Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCCc1ccc(C(=O)N(Cc2ccc(N)cc2)C2CCN(CCC(C)C)CC2)cc1
InChiKey
GCZKYLAAUMEJCD-UHFFFAOYSA-N
Route Signature
75fd99218f28bf9107398312f5dfd6e082d20e9a40c8ed06b8d3836d2ff7372b
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f323d631a67ed0c398cfc1aa",
"signature": "75fd99218f28bf9107398312f5dfd6e082d20e9a40c8ed06b8d3836d2ff7372b",
"contentHash": "168b6bb268cd781c4fbfc5e739c64dfce10e83864244497235a3127fb3ea80b6",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_39796925ee52bbcb1fa1061b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03403",
"moleculeId": "sa_bf25d22d86573c0f5d5f8b1e",
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc(N)cc2)C2CCN(CCC(C)C)CC2)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_bf25d22d86573c0f5d5f8b1e",
"inchikey": "GCZKYLAAUMEJCD-UHFFFAOYSA-N",
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc(N)cc2)C2CCN(CCC(C)C)CC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6830",
"routeId": "sa_f323d631a67ed0c398cfc1aa",
"moleculeId": "sa_bf25d22d86573c0f5d5f8b1e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_bf25d22d86573c0f5d5f8b1e",
"inchikey": "GCZKYLAAUMEJCD-UHFFFAOYSA-N",
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc(N)cc2)C2CCN(CCC(C)C)CC2)cc1"
},
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc(N)cc2)C2CCN(CCC(C)C)CC2)cc1",
"reactionStepId": "sa_4d460aa6305a2908898c0a3d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080076762A1;0160;558386\",\"rsmi\":\"O=[N+:18]([O-])[c:17]1[cH:16][cH:15][c:14]([CH2:13][N:12]([C:10]([c:9]2[cH:8][cH:7][c:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:33][cH:32]2)=[O:11])[CH:21]2[CH2:22][CH2:23][N:24]([CH2:25][CH2:26][CH:27]([CH3:28])[CH3:29])[CH2:30][CH2:31]2)[cH:20][cH:19]1>CCOC(C)=O.[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([NH2:18])[cH:19][cH:20]2)[CH:21]2[CH2:22][CH2:23][N:24]([CH2:25][CH2:26][CH:27]([CH3:28])[CH3:29])[CH2:30][CH2:31]2)[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"O=[N+:18]([O-])[c:17]1[cH:16][cH:15][c:14]([CH2:13][N:12]([C:10]([c:9]2[cH:8][cH:7][c:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:33][cH:32]2)=[O:11])[CH:21]2[CH2:22][CH2:23][N:24]([CH2:25][CH2:26][CH:27]([CH3:28])[CH3:29])[CH2:30][CH2:31]2)[cH:20][cH:19]1>CCOC(C)=O.[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([NH2:18])[cH:19][cH:20]2)[CH:21]2[CH2:22][CH2:23][N:24]([CH2:25][CH2:26][CH:27]([CH3:28])[CH3:29])[CH2:30][CH2:31]2)[cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_4d460aa6305a2908898c0a3d",
"reactionHash": "c70b5c8c7319dbbcad6f2517943659d7eff016648908576fa233dcda095c7d79"
},
"children": [
{
"id": "6831",
"routeId": "sa_f323d631a67ed0c398cfc1aa",
"moleculeId": "sa_cce502122bafce53656484c2",
"parentId": "6830",
"isLeaf": false,
"molecule": {
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"inchikey": "ACNBIBWTHLQZFG-UHFFFAOYSA-N",
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc([N+](=O)[O-])cc2)C2CCN(CCC(C)C)CC2)cc1"
},
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc([N+](=O)[O-])cc2)C2CCN(CCC(C)C)CC2)cc1",
"reactionStepId": "sa_b8e6b2499b4821c83e6142dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080076762A1;0159;558385\",\"rsmi\":\"O=[CH:27][CH2:28][CH:29]([CH3:30])[CH3:31].[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH:23]2[CH2:24][CH2:25][NH:26][CH2:32][CH2:33]2)[cH:34][cH:35]1>CC#N.CC(=O)OB(OC(C)=O)OC(C)=O.O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH:23]2[CH2:24][CH2:25][N:26]([CH2:27][CH2:28][CH:29]([CH3:30])[CH3:31])[CH2:32][CH2:33]2)[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"O=[CH:27][CH2:28][CH:29]([CH3:30])[CH3:31].[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH:23]2[CH2:24][CH2:25][NH:26][CH2:32][CH2:33]2)[cH:34][cH:35]1>CC#N.CC(=O)OB(OC(C)=O)OC(C)=O.O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH:23]2[CH2:24][CH2:25][N:26]([CH2:27][CH2:28][CH:29]([CH3:30])[CH3:31])[CH2:32][CH2:33]2)[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_b8e6b2499b4821c83e6142dd",
"reactionHash": "abbc4d770019398500f3d87153859a7e8be3fa634b3257161e5e2cfbe0dc0ccb"
},
"children": [
{
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"routeId": "sa_f323d631a67ed0c398cfc1aa",
"moleculeId": "sa_766fdc14e41f703223e1ad84",
"parentId": "6831",
"isLeaf": false,
"molecule": {
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"inchikey": "KHNPUCNHZXSKLG-UHFFFAOYSA-N",
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc([N+](=O)[O-])cc2)C2CCNCC2)cc1"
},
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc([N+](=O)[O-])cc2)C2CCNCC2)cc1",
"reactionStepId": "sa_e4e8a64251d68400a76db459",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080076762A1;0158;558384\",\"rsmi\":\"CC(C)(C)OC(=O)[N:26]1[CH2:25][CH2:24][CH:23]([N:12]([C:10]([c:9]2[cH:8][cH:7][c:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:30][cH:29]2)=[O:11])[CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:28][CH2:27]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH:23]2[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:26]1[CH2:25][CH2:24][CH:23]([N:12]([C:10]([c:9]2[cH:8][cH:7][c:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:30][cH:29]2)=[O:11])[CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:28][CH2:27]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]([CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH:23]2[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_e4e8a64251d68400a76db459",
"reactionHash": "529a71e73c25fab8b6619583d727a9952abfd933c327ef44cb9ed9849f017353"
},
"children": [
{
"id": "6833",
"routeId": "sa_f323d631a67ed0c398cfc1aa",
"moleculeId": "sa_c480b9fe18e82d57a15be031",
"parentId": "6832",
"isLeaf": false,
"molecule": {
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"inchikey": "MZDLURBZOPVBCP-UHFFFAOYSA-N",
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc([N+](=O)[O-])cc2)C2CCN(C(=O)OC(C)(C)C)CC2)cc1"
},
"smiles": "CCCCCc1ccc(C(=O)N(Cc2ccc([N+](=O)[O-])cc2)C2CCN(C(=O)OC(C)(C)C)CC2)cc1",
"reactionStepId": "sa_d501609885d91fa68b389893",
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"reactionStep": {
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"reactionHash": "08d24316c729405a3554e005c1f73f01bbfb0b1f903f9746fb114789d5afe7fb"
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"children": [
{
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"routeId": "sa_f323d631a67ed0c398cfc1aa",
"moleculeId": "sa_ebbbcafe92a12ca7f1267d0b",
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"molecule": {
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"inchikey": "FBBRKYLXMNQFQU-UHFFFAOYSA-N",
"smiles": "CCCCCc1ccc(C(=O)Cl)cc1"
},
"smiles": "CCCCCc1ccc(C(=O)Cl)cc1",
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{
"id": "6835",
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"molecule": {
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"smiles": "CC(C)(C)OC(=O)N1CCC(NCc2ccc([N+](=O)[O-])cc2)CC1"
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"smiles": "CC(C)(C)OC(=O)N1CCC(NCc2ccc([N+](=O)[O-])cc2)CC1",
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"metadata": "{\"annotations\":{\"ID\":\"US20080076762A1;0156;558382\",\"rsmi\":\"O=[CH:13][c:14]1[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH2:23][CH2:24]1>CCN(CC)CC.CO.Cl.O=C(O)O.B.[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH:12][CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"O=[CH:13][c:14]1[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH2:23][CH2:24]1>CCN(CC)CC.CO.Cl.O=C(O)O.B.[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH:12][CH2:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:23][CH2:24]1\"}",
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{
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{
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}
}