15]1>CCO.N.[H][H].[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][CH2:10][NH2:11])[cH:12][cH:13][c:14]2[cH:15]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13][c:14]2[cH:15]1>CCO.N.[H][H].[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][CH2:10][NH2:11])[cH:12][cH:13][c:14]2[cH:15]1\"}",
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"children": [
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},
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"reactionStepId": "sa_06b1646280d861ef37ba882c",
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"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0410;176938\",\"rsmi\":\"Br[CH2:9][c:8]1[cH:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:15][c:14]2[cH:13][cH:12]1.[CH:10]#[N:11]>CS(C)=O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13][c:14]2[cH:15]1\"},\"mapped_reaction_smiles\":\"Br[CH2:9][c:8]1[cH:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:15][c:14]2[cH:13][cH:12]1.[CH:10]#[N:11]>CS(C)=O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][C:10]#[N:11])[cH:12][cH:13][c:14]2[cH:15]1\"}",
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"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0408;176937\",\"rsmi\":\"Br[Br:10].O[CH2:9][c:8]1[cH:7][cH:6][c:5]2[cH:4][c:3]([O:2][CH3:1])[cH:14][cH:13][c:12]2[cH:11]1>C1CCOC1.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][Br:10])[cH:11][c:12]2[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Br[Br:10].O[CH2:9][c:8]1[cH:7][cH:6][c:5]2[cH:4][c:3]([O:2][CH3:1])[cH:14][cH:13][c:12]2[cH:11]1>C1CCOC1.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5]2[cH:6][cH:7][c:8]([CH2:9][Br:10])[cH:11][c:12]2[cH:13][cH:14]1\"}",
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{
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"smiles": "COc1ccc2cc(CO)ccc2c1",
"reactionStepId": "sa_60b1b2a1da15b288bc3f6e18",
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"metadata": "{\"annotations\":{\"ID\":\"US20040147612A1;0406;176936\",\"rsmi\":\"O=[C:9]([c:8]1[cH:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:14][c:13]2[cH:12][cH:11]1)[OH:10]>C1CCOC1.O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][OH:10])[cH:11][cH:12][c:13]2[cH:14]1\"},\"mapped_reaction_smiles\":\"O=[C:9]([c:8]1[cH:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:14][c:13]2[cH:12][cH:11]1)[OH:10]>C1CCOC1.O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]([CH2:9][OH:10])[cH:11][cH:12][c:13]2[cH:14]1\"}",
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