Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
c1cnc(Oc2ccc(Nc3nc4ccccc4s3)cc2)c(C2CC2)c1
InChiKey
LXJFPOARVXFOMO-UHFFFAOYSA-N
Route Signature
002de40a87383b48d3f08b0ce076d7ff3084951f3bc9034740b68cef40246525
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_dcd06259b5d6fb3e2244cb3b",
"signature": "002de40a87383b48d3f08b0ce076d7ff3084951f3bc9034740b68cef40246525",
"contentHash": "a741dbbd01706353cec1eb66979898dfc436395a86beff51fc7d87860e7b3e2a",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_fd1e7dd55730fe1e040d2773",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03969",
"moleculeId": "sa_3b218469b5883d66daeba54c",
"smiles": "c1cnc(Oc2ccc(Nc3nc4ccccc4s3)cc2)c(C2CC2)c1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_3b218469b5883d66daeba54c",
"inchikey": "LXJFPOARVXFOMO-UHFFFAOYSA-N",
"smiles": "c1cnc(Oc2ccc(Nc3nc4ccccc4s3)cc2)c(C2CC2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11117",
"routeId": "sa_dcd06259b5d6fb3e2244cb3b",
"moleculeId": "sa_3b218469b5883d66daeba54c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3b218469b5883d66daeba54c",
"inchikey": "LXJFPOARVXFOMO-UHFFFAOYSA-N",
"smiles": "c1cnc(Oc2ccc(Nc3nc4ccccc4s3)cc2)c(C2CC2)c1"
},
"smiles": "c1cnc(Oc2ccc(Nc3nc4ccccc4s3)cc2)c(C2CC2)c1",
"reactionStepId": "sa_3e178cf73f52b400f0c3ef52",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08759532B2;0888;1473931\",\"rsmi\":\"F[c:4]1[n:3][cH:2][cH:1][cH:26][c:22]1[CH:23]1[CH2:24][CH2:25]1.[OH:5][c:6]1[cH:7][cH:8][c:9]([NH:10][c:11]2[n:12][c:13]3[c:14]([cH:15][cH:16][cH:17][cH:18]3)[s:19]2)[cH:20][cH:21]1>CCOC(C)=O.CS(C)=O.O=C(O)O.[Cs+].[Cs+]>[cH:1]1[cH:2][n:3][c:4]([O:5][c:6]2[cH:7][cH:8][c:9]([NH:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20][cH:21]2)[c:22]([CH:23]2[CH2:24][CH2:25]2)[cH:26]1\"},\"mapped_reaction_smiles\":\"F[c:4]1[n:3][cH:2][cH:1][cH:26][c:22]1[CH:23]1[CH2:24][CH2:25]1.[OH:5][c:6]1[cH:7][cH:8][c:9]([NH:10][c:11]2[n:12][c:13]3[c:14]([cH:15][cH:16][cH:17][cH:18]3)[s:19]2)[cH:20][cH:21]1>CCOC(C)=O.CS(C)=O.O=C(O)O.[Cs+].[Cs+]>[cH:1]1[cH:2][n:3][c:4]([O:5][c:6]2[cH:7][cH:8][c:9]([NH:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20][cH:21]2)[c:22]([CH:23]2[CH2:24][CH2:25]2)[cH:26]1\"}",
"reactionStep": {
"id": "sa_3e178cf73f52b400f0c3ef52",
"reactionHash": "ffe2b3aa7a066f97447e96f35ca9b8afe0574cc80ee268610c551c74d86aed4a"
},
"children": [
{
"id": "11118",
"routeId": "sa_dcd06259b5d6fb3e2244cb3b",
"moleculeId": "sa_8353d786c36bc9fe995fed30",
"parentId": "11117",
"isLeaf": false,
"molecule": {
"id": "sa_8353d786c36bc9fe995fed30",
"inchikey": "UDMCMTZJPDRNDO-UHFFFAOYSA-N",
"smiles": "Oc1ccc(Nc2nc3ccccc3s2)cc1"
},
"smiles": "Oc1ccc(Nc2nc3ccccc3s2)cc1",
"reactionStepId": "sa_1667834d22fa02dedef1bd1f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08759532B2;0884;1473929\",\"rsmi\":\"Cl[c:7]1[n:8][c:9]2[c:10]([cH:11][cH:12][cH:13][cH:14]2)[s:15]1.[OH:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[cH:16][cH:17]1>CN1CCCC1=O>[OH:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[s:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][c:9]2[c:10]([cH:11][cH:12][cH:13][cH:14]2)[s:15]1.[OH:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[cH:16][cH:17]1>CN1CCCC1=O>[OH:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[s:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_1667834d22fa02dedef1bd1f",
"reactionHash": "df9e7d85c2adafde13ce3a6246b9e2165bf3e79538b5bdd69441b70b74e5592f"
},
"children": [
{
"id": "11119",
"routeId": "sa_dcd06259b5d6fb3e2244cb3b",
"moleculeId": "sa_d6e7c13d3e4d6b80371a65e6",
"parentId": "11118",
"isLeaf": true,
"molecule": {
"id": "sa_d6e7c13d3e4d6b80371a65e6",
"inchikey": "BSQLQMLFTHJVKS-UHFFFAOYSA-N",
"smiles": "Clc1nc2ccccc2s1"
},
"smiles": "Clc1nc2ccccc2s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11120",
"routeId": "sa_dcd06259b5d6fb3e2244cb3b",
"moleculeId": "sa_d23c87ece5dfe55e8950bca4",
"parentId": "11118",
"isLeaf": true,
"molecule": {
"id": "sa_d23c87ece5dfe55e8950bca4",
"inchikey": "PLIKAWJENQZMHA-UHFFFAOYSA-N",
"smiles": "Nc1ccc(O)cc1"
},
"smiles": "Nc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11121",
"routeId": "sa_dcd06259b5d6fb3e2244cb3b",
"moleculeId": "sa_949b722de8062da914d217d4",
"parentId": "11117",
"isLeaf": false,
"molecule": {
"id": "sa_949b722de8062da914d217d4",
"inchikey": "VVFSMQRQXSDRMJ-UHFFFAOYSA-N",
"smiles": "Fc1ncccc1C1CC1"
},
"smiles": "Fc1ncccc1C1CC1",
"reactionStepId": "sa_b9a2fc2141b7eaf604f77b83",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08759532B2;0886;1473930\",\"rsmi\":\"Br[c:7]1[c:2]([F:1])[n:3][cH:4][cH:5][cH:6]1.OB(O)[CH:8]1[CH2:9][CH2:10]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.Cc1ccccc1.O.O=P(O)(O)O.[K+].[K+].[K+].[Pd+2]>[F:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1[CH:8]1[CH2:9][CH2:10]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[c:2]([F:1])[n:3][cH:4][cH:5][cH:6]1.OB(O)[CH:8]1[CH2:9][CH2:10]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.Cc1ccccc1.O.O=P(O)(O)O.[K+].[K+].[K+].[Pd+2]>[F:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1[CH:8]1[CH2:9][CH2:10]1\"}",
"reactionStep": {
"id": "sa_b9a2fc2141b7eaf604f77b83",
"reactionHash": "69706e41e9b80e138e62e50fa36ce8f53bfd9a2d8a7dd9a22af46e6bf264d291"
},
"children": [
{
"id": "11122",
"routeId": "sa_dcd06259b5d6fb3e2244cb3b",
"moleculeId": "sa_59111fd5194371831f793f32",
"parentId": "11121",
"isLeaf": true,
"molecule": {
"id": "sa_59111fd5194371831f793f32",
"inchikey": "KESUTBOSNOHAMK-UHFFFAOYSA-N",
"smiles": "Fc1ncccc1Br"
},
"smiles": "Fc1ncccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11123",
"routeId": "sa_dcd06259b5d6fb3e2244cb3b",
"moleculeId": "sa_853be5f1c97fac6116cffa07",
"parentId": "11121",
"isLeaf": true,
"molecule": {
"id": "sa_853be5f1c97fac6116cffa07",
"inchikey": "WLVKDFJTYKELLQ-UHFFFAOYSA-N",
"smiles": "OB(O)C1CC1"
},
"smiles": "OB(O)C1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}