Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(OC3CCNCC3)ccc21
InChiKey
IUJOSURCYRCMMA-UHFFFAOYSA-N
Route Signature
6d0d5ade4c08d8e69795b2943751fd64c22c59ad0c29028328097ddd341ddc47
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_cf1cb365429d83333138fb58",
"signature": "6d0d5ade4c08d8e69795b2943751fd64c22c59ad0c29028328097ddd341ddc47",
"contentHash": "004c2c422b3f0f816b7857af257952ddf02834c602c254d4550022a2e3cdfe51",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_c43bf2962f0dda3b2259f239",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01449",
"moleculeId": "sa_060bbbcafc1e1b0377e22c36",
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(OC3CCNCC3)ccc21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_060bbbcafc1e1b0377e22c36",
"inchikey": "IUJOSURCYRCMMA-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(OC3CCNCC3)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14338",
"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_060bbbcafc1e1b0377e22c36",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_060bbbcafc1e1b0377e22c36",
"inchikey": "IUJOSURCYRCMMA-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(OC3CCNCC3)ccc21"
},
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(OC3CCNCC3)ccc21",
"reactionStepId": "sa_6fb58f3c88bd98f933776c1a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070123526A1;0233;460207\",\"rsmi\":\"CC(C)(C)OC(=O)[N:24]1[CH2:23][CH2:22][CH:21]([O:20][c:19]2[cH:18][c:17]3[cH:16][c:5]([C:6](=[O:7])[N:8]4[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]4)[n:4]([CH:2]([CH3:1])[CH3:3])[c:29]3[cH:28][cH:27]2)[CH2:26][CH2:25]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]2)[cH:16][c:17]2[cH:18][c:19]([O:20][CH:21]3[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]3)[cH:27][cH:28][c:29]12\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:24]1[CH2:23][CH2:22][CH:21]([O:20][c:19]2[cH:18][c:17]3[cH:16][c:5]([C:6](=[O:7])[N:8]4[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]4)[n:4]([CH:2]([CH3:1])[CH3:3])[c:29]3[cH:28][cH:27]2)[CH2:26][CH2:25]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]2)[cH:16][c:17]2[cH:18][c:19]([O:20][CH:21]3[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]3)[cH:27][cH:28][c:29]12\"}",
"reactionStep": {
"id": "sa_6fb58f3c88bd98f933776c1a",
"reactionHash": "425ed3952e7484fa6958131448d370cd4d81aae6a6933476a4253cab5eaae7bf"
},
"children": [
{
"id": "14339",
"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_b33a9d88dd0f749396ea2353",
"parentId": "14338",
"isLeaf": false,
"molecule": {
"id": "sa_b33a9d88dd0f749396ea2353",
"inchikey": "MPHRFVYYVXAHSR-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(OC3CCN(C(=O)OC(C)(C)C)CC3)ccc21"
},
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(OC3CCN(C(=O)OC(C)(C)C)CC3)ccc21",
"reactionStepId": "sa_7e750477c98801cd803f5b66",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070123526A1;0232;460206\",\"rsmi\":\"O[c:19]1[cH:18][c:17]2[cH:16][c:5]([C:6](=[O:7])[N:8]3[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]3)[n:4]([CH:2]([CH3:1])[CH3:3])[c:36]2[cH:35][cH:34]1.[OH:20][CH:21]1[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]1>C1CCOC1.CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]2)[cH:16][c:17]2[cH:18][c:19]([O:20][CH:21]3[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]3)[cH:34][cH:35][c:36]12\"},\"mapped_reaction_smiles\":\"O[c:19]1[cH:18][c:17]2[cH:16][c:5]([C:6](=[O:7])[N:8]3[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]3)[n:4]([CH:2]([CH3:1])[CH3:3])[c:36]2[cH:35][cH:34]1.[OH:20][CH:21]1[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]1>C1CCOC1.CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]2)[cH:16][c:17]2[cH:18][c:19]([O:20][CH:21]3[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32][CH2:33]3)[cH:34][cH:35][c:36]12\"}",
"reactionStep": {
"id": "sa_7e750477c98801cd803f5b66",
"reactionHash": "91ba004a7bd5ac9099127345b0d4be80fc5ccfc06f79f0dcc03c3f30ab306147"
},
"children": [
{
"id": "14340",
"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_2083f9b232b60c54ffa902b3",
"parentId": "14339",
"isLeaf": false,
"molecule": {
"id": "sa_2083f9b232b60c54ffa902b3",
"inchikey": "AOSCSEOHDKZNNV-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(O)ccc21"
},
"smiles": "CC(C)n1c(C(=O)N2CCS(=O)(=O)CC2)cc2cc(O)ccc21",
"reactionStepId": "sa_a71ff895254660a9f8a530bf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070123526A1;0231;460205\",\"rsmi\":\"O[C:6]([c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:23]2[c:17]([cH:16]1)[cH:18][c:19]([OH:20])[cH:21][cH:22]2)=[O:7].[NH:8]1[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]1>>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]2)[cH:16][c:17]2[cH:18][c:19]([OH:20])[cH:21][cH:22][c:23]12\"},\"mapped_reaction_smiles\":\"O[C:6]([c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:23]2[c:17]([cH:16]1)[cH:18][c:19]([OH:20])[cH:21][cH:22]2)=[O:7].[NH:8]1[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]1>>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][S:11](=[O:12])(=[O:13])[CH2:14][CH2:15]2)[cH:16][c:17]2[cH:18][c:19]([OH:20])[cH:21][cH:22][c:23]12\"}",
"reactionStep": {
"id": "sa_a71ff895254660a9f8a530bf",
"reactionHash": "c3f60cd71d9e6bb5411761f54a15295c8ffc76009eb687a2d45efe3f10d76874"
},
"children": [
{
"id": "14341",
"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_fd0c1b4f267b3f8fbddfebb3",
"parentId": "14340",
"isLeaf": true,
"molecule": {
"id": "sa_fd0c1b4f267b3f8fbddfebb3",
"inchikey": "NDOVLWQBFFJETK-UHFFFAOYSA-N",
"smiles": "O=S1(=O)CCNCC1"
},
"smiles": "O=S1(=O)CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14342",
"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_a2655000dd2035e024d726cf",
"parentId": "14340",
"isLeaf": false,
"molecule": {
"id": "sa_a2655000dd2035e024d726cf",
"inchikey": "YSADSRARNPEVBW-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(C(=O)O)cc2cc(O)ccc21"
},
"smiles": "CC(C)n1c(C(=O)O)cc2cc(O)ccc21",
"reactionStepId": "sa_8b3427ba049e1237ec301989",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070123526A1;0230;460204\",\"rsmi\":\"c1ccc(C[O:13][c:12]2[cH:11][c:10]3[cH:9][c:5]([C:6](=[O:7])[OH:8])[n:4]([CH:2]([CH3:1])[CH3:3])[c:16]3[cH:15][cH:14]2)cc1>CCO.CCOC(C)=O.[Pd]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[OH:8])[cH:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]12\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:13][c:12]2[cH:11][c:10]3[cH:9][c:5]([C:6](=[O:7])[OH:8])[n:4]([CH:2]([CH3:1])[CH3:3])[c:16]3[cH:15][cH:14]2)cc1>CCO.CCOC(C)=O.[Pd]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[OH:8])[cH:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]12\"}",
"reactionStep": {
"id": "sa_8b3427ba049e1237ec301989",
"reactionHash": "218ee10d7a6a8235838ac76cf3cb2a861b96ab1646f63f60251efa0c50d298d7"
},
"children": [
{
"id": "14343",
"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_9fbf44ba7053f9f47cf5d137",
"parentId": "14342",
"isLeaf": false,
"molecule": {
"id": "sa_9fbf44ba7053f9f47cf5d137",
"inchikey": "RQNJFULGTBWRPR-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(C(=O)O)cc2cc(OCc3ccccc3)ccc21"
},
"smiles": "CC(C)n1c(C(=O)O)cc2cc(OCc3ccccc3)ccc21",
"reactionStepId": "sa_e73953e61429579890ccf37d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070123526A1;0229;460203\",\"rsmi\":\"CC[O:8][C:6]([c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:23]2[c:10]([cH:9]1)[cH:11][c:12]([O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[cH:21][cH:22]2)=[O:7]>C1CCOC1.CO.O.[Li+].O>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[OH:8])[cH:9][c:10]2[cH:11][c:12]([O:13][CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[cH:21][cH:22][c:23]12\"},\"mapped_reaction_smiles\":\"CC[O:8][C:6]([c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:23]2[c:10]([cH:9]1)[cH:11][c:12]([O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[cH:21][cH:22]2)=[O:7]>C1CCOC1.CO.O.[Li+].O>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([C:6](=[O:7])[OH:8])[cH:9][c:10]2[cH:11][c:12]([O:13][CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[cH:21][cH:22][c:23]12\"}",
"reactionStep": {
"id": "sa_e73953e61429579890ccf37d",
"reactionHash": "09d709670e03336c200d5169908e55748e7ad07127a9102886fc3f059a6eb120"
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"children": [
{
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"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_830028a4bcf1ed2bf6de9d89",
"parentId": "14343",
"isLeaf": true,
"molecule": {
"id": "sa_830028a4bcf1ed2bf6de9d89",
"inchikey": "IGLXDTPVRBMKSF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2cc(OCc3ccccc3)ccc2n1C(C)C"
},
"smiles": "CCOC(=O)c1cc2cc(OCc3ccccc3)ccc2n1C(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
},
{
"id": "14345",
"routeId": "sa_cf1cb365429d83333138fb58",
"moleculeId": "sa_08f912c37482cb09c1da49c0",
"parentId": "14339",
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"molecule": {
"id": "sa_08f912c37482cb09c1da49c0",
"inchikey": "PWQLFIKTGRINFF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
}