Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)CCN(c2ccccc2NC(N)=S)c2ccccc21
InChiKey
LVJHMSWLKXUGKJ-UHFFFAOYSA-N
Route Signature
1b333f46cd94762b5bdf257dd07c3f9cb0109e85a460b298a087bc9dbbdb7060
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f3e60203cfe87fe2db26eeef",
"signature": "1b333f46cd94762b5bdf257dd07c3f9cb0109e85a460b298a087bc9dbbdb7060",
"contentHash": "adff0c04fda10ac58e79bd3e430f012328281e6c0e0441f700673250eb3d2091",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_d00b982c8035ecaa90b18727",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02929",
"moleculeId": "sa_336f60cd1da9a13f6b1c608f",
"smiles": "CC1(C)CCN(c2ccccc2NC(N)=S)c2ccccc21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_336f60cd1da9a13f6b1c608f",
"inchikey": "LVJHMSWLKXUGKJ-UHFFFAOYSA-N",
"smiles": "CC1(C)CCN(c2ccccc2NC(N)=S)c2ccccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14926",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_336f60cd1da9a13f6b1c608f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_336f60cd1da9a13f6b1c608f",
"inchikey": "LVJHMSWLKXUGKJ-UHFFFAOYSA-N",
"smiles": "CC1(C)CCN(c2ccccc2NC(N)=S)c2ccccc21"
},
"smiles": "CC1(C)CCN(c2ccccc2NC(N)=S)c2ccccc21",
"reactionStepId": "sa_31ac581e89dc20d8300b6493",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197716A1;0413;922213\",\"rsmi\":\"O=C(c1ccccc1)[NH:11][C:10]([NH:9][c:8]1[c:7]([N:6]2[CH2:5][CH2:4][C:2]([CH3:1])([CH3:3])[c:22]3[c:17]2[cH:18][cH:19][cH:20][cH:21]3)[cH:16][cH:15][cH:14][cH:13]1)=[S:12]>CO>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH:9][C:10]([NH2:11])=[S:12])[cH:13][cH:14][cH:15][cH:16]2)[c:17]2[cH:18][cH:19][cH:20][cH:21][c:22]21\"},\"mapped_reaction_smiles\":\"O=C(c1ccccc1)[NH:11][C:10]([NH:9][c:8]1[c:7]([N:6]2[CH2:5][CH2:4][C:2]([CH3:1])([CH3:3])[c:22]3[c:17]2[cH:18][cH:19][cH:20][cH:21]3)[cH:16][cH:15][cH:14][cH:13]1)=[S:12]>CO>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH:9][C:10]([NH2:11])=[S:12])[cH:13][cH:14][cH:15][cH:16]2)[c:17]2[cH:18][cH:19][cH:20][cH:21][c:22]21\"}",
"reactionStep": {
"id": "sa_31ac581e89dc20d8300b6493",
"reactionHash": "00859757a5d0005bd4b35ecba6f75243149ded044ba830ead752ea2fb65f9288"
},
"children": [
{
"id": "14927",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_d13805757b3ca30a0595561c",
"parentId": "14926",
"isLeaf": false,
"molecule": {
"id": "sa_d13805757b3ca30a0595561c",
"inchikey": "VGNCYFATWOSXIT-UHFFFAOYSA-N",
"smiles": "CC1(C)CCN(c2ccccc2NC(=S)NC(=O)c2ccccc2)c2ccccc21"
},
"smiles": "CC1(C)CCN(c2ccccc2NC(=S)NC(=O)c2ccccc2)c2ccccc21",
"reactionStepId": "sa_51480153164bb21f8de30d7e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197716A1;0411;922212\",\"rsmi\":\"[C:10](=[S:11])=[N:12][C:13](=[O:14])[c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH2:9])[cH:21][cH:22][cH:23][cH:24]2)[c:25]2[cH:26][cH:27][cH:28][cH:29][c:30]21>ClCCl>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH:9][C:10](=[S:11])[NH:12][C:13](=[O:14])[c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[cH:21][cH:22][cH:23][cH:24]2)[c:25]2[cH:26][cH:27][cH:28][cH:29][c:30]21\"},\"mapped_reaction_smiles\":\"[C:10](=[S:11])=[N:12][C:13](=[O:14])[c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH2:9])[cH:21][cH:22][cH:23][cH:24]2)[c:25]2[cH:26][cH:27][cH:28][cH:29][c:30]21>ClCCl>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH:9][C:10](=[S:11])[NH:12][C:13](=[O:14])[c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[cH:21][cH:22][cH:23][cH:24]2)[c:25]2[cH:26][cH:27][cH:28][cH:29][c:30]21\"}",
"reactionStep": {
"id": "sa_51480153164bb21f8de30d7e",
"reactionHash": "6feea9cc41164d0d362fb552eff8a999a35e8efad31655e9d415f2e3fcb06599"
},
"children": [
{
"id": "14928",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_da820465b0365eb32fb2a64a",
"parentId": "14927",
"isLeaf": true,
"molecule": {
"id": "sa_da820465b0365eb32fb2a64a",
"inchikey": "CPEKAXYCDKETEN-UHFFFAOYSA-N",
"smiles": "O=C(N=C=S)c1ccccc1"
},
"smiles": "O=C(N=C=S)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14929",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_26d5ed9c2c909832b35d4e3f",
"parentId": "14927",
"isLeaf": false,
"molecule": {
"id": "sa_26d5ed9c2c909832b35d4e3f",
"inchikey": "GUQWGICMCHDXLM-UHFFFAOYSA-N",
"smiles": "CC1(C)CCN(c2ccccc2N)c2ccccc21"
},
"smiles": "CC1(C)CCN(c2ccccc2N)c2ccccc21",
"reactionStepId": "sa_02b3741696b8f08e139504eb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197716A1;0409;922211\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[c:7]([N:6]2[CH2:5][CH2:4][C:2]([CH3:1])([CH3:3])[c:19]3[c:14]2[cH:15][cH:16][cH:17][cH:18]3)[cH:13][cH:12][cH:11][cH:10]1>CO.Cl.N.[Zn]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH2:9])[cH:10][cH:11][cH:12][cH:13]2)[c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]21\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[c:7]([N:6]2[CH2:5][CH2:4][C:2]([CH3:1])([CH3:3])[c:19]3[c:14]2[cH:15][cH:16][cH:17][cH:18]3)[cH:13][cH:12][cH:11][cH:10]1>CO.Cl.N.[Zn]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([NH2:9])[cH:10][cH:11][cH:12][cH:13]2)[c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]21\"}",
"reactionStep": {
"id": "sa_02b3741696b8f08e139504eb",
"reactionHash": "46a3611ce4c7a7ee36963406e36ea77f6fcaa34475143465c81c7a20ab2a84e1"
},
"children": [
{
"id": "14930",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_d7aeb3933fad701002e2d63d",
"parentId": "14929",
"isLeaf": false,
"molecule": {
"id": "sa_d7aeb3933fad701002e2d63d",
"inchikey": "ODCHGMLTJBXCRI-UHFFFAOYSA-N",
"smiles": "CC1(C)CCN(c2ccccc2[N+](=O)[O-])c2ccccc21"
},
"smiles": "CC1(C)CCN(c2ccccc2[N+](=O)[O-])c2ccccc21",
"reactionStepId": "sa_98e52b27ab0957deb2b81541",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197716A1;0407;922210\",\"rsmi\":\"F[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][cH:15]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][NH:6][c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]21>Cc1cc(C)nc(C)c1.ClC(Cl)Cl>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][cH:15]2)[c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]21\"},\"mapped_reaction_smiles\":\"F[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][cH:15]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][NH:6][c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]21>Cc1cc(C)nc(C)c1.ClC(Cl)Cl>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][N:6]([c:7]2[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][cH:15]2)[c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]21\"}",
"reactionStep": {
"id": "sa_98e52b27ab0957deb2b81541",
"reactionHash": "f0c94935f97447abf4284d81cfe5cc469c81f6e5fdabb233b80d8d312ae4d135"
},
"children": [
{
"id": "14931",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_c6e28a8931be15ef857ac2d5",
"parentId": "14930",
"isLeaf": true,
"molecule": {
"id": "sa_c6e28a8931be15ef857ac2d5",
"inchikey": "PWKNBLFSJAVFAB-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccccc1F"
},
"smiles": "O=[N+]([O-])c1ccccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14932",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_75c6843270ed54f9bd118628",
"parentId": "14930",
"isLeaf": false,
"molecule": {
"id": "sa_75c6843270ed54f9bd118628",
"inchikey": "WDLBKPHWHMIYNG-UHFFFAOYSA-N",
"smiles": "CC1(C)CCNc2ccccc21"
},
"smiles": "CC1(C)CCNc2ccccc21",
"reactionStepId": "sa_53a149e9a5db322fb5f41761",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197716A1;0405;922209\",\"rsmi\":\"O=[C:5]1[CH2:4][C:2]([CH3:1])([CH3:3])[c:12]2[c:7]([cH:8][cH:9][cH:10][cH:11]2)[NH:6]1>C1CCOC1.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][NH:6][c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]21\"},\"mapped_reaction_smiles\":\"O=[C:5]1[CH2:4][C:2]([CH3:1])([CH3:3])[c:12]2[c:7]([cH:8][cH:9][cH:10][cH:11]2)[NH:6]1>C1CCOC1.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH2:5][NH:6][c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]21\"}",
"reactionStep": {
"id": "sa_53a149e9a5db322fb5f41761",
"reactionHash": "2378e56b016905b5be4be93ceb03a70342b23203fa5f156918e30a57a6aca36f"
},
"children": [
{
"id": "14933",
"routeId": "sa_f3e60203cfe87fe2db26eeef",
"moleculeId": "sa_6b74340f24eaa5b97011d23b",
"parentId": "14932",
"isLeaf": true,
"molecule": {
"id": "sa_6b74340f24eaa5b97011d23b",
"inchikey": "HMOBRUPKXAKFHS-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(O)=Nc2ccccc21"
},
"smiles": "CC1(C)CC(=O)Nc2ccccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}