Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1nnc(NC(=O)NCCCN2CC(Cc3ccc(Cl)cc3)C2)s1
InChiKey
DUMNLPJMDXISKG-UHFFFAOYSA-N
Route Signature
e8fd0572e567565eaeea07f1ec2053bd65ea438ccd7cec96c2896b86b9f34142
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_d835acc32e361561cbeac56e",
"signature": "e8fd0572e567565eaeea07f1ec2053bd65ea438ccd7cec96c2896b86b9f34142",
"contentHash": "728819d3e8ddb854bbf672696bd75b2ec12e6069c10112a733ff29f0dab8a8d6",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_917e07c0e3a87f7c13f46535",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09147",
"moleculeId": "sa_b4c15e28951731baaedaa658",
"smiles": "CCc1nnc(NC(=O)NCCCN2CC(Cc3ccc(Cl)cc3)C2)s1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_b4c15e28951731baaedaa658",
"inchikey": "DUMNLPJMDXISKG-UHFFFAOYSA-N",
"smiles": "CCc1nnc(NC(=O)NCCCN2CC(Cc3ccc(Cl)cc3)C2)s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11983",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_b4c15e28951731baaedaa658",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b4c15e28951731baaedaa658",
"inchikey": "DUMNLPJMDXISKG-UHFFFAOYSA-N",
"smiles": "CCc1nnc(NC(=O)NCCCN2CC(Cc3ccc(Cl)cc3)C2)s1"
},
"smiles": "CCc1nnc(NC(=O)NCCCN2CC(Cc3ccc(Cl)cc3)C2)s1",
"reactionStepId": "sa_2c8e4846d09c35b780e94541",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050222118A1;0327;287602\",\"rsmi\":\"[NH2:10][CH2:11][CH2:12][CH2:13][N:14]1[CH2:15][CH:16]([CH2:17][c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[CH2:25]1.c1ccc(O[C:8]([NH:7][c:6]2[n:5][n:4][c:3]([CH2:2][CH3:1])[s:26]2)=[O:9])cc1>CS(C)=O>[CH3:1][CH2:2][c:3]1[n:4][n:5][c:6]([NH:7][C:8](=[O:9])[NH:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:15][CH:16]([CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[CH2:25]2)[s:26]1\"},\"mapped_reaction_smiles\":\"[NH2:10][CH2:11][CH2:12][CH2:13][N:14]1[CH2:15][CH:16]([CH2:17][c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[CH2:25]1.c1ccc(O[C:8]([NH:7][c:6]2[n:5][n:4][c:3]([CH2:2][CH3:1])[s:26]2)=[O:9])cc1>CS(C)=O>[CH3:1][CH2:2][c:3]1[n:4][n:5][c:6]([NH:7][C:8](=[O:9])[NH:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:15][CH:16]([CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[CH2:25]2)[s:26]1\"}",
"reactionStep": {
"id": "sa_2c8e4846d09c35b780e94541",
"reactionHash": "5076d453f45309e8dcacab69fa9692f04e571ebc1a664e2d62220451fca7b7fd"
},
"children": [
{
"id": "11984",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_b1de26595df343a0b9cb7fb2",
"parentId": "11983",
"isLeaf": false,
"molecule": {
"id": "sa_b1de26595df343a0b9cb7fb2",
"inchikey": "AKWMZTHDHYASMI-UHFFFAOYSA-N",
"smiles": "NCCCN1CC(Cc2ccc(Cl)cc2)C1"
},
"smiles": "NCCCN1CC(Cc2ccc(Cl)cc2)C1",
"reactionStepId": "sa_4c0bc6665ec7945879dea5ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050222118A1;0233;287557\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([Cl:13])[cH:14][cH:15]2)[CH2:16]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([Cl:13])[cH:14][cH:15]2)[CH2:16]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([Cl:13])[cH:14][cH:15]2)[CH2:16]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([Cl:13])[cH:14][cH:15]2)[CH2:16]1\"}",
"reactionStep": {
"id": "sa_4c0bc6665ec7945879dea5ec",
"reactionHash": "d7f1eb27974119596aa9ab9feb9afe008100a3287e2eb0ab8e11abd8dbb136ac"
},
"children": [
{
"id": "11985",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_eb87af193106323ba4907782",
"parentId": "11984",
"isLeaf": false,
"molecule": {
"id": "sa_eb87af193106323ba4907782",
"inchikey": "UUOBLVARPVPIIM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCCN1CC(Cc2ccc(Cl)cc2)C1"
},
"smiles": "CC(C)(C)OC(=O)NCCCN1CC(Cc2ccc(Cl)cc2)C1",
"reactionStepId": "sa_e7b3ede48a68f6c48149a818",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050222118A1;0232;287556\",\"rsmi\":\"Br[CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH:12]1[CH2:13][CH:14]([CH2:15][c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]2)[CH2:23]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:13][CH:14]([CH2:15][c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]2)[CH2:23]1\"},\"mapped_reaction_smiles\":\"Br[CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH:12]1[CH2:13][CH:14]([CH2:15][c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]2)[CH2:23]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:13][CH:14]([CH2:15][c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]2)[CH2:23]1\"}",
"reactionStep": {
"id": "sa_e7b3ede48a68f6c48149a818",
"reactionHash": "3e0cabe775e68c8918b96a304cc4a946c128b1ba063e753fdde6fd928d4b1bfc"
},
"children": [
{
"id": "11986",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_59a6c3db4ddff3dc1830d64e",
"parentId": "11985",
"isLeaf": true,
"molecule": {
"id": "sa_59a6c3db4ddff3dc1830d64e",
"inchikey": "IOKGWQZQCNXXLD-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCCBr"
},
"smiles": "CC(C)(C)OC(=O)NCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11987",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_ca72f436bb1260bcdbbd5e43",
"parentId": "11985",
"isLeaf": true,
"molecule": {
"id": "sa_ca72f436bb1260bcdbbd5e43",
"inchikey": "UTOUVXKYESEICL-UHFFFAOYSA-N",
"smiles": "Clc1ccc(CC2CNC2)cc1"
},
"smiles": "Clc1ccc(CC2CNC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11988",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_2d3ec17265af7392fcb9375c",
"parentId": "11983",
"isLeaf": false,
"molecule": {
"id": "sa_2d3ec17265af7392fcb9375c",
"inchikey": "AQVSVNPMMUQBOB-UHFFFAOYSA-N",
"smiles": "CCc1nnc(NC(=O)Oc2ccccc2)s1"
},
"smiles": "CCc1nnc(NC(=O)Oc2ccccc2)s1",
"reactionStepId": "sa_a35de1fda311b480a0f9face",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050222118A1;0257;287574\",\"rsmi\":\"Cl[C:8](=[O:9])[O:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1.[CH3:1][CH2:2][c:3]1[n:4][n:5][c:6]([NH2:7])[s:17]1>ClCCl.c1ccncc1>[CH3:1][CH2:2][c:3]1[n:4][n:5][c:6]([NH:7][C:8](=[O:9])[O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[s:17]1\"},\"mapped_reaction_smiles\":\"Cl[C:8](=[O:9])[O:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1.[CH3:1][CH2:2][c:3]1[n:4][n:5][c:6]([NH2:7])[s:17]1>ClCCl.c1ccncc1>[CH3:1][CH2:2][c:3]1[n:4][n:5][c:6]([NH:7][C:8](=[O:9])[O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[s:17]1\"}",
"reactionStep": {
"id": "sa_a35de1fda311b480a0f9face",
"reactionHash": "f02e5ee4321a77ddd634a3507e3f546dad45125b91c11a520dbc8cd7d69f003e"
},
"children": [
{
"id": "11989",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_c3f902b5f9863db0f23f1ee5",
"parentId": "11988",
"isLeaf": true,
"molecule": {
"id": "sa_c3f902b5f9863db0f23f1ee5",
"inchikey": "AHWALFGBDFAJAI-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccccc1"
},
"smiles": "O=C(Cl)Oc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11990",
"routeId": "sa_d835acc32e361561cbeac56e",
"moleculeId": "sa_5d6bd5aa5a5a804acce8776e",
"parentId": "11988",
"isLeaf": true,
"molecule": {
"id": "sa_5d6bd5aa5a5a804acce8776e",
"inchikey": "QXTRPGAMVIONMK-UHFFFAOYSA-N",
"smiles": "CCc1nnc(N)s1"
},
"smiles": "CCc1nnc(N)s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}