Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)CCc1cc(CCNS(=O)(=O)c2ccc(Cl)cc2)cc(Cc2ccc(F)cc2)c1
InChiKey
BSVIXLYGOXFRAH-UHFFFAOYSA-N
Route Signature
9c86a9b49fa735e16f4a7ca24ebb65860a4a625c0bd3bbd61e872c06eeca5eae
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_fa1ba46e0abb8d803293b457",
"signature": "9c86a9b49fa735e16f4a7ca24ebb65860a4a625c0bd3bbd61e872c06eeca5eae",
"contentHash": "c51f8a0ea284386092641e9be1a8a3fa3537c320734ae2cb83d1e47438e20757",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_bbff3a08d1172288b9461091",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03401",
"moleculeId": "sa_c8a37b59fbd7be54aec04960",
"smiles": "O=C(O)CCc1cc(CCNS(=O)(=O)c2ccc(Cl)cc2)cc(Cc2ccc(F)cc2)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c8a37b59fbd7be54aec04960",
"inchikey": "BSVIXLYGOXFRAH-UHFFFAOYSA-N",
"smiles": "O=C(O)CCc1cc(CCNS(=O)(=O)c2ccc(Cl)cc2)cc(Cc2ccc(F)cc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15144",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_c8a37b59fbd7be54aec04960",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c8a37b59fbd7be54aec04960",
"inchikey": "BSVIXLYGOXFRAH-UHFFFAOYSA-N",
"smiles": "O=C(O)CCc1cc(CCNS(=O)(=O)c2ccc(Cl)cc2)cc(Cc2ccc(F)cc2)c1"
},
"smiles": "O=C(O)CCc1cc(CCNS(=O)(=O)c2ccc(Cl)cc2)cc(Cc2ccc(F)cc2)c1",
"reactionStepId": "sa_68e4da5620223ff3c6d7edba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05618941;;367034\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([CH2:9][CH2:10][NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][cH:17][c:18]([Cl:19])[cH:20][cH:21]2)[cH:22][c:23]([CH2:24][c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[cH:32]1>CO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([CH2:9][CH2:10][NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][cH:17][c:18]([Cl:19])[cH:20][cH:21]2)[cH:22][c:23]([CH2:24][c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[cH:32]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([CH2:9][CH2:10][NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][cH:17][c:18]([Cl:19])[cH:20][cH:21]2)[cH:22][c:23]([CH2:24][c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[cH:32]1>CO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([CH2:9][CH2:10][NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][cH:17][c:18]([Cl:19])[cH:20][cH:21]2)[cH:22][c:23]([CH2:24][c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[cH:32]1\"}",
"reactionStep": {
"id": "sa_68e4da5620223ff3c6d7edba",
"reactionHash": "cc43f27dc07933ca4b67cc2714195df52ba048eaac16c05d59c6157be8cd9ae2"
},
"children": [
{
"id": "15145",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_98e9a6de9f45697e8b49135e",
"parentId": "15144",
"isLeaf": false,
"molecule": {
"id": "sa_98e9a6de9f45697e8b49135e",
"inchikey": "HKUZDZUZPVOWBT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCc1cc(CCNS(=O)(=O)c2ccc(Cl)cc2)cc(Cc2ccc(F)cc2)c1"
},
"smiles": "CCOC(=O)CCc1cc(CCNS(=O)(=O)c2ccc(Cl)cc2)cc(Cc2ccc(F)cc2)c1",
"reactionStepId": "sa_60a830c3a889620a7824e95c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05618941;;367033\",\"rsmi\":\"Cl[S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH2:13])[cH:24][c:25]([CH2:26][c:27]2[cH:28][cH:29][c:30]([F:31])[cH:32][cH:33]2)[cH:34]1>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH:13][S:14](=[O:15])(=[O:16])[c:17]2[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]2)[cH:24][c:25]([CH2:26][c:27]2[cH:28][cH:29][c:30]([F:31])[cH:32][cH:33]2)[cH:34]1\"},\"mapped_reaction_smiles\":\"Cl[S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH2:13])[cH:24][c:25]([CH2:26][c:27]2[cH:28][cH:29][c:30]([F:31])[cH:32][cH:33]2)[cH:34]1>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH:13][S:14](=[O:15])(=[O:16])[c:17]2[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]2)[cH:24][c:25]([CH2:26][c:27]2[cH:28][cH:29][c:30]([F:31])[cH:32][cH:33]2)[cH:34]1\"}",
"reactionStep": {
"id": "sa_60a830c3a889620a7824e95c",
"reactionHash": "5dcf021b3aa0110d99daa41599d79b2351a8737d8acf7cc173f7a65951570780"
},
"children": [
{
"id": "15146",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_3adb1b65e50094368b78e019",
"parentId": "15145",
"isLeaf": false,
"molecule": {
"id": "sa_3adb1b65e50094368b78e019",
"inchikey": "DCVPOZODQQGMHL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCc1cc(CCN)cc(Cc2ccc(F)cc2)c1"
},
"smiles": "CCOC(=O)CCc1cc(CCN)cc(Cc2ccc(F)cc2)c1",
"reactionStepId": "sa_976e9f847957ff0eb1afdb6b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05618941;;367032\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:13][CH2:12][CH2:11][c:10]1[cH:9][c:8]([CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:24][c:15]([CH2:16][c:17]2[cH:18][cH:19][c:20]([F:21])[cH:22][cH:23]2)[cH:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH2:13])[cH:14][c:15]([CH2:16][c:17]2[cH:18][cH:19][c:20]([F:21])[cH:22][cH:23]2)[cH:24]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:13][CH2:12][CH2:11][c:10]1[cH:9][c:8]([CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:24][c:15]([CH2:16][c:17]2[cH:18][cH:19][c:20]([F:21])[cH:22][cH:23]2)[cH:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH2:13])[cH:14][c:15]([CH2:16][c:17]2[cH:18][cH:19][c:20]([F:21])[cH:22][cH:23]2)[cH:24]1\"}",
"reactionStep": {
"id": "sa_976e9f847957ff0eb1afdb6b",
"reactionHash": "75b7c15f54aed953fab56c353d7414a80418e69391542d1d50809caa222ae16f"
},
"children": [
{
"id": "15147",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_fe427e7fc9b13334cc74e9a1",
"parentId": "15146",
"isLeaf": false,
"molecule": {
"id": "sa_fe427e7fc9b13334cc74e9a1",
"inchikey": "HUHOTKOBEMGNCT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCc1cc(CCNC(=O)OC(C)(C)C)cc(Cc2ccc(F)cc2)c1"
},
"smiles": "CCOC(=O)CCc1cc(CCNC(=O)OC(C)(C)C)cc(Cc2ccc(F)cc2)c1",
"reactionStepId": "sa_06ce42552c567f68190e9ac0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05618941;;367031\",\"rsmi\":\"[N-]=[N+]=[N:13]P(=O)(c1ccccc1)c1ccccc1.O[C:14]([CH2:12][CH2:11][c:10]1[cH:9][c:8]([CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:31][c:22]([CH2:23][c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:21]1)=[O:15].[OH:16][C:17]([CH3:18])([CH3:19])[CH3:20]>CCN(CC)CC>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][c:22]([CH2:23][c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:31]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:13]P(=O)(c1ccccc1)c1ccccc1.O[C:14]([CH2:12][CH2:11][c:10]1[cH:9][c:8]([CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:31][c:22]([CH2:23][c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:21]1)=[O:15].[OH:16][C:17]([CH3:18])([CH3:19])[CH3:20]>CCN(CC)CC>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][c:8]1[cH:9][c:10]([CH2:11][CH2:12][NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][c:22]([CH2:23][c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:31]1\"}",
"reactionStep": {
"id": "sa_06ce42552c567f68190e9ac0",
"reactionHash": "f3ed5420312aafa1769ed226e96f3d7a22150ad23eecc696f936cc606e26f374"
},
"children": [
{
"id": "15148",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_339f109b29d21e95632a74f6",
"parentId": "15147",
"isLeaf": true,
"molecule": {
"id": "sa_339f109b29d21e95632a74f6",
"inchikey": "DKGAVHZHDRPRBM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)O"
},
"smiles": "CC(C)(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15149",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_b2e7e70131d8726a166b6104",
"parentId": "15147",
"isLeaf": true,
"molecule": {
"id": "sa_b2e7e70131d8726a166b6104",
"inchikey": "MKRTXPORKIRPDG-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1"
},
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15150",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_06affc1fa3ec9f09db18dfa6",
"parentId": "15147",
"isLeaf": true,
"molecule": {
"id": "sa_06affc1fa3ec9f09db18dfa6",
"inchikey": "WLOKFYWOZZYCRE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCc1cc(CCC(=O)O)cc(Cc2ccc(F)cc2)c1"
},
"smiles": "CCOC(=O)CCc1cc(CCC(=O)O)cc(Cc2ccc(F)cc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15151",
"routeId": "sa_fa1ba46e0abb8d803293b457",
"moleculeId": "sa_ede9d7dbab03c89fc8568241",
"parentId": "15145",
"isLeaf": true,
"molecule": {
"id": "sa_ede9d7dbab03c89fc8568241",
"inchikey": "ZLYBFBAHAQEEQQ-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc(Cl)cc1"
},
"smiles": "O=S(=O)(Cl)c1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}