Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(C)nc(Nc2cc(N[C@@H]3CS(=O)(=O)CC[C@@H]3N)cnc2C#N)c1
InChiKey
OWNGTBGZOBXYPE-WMLDXEAASA-N
Route Signature
05f174ab28f814d19fe83ed5a83f132b390e85b82800a033c068c137620b4e8e
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_8e887488501809a447d51a75",
"signature": "05f174ab28f814d19fe83ed5a83f132b390e85b82800a033c068c137620b4e8e",
"contentHash": "2145a1e8e393c3664b56806a16985a83a156cc55affc180f46cfd4c497c616e4",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_8169e86cb17b26fd6e539156",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06378",
"moleculeId": "sa_729df03005fd8a57087c09ba",
"smiles": "COc1cc(C)nc(Nc2cc(N[C@@H]3CS(=O)(=O)CC[C@@H]3N)cnc2C#N)c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_729df03005fd8a57087c09ba",
"inchikey": "OWNGTBGZOBXYPE-WMLDXEAASA-N",
"smiles": "COc1cc(C)nc(Nc2cc(N[C@@H]3CS(=O)(=O)CC[C@@H]3N)cnc2C#N)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11547",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_729df03005fd8a57087c09ba",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_729df03005fd8a57087c09ba",
"inchikey": "OWNGTBGZOBXYPE-WMLDXEAASA-N",
"smiles": "COc1cc(C)nc(Nc2cc(N[C@@H]3CS(=O)(=O)CC[C@@H]3N)cnc2C#N)c1"
},
"smiles": "COc1cc(C)nc(Nc2cc(N[C@@H]3CS(=O)(=O)CC[C@@H]3N)cnc2C#N)c1",
"reactionStepId": "sa_c7c6784c79e5449137f458e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243336A1;0730;1570908\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:19][C@@H:18]1[C@H:11]([NH:10][c:9]2[cH:8][c:7]([NH:6][c:5]3[cH:4][c:3]([O:2][CH3:1])[cH:28][c:26]([CH3:27])[n:25]3)[c:22]([C:23]#[N:24])[n:21][cH:20]2)[CH2:12][S:13](=[O:14])(=[O:15])[CH2:16][CH2:17]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][c:7]2[cH:8][c:9]([NH:10][C@@H:11]3[CH2:12][S:13](=[O:14])(=[O:15])[CH2:16][CH2:17][C@@H:18]3[NH2:19])[cH:20][n:21][c:22]2[C:23]#[N:24])[n:25][c:26]([CH3:27])[cH:28]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:19][C@@H:18]1[C@H:11]([NH:10][c:9]2[cH:8][c:7]([NH:6][c:5]3[cH:4][c:3]([O:2][CH3:1])[cH:28][c:26]([CH3:27])[n:25]3)[c:22]([C:23]#[N:24])[n:21][cH:20]2)[CH2:12][S:13](=[O:14])(=[O:15])[CH2:16][CH2:17]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][c:7]2[cH:8][c:9]([NH:10][C@@H:11]3[CH2:12][S:13](=[O:14])(=[O:15])[CH2:16][CH2:17][C@@H:18]3[NH2:19])[cH:20][n:21][c:22]2[C:23]#[N:24])[n:25][c:26]([CH3:27])[cH:28]1\"}",
"reactionStep": {
"id": "sa_c7c6784c79e5449137f458e5",
"reactionHash": "a1e0b72f7347499a65f6708a15c803d345933b095ddd1cf2230f0aa068aaea56"
},
"children": [
{
"id": "11548",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_da2787ba74430bcae6ea14a2",
"parentId": "11547",
"isLeaf": false,
"molecule": {
"id": "sa_da2787ba74430bcae6ea14a2",
"inchikey": "FAFYIPXBVJGLPQ-FXAWDEMLSA-N",
"smiles": "COc1cc(C)nc(Nc2cc(N[C@@H]3CS(=O)(=O)CC[C@@H]3NC(=O)OC(C)(C)C)cnc2C#N)c1"
},
"smiles": "COc1cc(C)nc(Nc2cc(N[C@@H]3CS(=O)(=O)CC[C@@H]3NC(=O)OC(C)(C)C)cnc2C#N)c1",
"reactionStepId": "sa_1c95ea19b64a2cf3879f0679",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243336A1;0729;1570907\",\"rsmi\":\"Br[c:7]1[c:8]([C:9]#[N:10])[n:11][cH:12][c:13]([NH:14][C@@H:15]2[CH2:16][S:17](=[O:18])(=[O:19])[CH2:20][CH2:21][C@@H:22]2[NH:23][C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31]1.[CH3:1][O:2][c:3]1[cH:4][c:5]([NH2:6])[n:32][c:33]([CH3:34])[cH:35]1>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=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][c:7]2[c:8]([C:9]#[N:10])[n:11][cH:12][c:13]([NH:14][C@@H:15]3[CH2:16][S:17](=[O:18])(=[O:19])[CH2:20][CH2:21][C@@H:22]3[NH:23][C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31]2)[n:32][c:33]([CH3:34])[cH:35]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[c:8]([C:9]#[N:10])[n:11][cH:12][c:13]([NH:14][C@@H:15]2[CH2:16][S:17](=[O:18])(=[O:19])[CH2:20][CH2:21][C@@H:22]2[NH:23][C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31]1.[CH3:1][O:2][c:3]1[cH:4][c:5]([NH2:6])[n:32][c:33]([CH3:34])[cH:35]1>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=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][c:7]2[c:8]([C:9]#[N:10])[n:11][cH:12][c:13]([NH:14][C@@H:15]3[CH2:16][S:17](=[O:18])(=[O:19])[CH2:20][CH2:21][C@@H:22]3[NH:23][C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31]2)[n:32][c:33]([CH3:34])[cH:35]1\"}",
"reactionStep": {
"id": "sa_1c95ea19b64a2cf3879f0679",
"reactionHash": "9b7faecb2f6c39e30b62cea85cce1184a4494ff4edb9cd13fe51d09597cfea7a"
},
"children": [
{
"id": "11549",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_bd4f9c5eb6feee604604235e",
"parentId": "11548",
"isLeaf": false,
"molecule": {
"id": "sa_bd4f9c5eb6feee604604235e",
"inchikey": "GUBJWEDCKXFBJN-UHFFFAOYSA-N",
"smiles": "COc1cc(C)nc(N)c1"
},
"smiles": "COc1cc(C)nc(N)c1",
"reactionStepId": "sa_2594a5d89de12a769eeb3564",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243336A1;0527;1570792\",\"rsmi\":\"Cl[c:3]1[cH:4][c:5]([NH2:6])[n:7][c:8]([CH3:9])[cH:10]1.[CH3:1][OH:2]>Cl.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH2:6])[n:7][c:8]([CH3:9])[cH:10]1\"},\"mapped_reaction_smiles\":\"Cl[c:3]1[cH:4][c:5]([NH2:6])[n:7][c:8]([CH3:9])[cH:10]1.[CH3:1][OH:2]>Cl.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH2:6])[n:7][c:8]([CH3:9])[cH:10]1\"}",
"reactionStep": {
"id": "sa_2594a5d89de12a769eeb3564",
"reactionHash": "d320ade650c4422dc7ba707aa43424288da3c2efdd5f4f46a2f44550e50d8850"
},
"children": [
{
"id": "11550",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_cbaa73b4956fa1b4acabae29",
"parentId": "11549",
"isLeaf": true,
"molecule": {
"id": "sa_cbaa73b4956fa1b4acabae29",
"inchikey": "IKKMKJOVXQEEHS-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)cc(N)n1"
},
"smiles": "Cc1cc(Cl)cc(N)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11551",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "11549",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11552",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_ef808c58a4a63d9715bc90a4",
"parentId": "11548",
"isLeaf": false,
"molecule": {
"id": "sa_ef808c58a4a63d9715bc90a4",
"inchikey": "QLCHMRFBVSRGBR-GXTWGEPZSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCS(=O)(=O)C[C@H]1Nc1cnc(C#N)c(Br)c1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCS(=O)(=O)C[C@H]1Nc1cnc(C#N)c(Br)c1",
"reactionStepId": "sa_e6a0c9df36c253ff6a23a87b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243336A1;0727;1570905\",\"rsmi\":\"F[c:18]1[cH:19][c:20]([Br:21])[c:22]([C:23]#[N:24])[n:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][S:12](=[O:13])(=[O:14])[CH2:15][C@H:16]1[NH2:17]>CCN(C(C)C)C(C)C.CN1CCCC1=O.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][S:12](=[O:13])(=[O:14])[CH2:15][C@H:16]1[NH:17][c:18]1[cH:19][c:20]([Br:21])[c:22]([C:23]#[N:24])[n:25][cH:26]1\"},\"mapped_reaction_smiles\":\"F[c:18]1[cH:19][c:20]([Br:21])[c:22]([C:23]#[N:24])[n:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][S:12](=[O:13])(=[O:14])[CH2:15][C@H:16]1[NH2:17]>CCN(C(C)C)C(C)C.CN1CCCC1=O.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][S:12](=[O:13])(=[O:14])[CH2:15][C@H:16]1[NH:17][c:18]1[cH:19][c:20]([Br:21])[c:22]([C:23]#[N:24])[n:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_e6a0c9df36c253ff6a23a87b",
"reactionHash": "18cbe943fb090a6b214a09e9523d732b354e737d2d96e0127443acdba5be3350"
},
"children": [
{
"id": "11553",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_8b655081773fb5895e46716c",
"parentId": "11552",
"isLeaf": true,
"molecule": {
"id": "sa_8b655081773fb5895e46716c",
"inchikey": "OLOSREGULYFXDD-UHFFFAOYSA-N",
"smiles": "N#Cc1ncc(F)cc1Br"
},
"smiles": "N#Cc1ncc(F)cc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11554",
"routeId": "sa_8e887488501809a447d51a75",
"moleculeId": "sa_e61fad7e8480e15f59bed5cd",
"parentId": "11552",
"isLeaf": true,
"molecule": {
"id": "sa_e61fad7e8480e15f59bed5cd",
"inchikey": "POPSAHJDHHOFHE-SFYZADRCSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCS(=O)(=O)C[C@H]1N"
},
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCS(=O)(=O)C[C@H]1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}