Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(Oc2ccnc(NCCCCN(C)C)n2)ccc1NC(=O)Nc1ccc(-c2cccc(Cl)c2)c(C(F)(F)F)c1
InChiKey
HREPGOPESZYNOL-UHFFFAOYSA-N
Route Signature
209b432f9fdc02c56feb5e9c6b73526ef30e9e31bac7c311d029fe93409623dc
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_82c6b3377634e2e3ec71bc71",
"signature": "209b432f9fdc02c56feb5e9c6b73526ef30e9e31bac7c311d029fe93409623dc",
"contentHash": "6a00404a36f0862b447699ca09569c94587ca04cb4be86c022e09a7282212832",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_8a5f25ea87c4e7e7f19221cb",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03293",
"moleculeId": "sa_6f2892c800632dc2bdc6a6be",
"smiles": "Cc1cc(Oc2ccnc(NCCCCN(C)C)n2)ccc1NC(=O)Nc1ccc(-c2cccc(Cl)c2)c(C(F)(F)F)c1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_6f2892c800632dc2bdc6a6be",
"inchikey": "HREPGOPESZYNOL-UHFFFAOYSA-N",
"smiles": "Cc1cc(Oc2ccnc(NCCCCN(C)C)n2)ccc1NC(=O)Nc1ccc(-c2cccc(Cl)c2)c(C(F)(F)F)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11009",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_6f2892c800632dc2bdc6a6be",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6f2892c800632dc2bdc6a6be",
"inchikey": "HREPGOPESZYNOL-UHFFFAOYSA-N",
"smiles": "Cc1cc(Oc2ccnc(NCCCCN(C)C)n2)ccc1NC(=O)Nc1ccc(-c2cccc(Cl)c2)c(C(F)(F)F)c1"
},
"smiles": "Cc1cc(Oc2ccnc(NCCCCN(C)C)n2)ccc1NC(=O)Nc1ccc(-c2cccc(Cl)c2)c(C(F)(F)F)c1",
"reactionStepId": "sa_48b61ae69858d6771afc543b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080312192A1;0526;644096\",\"rsmi\":\"ClC(Cl)(Cl)O[C:5](OC(Cl)(Cl)Cl)=[O:6].[CH3:1][c:2]1[c:3]([NH2:4])[cH:25][cH:26][c:27]([O:28][c:29]2[n:30][c:31]([NH:32][CH2:33][CH2:34][CH2:35][CH2:36][N:37]([CH3:38])[CH3:39])[n:40][cH:41][cH:42]2)[cH:43]1.[NH2:7][c:8]1[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[c:15](-[c:16]2[cH:17][c:18]([Cl:19])[cH:20][cH:21][cH:22]2)[cH:23][cH:24]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[NH:7][c:8]2[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[c:15](-[c:16]3[cH:17][c:18]([Cl:19])[cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[cH:25][cH:26][c:27]([O:28][c:29]2[n:30][c:31]([NH:32][CH2:33][CH2:34][CH2:35][CH2:36][N:37]([CH3:38])[CH3:39])[n:40][cH:41][cH:42]2)[cH:43]1\"},\"mapped_reaction_smiles\":\"ClC(Cl)(Cl)O[C:5](OC(Cl)(Cl)Cl)=[O:6].[CH3:1][c:2]1[c:3]([NH2:4])[cH:25][cH:26][c:27]([O:28][c:29]2[n:30][c:31]([NH:32][CH2:33][CH2:34][CH2:35][CH2:36][N:37]([CH3:38])[CH3:39])[n:40][cH:41][cH:42]2)[cH:43]1.[NH2:7][c:8]1[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[c:15](-[c:16]2[cH:17][c:18]([Cl:19])[cH:20][cH:21][cH:22]2)[cH:23][cH:24]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[NH:7][c:8]2[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[c:15](-[c:16]3[cH:17][c:18]([Cl:19])[cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[cH:25][cH:26][c:27]([O:28][c:29]2[n:30][c:31]([NH:32][CH2:33][CH2:34][CH2:35][CH2:36][N:37]([CH3:38])[CH3:39])[n:40][cH:41][cH:42]2)[cH:43]1\"}",
"reactionStep": {
"id": "sa_48b61ae69858d6771afc543b",
"reactionHash": "650a6d171ef8ed70aa4743e0004cccd9c0fa12d773e22b1e65048646f780c1d0"
},
"children": [
{
"id": "11010",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_4dc1577695afb06b3d27f6df",
"parentId": "11009",
"isLeaf": false,
"molecule": {
"id": "sa_4dc1577695afb06b3d27f6df",
"inchikey": "BOXBZVMLJCORGG-UHFFFAOYSA-N",
"smiles": "Nc1ccc(-c2cccc(Cl)c2)c(C(F)(F)F)c1"
},
"smiles": "Nc1ccc(-c2cccc(Cl)c2)c(C(F)(F)F)c1",
"reactionStepId": "sa_ee83da979f83c24e008a1b0d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080312192A1;0534;644099\",\"rsmi\":\"Br[c:9]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:3][c:2]([NH2:1])[cH:18][cH:17]1.OB(O)[c:10]1[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]1>Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[cH:3][c:4]([C:5]([F:6])([F:7])[F:8])[c:9](-[c:10]2[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:3][c:2]([NH2:1])[cH:18][cH:17]1.OB(O)[c:10]1[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]1>Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[cH:3][c:4]([C:5]([F:6])([F:7])[F:8])[c:9](-[c:10]2[cH:11][c:12]([Cl:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_ee83da979f83c24e008a1b0d",
"reactionHash": "e5122c65b725ec4229aa0f44f6b8206f55cd7dcb771e0534f68a9f20f8e1c912"
},
"children": [
{
"id": "11011",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_77d61a105cc299157209ade8",
"parentId": "11010",
"isLeaf": true,
"molecule": {
"id": "sa_77d61a105cc299157209ade8",
"inchikey": "SDEAGACSNFSZCU-UHFFFAOYSA-N",
"smiles": "OB(O)c1cccc(Cl)c1"
},
"smiles": "OB(O)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11012",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_b7ae48791ab8f5d5675dcf0f",
"parentId": "11010",
"isLeaf": true,
"molecule": {
"id": "sa_b7ae48791ab8f5d5675dcf0f",
"inchikey": "YGNISOAUPSJDJE-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Br)c(C(F)(F)F)c1"
},
"smiles": "Nc1ccc(Br)c(C(F)(F)F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11013",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_2739d098e5171b2570ab3605",
"parentId": "11009",
"isLeaf": false,
"molecule": {
"id": "sa_2739d098e5171b2570ab3605",
"inchikey": "ISIMZYOUKJSQLA-UHFFFAOYSA-N",
"smiles": "Cc1cc(Oc2ccnc(NCCCCN(C)C)n2)ccc1N"
},
"smiles": "Cc1cc(Oc2ccnc(NCCCCN(C)C)n2)ccc1N",
"reactionStepId": "sa_f9b47e09f93a23e6b866b260",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080312192A1;0528;644097\",\"rsmi\":\"Cl[c:11]1[n:10][c:9]([O:8][c:7]2[cH:6][cH:5][c:3]([NH2:4])[c:2]([CH3:1])[cH:23]2)[cH:22][cH:21][n:20]1.[NH2:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]([CH3:18])[CH3:19]>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][c:7]([O:8][c:9]2[n:10][c:11]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]([CH3:18])[CH3:19])[n:20][cH:21][cH:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[n:10][c:9]([O:8][c:7]2[cH:6][cH:5][c:3]([NH2:4])[c:2]([CH3:1])[cH:23]2)[cH:22][cH:21][n:20]1.[NH2:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]([CH3:18])[CH3:19]>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][c:7]([O:8][c:9]2[n:10][c:11]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]([CH3:18])[CH3:19])[n:20][cH:21][cH:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_f9b47e09f93a23e6b866b260",
"reactionHash": "09eeb2ea2c64faa732d9bfc43cb6c02c209e8f05f45892246160d0085bdf33ae"
},
"children": [
{
"id": "11014",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_2bc444a5c38244bd0642b240",
"parentId": "11013",
"isLeaf": true,
"molecule": {
"id": "sa_2bc444a5c38244bd0642b240",
"inchikey": "GCOWZPRIMFGIDQ-UHFFFAOYSA-N",
"smiles": "CN(C)CCCCN"
},
"smiles": "CN(C)CCCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11015",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_94788d30d164499a5ae4613f",
"parentId": "11013",
"isLeaf": true,
"molecule": {
"id": "sa_94788d30d164499a5ae4613f",
"inchikey": "QKWDWXUNPDIWJD-UHFFFAOYSA-N",
"smiles": "Cc1cc(Oc2ccnc(Cl)n2)ccc1N"
},
"smiles": "Cc1cc(Oc2ccnc(Cl)n2)ccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11016",
"routeId": "sa_82c6b3377634e2e3ec71bc71",
"moleculeId": "sa_229d14c9e484394c3a8786c2",
"parentId": "11009",
"isLeaf": true,
"molecule": {
"id": "sa_229d14c9e484394c3a8786c2",
"inchikey": "UCPYLLCMEDAXFR-UHFFFAOYSA-N",
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl"
},
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}