Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(CN1CCOCC1)Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F
InChiKey
YYDOKRGOMSJJFH-UHFFFAOYSA-N
Route Signature
3a6ae55a1c6d5479e2b6c724342f7a49228f05a9a9fbbdc1fcf281d1364e0ea4
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_4bf642fb19dd78ee8daf7fac",
"signature": "3a6ae55a1c6d5479e2b6c724342f7a49228f05a9a9fbbdc1fcf281d1364e0ea4",
"contentHash": "710e629694046179417a6b216c6e1b6789b7ed4bb0d6ea3b6b68c28f4880d59b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_14f074194fdcdc7cd16e6a1f",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01725",
"moleculeId": "sa_26c8bfba9fcf61564b46bc7b",
"smiles": "O=C(CN1CCOCC1)Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_26c8bfba9fcf61564b46bc7b",
"inchikey": "YYDOKRGOMSJJFH-UHFFFAOYSA-N",
"smiles": "O=C(CN1CCOCC1)Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14513",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_26c8bfba9fcf61564b46bc7b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_26c8bfba9fcf61564b46bc7b",
"inchikey": "YYDOKRGOMSJJFH-UHFFFAOYSA-N",
"smiles": "O=C(CN1CCOCC1)Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F"
},
"smiles": "O=C(CN1CCOCC1)Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F",
"reactionStepId": "sa_ee0ce9e8a8c7cfa68f1b2254",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263122A1;1690;1931755\",\"rsmi\":\"Cl[CH2:3][C:2](=[O:1])[NH:10][c:11]1[c:12]([O:13][C:14]([F:15])([F:16])[F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]2[cH:25][cH:26][c:27](-[c:28]3[c:29]([F:30])[cH:31][cH:32][cH:33][cH:34]3)[n:35][cH:36]2)[cH:37]1.[NH:4]1[CH2:5][CH2:6][O:7][CH2:8][CH2:9]1>CCN(CC)CC.CN(C)C=O.O.I.[K+]>[O:1]=[C:2]([CH2:3][N:4]1[CH2:5][CH2:6][O:7][CH2:8][CH2:9]1)[NH:10][c:11]1[c:12]([O:13][C:14]([F:15])([F:16])[F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]2[cH:25][cH:26][c:27](-[c:28]3[c:29]([F:30])[cH:31][cH:32][cH:33][cH:34]3)[n:35][cH:36]2)[cH:37]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][C:2](=[O:1])[NH:10][c:11]1[c:12]([O:13][C:14]([F:15])([F:16])[F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]2[cH:25][cH:26][c:27](-[c:28]3[c:29]([F:30])[cH:31][cH:32][cH:33][cH:34]3)[n:35][cH:36]2)[cH:37]1.[NH:4]1[CH2:5][CH2:6][O:7][CH2:8][CH2:9]1>CCN(CC)CC.CN(C)C=O.O.I.[K+]>[O:1]=[C:2]([CH2:3][N:4]1[CH2:5][CH2:6][O:7][CH2:8][CH2:9]1)[NH:10][c:11]1[c:12]([O:13][C:14]([F:15])([F:16])[F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]2[cH:25][cH:26][c:27](-[c:28]3[c:29]([F:30])[cH:31][cH:32][cH:33][cH:34]3)[n:35][cH:36]2)[cH:37]1\"}",
"reactionStep": {
"id": "sa_ee0ce9e8a8c7cfa68f1b2254",
"reactionHash": "6d67cb19c604ea32f31b29f4fa59bf48b0d14cff63412c0efadbc630e6c4447c"
},
"children": [
{
"id": "14514",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_c870b18571dea8df85da59fc",
"parentId": "14513",
"isLeaf": false,
"molecule": {
"id": "sa_c870b18571dea8df85da59fc",
"inchikey": "OTPLDNOOLGRXSU-UHFFFAOYSA-N",
"smiles": "O=C(CCl)Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F"
},
"smiles": "O=C(CCl)Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F",
"reactionStepId": "sa_d44d7274d3affce0a54df46c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263122A1;1156;1931687\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][Cl:4].[NH2:5][c:6]1[c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][c:19]2[cH:20][cH:21][c:22](-[c:23]3[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]3)[n:30][cH:31]2)[cH:32]1>ClCCl.c1ccncc1>[O:1]=[C:2]([CH2:3][Cl:4])[NH:5][c:6]1[c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][c:19]2[cH:20][cH:21][c:22](-[c:23]3[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]3)[n:30][cH:31]2)[cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][Cl:4].[NH2:5][c:6]1[c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][c:19]2[cH:20][cH:21][c:22](-[c:23]3[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]3)[n:30][cH:31]2)[cH:32]1>ClCCl.c1ccncc1>[O:1]=[C:2]([CH2:3][Cl:4])[NH:5][c:6]1[c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][c:19]2[cH:20][cH:21][c:22](-[c:23]3[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]3)[n:30][cH:31]2)[cH:32]1\"}",
"reactionStep": {
"id": "sa_d44d7274d3affce0a54df46c",
"reactionHash": "c2f38bb4fe68e5299e0db681ca6ae14c1bd49fd64a06523c664b09865793ffe1"
},
"children": [
{
"id": "14515",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_9bcb79a40efded362b9313ac",
"parentId": "14514",
"isLeaf": true,
"molecule": {
"id": "sa_9bcb79a40efded362b9313ac",
"inchikey": "VGCXGMAHQTYDJK-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCl"
},
"smiles": "O=C(Cl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14516",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_78216e70e832571e2ec1f842",
"parentId": "14514",
"isLeaf": false,
"molecule": {
"id": "sa_78216e70e832571e2ec1f842",
"inchikey": "YHDSMTMBDLZUIS-UHFFFAOYSA-N",
"smiles": "Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F"
},
"smiles": "Nc1cc(C(=O)Nc2ccc(-c3ccccc3F)nc2)ccc1OC(F)(F)F",
"reactionStepId": "sa_56611ed3cc25d86f9b3575d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263122A1;1142;1931685\",\"rsmi\":\"Cl[c:18]1[cH:17][cH:16][c:15]([NH:14][C:12]([c:11]2[cH:10][cH:9][c:3]([O:4][C:5]([F:6])([F:7])[F:8])[c:2]([NH2:1])[cH:28]2)=[O:13])[cH:27][n:26]1.OB(O)[c:19]1[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]1>COCCOC.O.O=C(O)O.[K+].[K+]>[NH2:1][c:2]1[c:3]([O:4][C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[cH:16][cH:17][c:18](-[c:19]3[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]3)[n:26][cH:27]2)[cH:28]1\"},\"mapped_reaction_smiles\":\"Cl[c:18]1[cH:17][cH:16][c:15]([NH:14][C:12]([c:11]2[cH:10][cH:9][c:3]([O:4][C:5]([F:6])([F:7])[F:8])[c:2]([NH2:1])[cH:28]2)=[O:13])[cH:27][n:26]1.OB(O)[c:19]1[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]1>COCCOC.O.O=C(O)O.[K+].[K+]>[NH2:1][c:2]1[c:3]([O:4][C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[cH:16][cH:17][c:18](-[c:19]3[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]3)[n:26][cH:27]2)[cH:28]1\"}",
"reactionStep": {
"id": "sa_56611ed3cc25d86f9b3575d2",
"reactionHash": "777894b9b9e86afbc3d66fe68edc8df0afd43adaf296fabdc4d21af4488fe231"
},
"children": [
{
"id": "14517",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_72d0250ea5e6129cd4ecee2b",
"parentId": "14516",
"isLeaf": false,
"molecule": {
"id": "sa_72d0250ea5e6129cd4ecee2b",
"inchikey": "FPEFOWYYKDAOJN-UHFFFAOYSA-N",
"smiles": "Nc1cc(C(=O)Nc2ccc(Cl)nc2)ccc1OC(F)(F)F"
},
"smiles": "Nc1cc(C(=O)Nc2ccc(Cl)nc2)ccc1OC(F)(F)F",
"reactionStepId": "sa_f958024c874f8c6ff44ef689",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263122A1;1138;1931684\",\"rsmi\":\"O[C:12]([c:11]1[cH:10][cH:9][c:3]([O:4][C:5]([F:6])([F:7])[F:8])[c:2]([NH2:1])[cH:22]1)=[O:13].[NH2:14][c:15]1[cH:16][cH:17][c:18]([Cl:19])[n:20][cH:21]1>CCN(C(C)C)C(C)C.CN(C)C=O>[NH2:1][c:2]1[c:3]([O:4][C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[cH:16][cH:17][c:18]([Cl:19])[n:20][cH:21]2)[cH:22]1\"},\"mapped_reaction_smiles\":\"O[C:12]([c:11]1[cH:10][cH:9][c:3]([O:4][C:5]([F:6])([F:7])[F:8])[c:2]([NH2:1])[cH:22]1)=[O:13].[NH2:14][c:15]1[cH:16][cH:17][c:18]([Cl:19])[n:20][cH:21]1>CCN(C(C)C)C(C)C.CN(C)C=O>[NH2:1][c:2]1[c:3]([O:4][C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[cH:16][cH:17][c:18]([Cl:19])[n:20][cH:21]2)[cH:22]1\"}",
"reactionStep": {
"id": "sa_f958024c874f8c6ff44ef689",
"reactionHash": "bc7efd5c16d49e3cc9fe129f5d145803c1bd51759d0ab8c48be7d5c80e97521f"
},
"children": [
{
"id": "14518",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_3e08c747e6fa1c4084bf549e",
"parentId": "14517",
"isLeaf": true,
"molecule": {
"id": "sa_3e08c747e6fa1c4084bf549e",
"inchikey": "QAJYCQZQLVENRZ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)nc1"
},
"smiles": "Nc1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14519",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_12c7d89214d47a35228fc190",
"parentId": "14517",
"isLeaf": true,
"molecule": {
"id": "sa_12c7d89214d47a35228fc190",
"inchikey": "ZEPYQTSEUXLBDD-UHFFFAOYSA-N",
"smiles": "Nc1cc(C(=O)O)ccc1OC(F)(F)F"
},
"smiles": "Nc1cc(C(=O)O)ccc1OC(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14520",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_b7e61d1dc9b4f830ccd9800e",
"parentId": "14516",
"isLeaf": true,
"molecule": {
"id": "sa_b7e61d1dc9b4f830ccd9800e",
"inchikey": "QCSLIRFWJPOENV-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1F"
},
"smiles": "OB(O)c1ccccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14521",
"routeId": "sa_4bf642fb19dd78ee8daf7fac",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "14513",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}