Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(c1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cccnc3)cc12
InChiKey
NBAMMNBPYILMMO-UHFFFAOYSA-N
Route Signature
a6d727b2d0d3a20dc9ae16f25470f3507bf6f154bc16d84536d3790c3589265c
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7a472705a18d8481950b41ba",
"signature": "a6d727b2d0d3a20dc9ae16f25470f3507bf6f154bc16d84536d3790c3589265c",
"contentHash": "a94fd269506062a6284fb9201acbcd24858c3cc8b822460f4954911468d38f2f",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_2075e357d515f74e8f39cbe8",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05540",
"moleculeId": "sa_f9b1c79606a173c52e97ba16",
"smiles": "O=C(c1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cccnc3)cc12",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f9b1c79606a173c52e97ba16",
"inchikey": "NBAMMNBPYILMMO-UHFFFAOYSA-N",
"smiles": "O=C(c1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cccnc3)cc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15724",
"routeId": "sa_7a472705a18d8481950b41ba",
"moleculeId": "sa_f9b1c79606a173c52e97ba16",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f9b1c79606a173c52e97ba16",
"inchikey": "NBAMMNBPYILMMO-UHFFFAOYSA-N",
"smiles": "O=C(c1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cccnc3)cc12"
},
"smiles": "O=C(c1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cccnc3)cc12",
"reactionStepId": "sa_006e301392211d3cb2888aca",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160176865A1;1133;1895658\",\"rsmi\":\"[OH:1][CH:2]([c:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12)[c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40]>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O=C(O)O.O=S(O)(O)=S.[Na+].[Na+].[Na+]>[O:1]=[C:2]([c:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12)[c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40]\"},\"mapped_reaction_smiles\":\"[OH:1][CH:2]([c:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12)[c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40]>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O=C(O)O.O=S(O)(O)=S.[Na+].[Na+].[Na+]>[O:1]=[C:2]([c:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12)[c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40]\"}",
"reactionStep": {
"id": "sa_006e301392211d3cb2888aca",
"reactionHash": "97c3f84a73853917b1f5ac7a030daac521e6686657ea17e3cbdc7b032a23b56d"
},
"children": [
{
"id": "15725",
"routeId": "sa_7a472705a18d8481950b41ba",
"moleculeId": "sa_270af64aa04ea6d4002fae3e",
"parentId": "15724",
"isLeaf": false,
"molecule": {
"id": "sa_270af64aa04ea6d4002fae3e",
"inchikey": "XIQQQDSSTRLFGT-UHFFFAOYSA-N",
"smiles": "OC(c1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cccnc3)cc12"
},
"smiles": "OC(c1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F)c1c[nH]c2ncc(-c3cccnc3)cc12",
"reactionStepId": "sa_f72a9871cc828456be0b03b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160176865A1;1132;1895657\",\"rsmi\":\"[O:1]=[CH:2][c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40].[cH:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12>CO.O.[K+].O>[OH:1][CH:2]([c:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12)[c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40]\"},\"mapped_reaction_smiles\":\"[O:1]=[CH:2][c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40].[cH:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12>CO.O.[K+].O>[OH:1][CH:2]([c:3]1[cH:4][nH:5][c:6]2[n:7][cH:8][c:9](-[c:10]3[cH:11][cH:12][cH:13][n:14][cH:15]3)[cH:16][c:17]12)[c:18]1[c:19]([F:20])[c:21]([N:22]([CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38][c:39]1[F:40]\"}",
"reactionStep": {
"id": "sa_f72a9871cc828456be0b03b9",
"reactionHash": "c8ac9b563d11837b543f3bdb699c51e230ca7653175663916a90ca71ce7ec340"
},
"children": [
{
"id": "15726",
"routeId": "sa_7a472705a18d8481950b41ba",
"moleculeId": "sa_2b1ca50f254458c1faedc4f4",
"parentId": "15725",
"isLeaf": true,
"molecule": {
"id": "sa_2b1ca50f254458c1faedc4f4",
"inchikey": "JGBIBMXDDURRQW-UHFFFAOYSA-N",
"smiles": "c1cncc(-c2c[nH]c3nccc-3c2)c1"
},
"smiles": "c1cncc(-c2cnc3[nH]ccc3c2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15727",
"routeId": "sa_7a472705a18d8481950b41ba",
"moleculeId": "sa_fde0479cb71a0815f5c28493",
"parentId": "15725",
"isLeaf": false,
"molecule": {
"id": "sa_fde0479cb71a0815f5c28493",
"inchikey": "KDSYLVQBIMAFKJ-UHFFFAOYSA-N",
"smiles": "O=Cc1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F"
},
"smiles": "O=Cc1c(F)ccc(N(Cc2ccccc2)Cc2ccccc2)c1F",
"reactionStepId": "sa_3b05875f6fe1912491c77f01",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160176865A1;1131;1895656\",\"rsmi\":\"CN(C)[CH:2]=[O:1].[cH:3]1[c:4]([F:5])[c:6]([N:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23][c:24]1[F:25]>C1CCOC1.O.[Li]CCCC>[O:1]=[CH:2][c:3]1[c:4]([F:5])[c:6]([N:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23][c:24]1[F:25]\"},\"mapped_reaction_smiles\":\"CN(C)[CH:2]=[O:1].[cH:3]1[c:4]([F:5])[c:6]([N:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23][c:24]1[F:25]>C1CCOC1.O.[Li]CCCC>[O:1]=[CH:2][c:3]1[c:4]([F:5])[c:6]([N:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23][c:24]1[F:25]\"}",
"reactionStep": {
"id": "sa_3b05875f6fe1912491c77f01",
"reactionHash": "1da1716ab4dd8925774fc1f3c4cb5dd1527bc822e542bd5c2e7d749dc75a410d"
},
"children": [
{
"id": "15728",
"routeId": "sa_7a472705a18d8481950b41ba",
"moleculeId": "sa_d01bf396bbe467618518f92e",
"parentId": "15727",
"isLeaf": true,
"molecule": {
"id": "sa_d01bf396bbe467618518f92e",
"inchikey": "HSVYPXUANYNLCN-UHFFFAOYSA-N",
"smiles": "Fc1ccc(N(Cc2ccccc2)Cc2ccccc2)c(F)c1"
},
"smiles": "Fc1ccc(N(Cc2ccccc2)Cc2ccccc2)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15729",
"routeId": "sa_7a472705a18d8481950b41ba",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "15727",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}