Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=S(=O)(Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1)c1c(F)cccc1F
InChiKey
OFHXYGUXSKIGKL-UHFFFAOYSA-N
Route Signature
0d83b9917e91c5f3c942fc878eabb89f11bd72db507885655b4383524fb06d3e
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d46ff6a793d01a8f8132b19e",
"signature": "0d83b9917e91c5f3c942fc878eabb89f11bd72db507885655b4383524fb06d3e",
"contentHash": "881b994186692b4dd4e8300dee7b80305b06ebd2caf40682b823c3f487006e57",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_1866c8d7cb26be59884b358f",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03620",
"moleculeId": "sa_84be4891c1e3d251e1d32bfd",
"smiles": "O=S(=O)(Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1)c1c(F)cccc1F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_84be4891c1e3d251e1d32bfd",
"inchikey": "OFHXYGUXSKIGKL-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1)c1c(F)cccc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15207",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_84be4891c1e3d251e1d32bfd",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_84be4891c1e3d251e1d32bfd",
"inchikey": "OFHXYGUXSKIGKL-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1)c1c(F)cccc1F"
},
"smiles": "O=S(=O)(Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1)c1c(F)cccc1F",
"reactionStepId": "sa_32d76afdd5c32daecb589cda",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242681A1;0375;614778\",\"rsmi\":\"Cl[S:2](=[O:1])(=[O:3])[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32].[NH2:4][c:5]1[cH:6][cH:7][c:8]([NH:9][c:10]2[n:11][cH:12][n:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[cH:22]2)[cH:23][cH:24]1>C1COCCO1.CN(C)C=O.Cc1cccc(C)n1.O.Cl.[Na+]>[O:1]=[S:2](=[O:3])([NH:4][c:5]1[cH:6][cH:7][c:8]([NH:9][c:10]2[n:11][cH:12][n:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[cH:22]2)[cH:23][cH:24]1)[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32]\"},\"mapped_reaction_smiles\":\"Cl[S:2](=[O:1])(=[O:3])[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32].[NH2:4][c:5]1[cH:6][cH:7][c:8]([NH:9][c:10]2[n:11][cH:12][n:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[cH:22]2)[cH:23][cH:24]1>C1COCCO1.CN(C)C=O.Cc1cccc(C)n1.O.Cl.[Na+]>[O:1]=[S:2](=[O:3])([NH:4][c:5]1[cH:6][cH:7][c:8]([NH:9][c:10]2[n:11][cH:12][n:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[cH:22]2)[cH:23][cH:24]1)[c:25]1[c:26]([F:27])[cH:28][cH:29][cH:30][c:31]1[F:32]\"}",
"reactionStep": {
"id": "sa_32d76afdd5c32daecb589cda",
"reactionHash": "0f2e183f4672906767c17a97fbad8a210e87cd1095e4914c1c3543d5101caa76"
},
"children": [
{
"id": "15208",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_9d42af2d990c31664cdbb617",
"parentId": "15207",
"isLeaf": true,
"molecule": {
"id": "sa_9d42af2d990c31664cdbb617",
"inchikey": "QXWAUQMMMIMLTO-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1c(F)cccc1F"
},
"smiles": "O=S(=O)(Cl)c1c(F)cccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15209",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_7bc356c46a28e5d5dcf67737",
"parentId": "15207",
"isLeaf": false,
"molecule": {
"id": "sa_7bc356c46a28e5d5dcf67737",
"inchikey": "VMYBFGKATDEOSZ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1"
},
"smiles": "Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1",
"reactionStepId": "sa_02b62f6a782ee1b49c03a04f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242681A1;0670;614786\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][cH:9][n:10][c:11](-[c:12]3[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]3)[cH:19]2)[cH:20][cH:21]1>C1COCCO1.Cl>[NH2:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][cH:9][n:10][c:11](-[c:12]3[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]3)[cH:19]2)[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][cH:9][n:10][c:11](-[c:12]3[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]3)[cH:19]2)[cH:20][cH:21]1>C1COCCO1.Cl>[NH2:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][cH:9][n:10][c:11](-[c:12]3[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]3)[cH:19]2)[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_02b62f6a782ee1b49c03a04f",
"reactionHash": "5778b8fa6410bd0922318307c5f6e540046e4ca3b37e6df68730cce53b89d490"
},
"children": [
{
"id": "15210",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_8835ce6bf1e45ee40c71ed39",
"parentId": "15209",
"isLeaf": false,
"molecule": {
"id": "sa_8835ce6bf1e45ee40c71ed39",
"inchikey": "PGMJTSAYRROEMG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1"
},
"smiles": "CC(C)(C)OC(=O)Nc1ccc(Nc2cc(-c3ccc(F)cc3)ncn2)cc1",
"reactionStepId": "sa_91efad97c4dc2e0f60dbb0aa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242681A1;0665;614785\",\"rsmi\":\"Cl[c:18]1[n:17][cH:16][n:15][c:14]([NH:13][c:12]2[cH:11][cH:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:28][cH:27]2)[cH:26]1.OB(O)[c:19]1[cH:20][cH:21][c:22]([F:23])[cH:24][cH:25]1>C1COCCO1.O=C(O)O.Cl.[Na+].[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([NH:13][c:14]2[n:15][cH:16][n:17][c:18](-[c:19]3[cH:20][cH:21][c:22]([F:23])[cH:24][cH:25]3)[cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Cl[c:18]1[n:17][cH:16][n:15][c:14]([NH:13][c:12]2[cH:11][cH:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:28][cH:27]2)[cH:26]1.OB(O)[c:19]1[cH:20][cH:21][c:22]([F:23])[cH:24][cH:25]1>C1COCCO1.O=C(O)O.Cl.[Na+].[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([NH:13][c:14]2[n:15][cH:16][n:17][c:18](-[c:19]3[cH:20][cH:21][c:22]([F:23])[cH:24][cH:25]3)[cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_91efad97c4dc2e0f60dbb0aa",
"reactionHash": "365c79714cd3e49b48486137c44956d4a1f112121c95206c5578dd6c249abac2"
},
"children": [
{
"id": "15211",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_973ab17588f80aae8a908d2f",
"parentId": "15210",
"isLeaf": true,
"molecule": {
"id": "sa_973ab17588f80aae8a908d2f",
"inchikey": "LBUNNMJLXWQQBY-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(F)cc1"
},
"smiles": "OB(O)c1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15212",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_b0372b2b855db360223ab102",
"parentId": "15210",
"isLeaf": false,
"molecule": {
"id": "sa_b0372b2b855db360223ab102",
"inchikey": "RKSKALCHXBIHHY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ccc(Nc2cc(Cl)ncn2)cc1"
},
"smiles": "CC(C)(C)OC(=O)Nc1ccc(Nc2cc(Cl)ncn2)cc1",
"reactionStepId": "sa_0e6d20b11716141affc8c8bb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242681A1;0363;614776\",\"rsmi\":\"Cl[c:14]1[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([NH2:13])[cH:21][cH:22]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([NH:13][c:14]2[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]2)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([NH2:13])[cH:21][cH:22]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([NH:13][c:14]2[n:15][cH:16][n:17][c:18]([Cl:19])[cH:20]2)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_0e6d20b11716141affc8c8bb",
"reactionHash": "68e04544e8f7faa2444fce6234b809fe1c6f44da59a9bd181ce61dda6a07e552"
},
"children": [
{
"id": "15213",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_45aabd006fdb0bd9d1bd5057",
"parentId": "15212",
"isLeaf": true,
"molecule": {
"id": "sa_45aabd006fdb0bd9d1bd5057",
"inchikey": "WIVYTYZCVWHWSH-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ccc(N)cc1"
},
"smiles": "CC(C)(C)OC(=O)Nc1ccc(N)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15214",
"routeId": "sa_d46ff6a793d01a8f8132b19e",
"moleculeId": "sa_db8aea1103296dc9b89dfb68",
"parentId": "15212",
"isLeaf": true,
"molecule": {
"id": "sa_db8aea1103296dc9b89dfb68",
"inchikey": "XJPZKYIHCLDXST-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)ncn1"
},
"smiles": "Clc1cc(Cl)ncn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}