Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(NC(=O)[C@@H](C)N(C)C(=O)OC(C)(C)C)cc1NS(=O)(=O)c1ccc(-c2ccc(C)o2)cc1Cl
InChiKey
VUDHMVDPTRELSM-QGZVFWFLSA-N
Route Signature
26a14cf1c99b45b2feddf056a08ae747fd1e14d4abb9fc97cb2936c4ff0044d9
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_46c22f3137f99157c03cebd6",
"signature": "26a14cf1c99b45b2feddf056a08ae747fd1e14d4abb9fc97cb2936c4ff0044d9",
"contentHash": "40d77695252f18507eb35a646b424aa8e79340921333c667ad8d5fe874bc46c0",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b471480ee9d45ae77e645fc7",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04001",
"moleculeId": "sa_e9cd454fbf2e0569d1754a54",
"smiles": "COc1ccc(NC(=O)[C@@H](C)N(C)C(=O)OC(C)(C)C)cc1NS(=O)(=O)c1ccc(-c2ccc(C)o2)cc1Cl",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e9cd454fbf2e0569d1754a54",
"inchikey": "VUDHMVDPTRELSM-QGZVFWFLSA-N",
"smiles": "COc1ccc(NC(=O)[C@@H](C)N(C)C(=O)OC(C)(C)C)cc1NS(=O)(=O)c1ccc(-c2ccc(C)o2)cc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7108",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_e9cd454fbf2e0569d1754a54",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e9cd454fbf2e0569d1754a54",
"inchikey": "VUDHMVDPTRELSM-QGZVFWFLSA-N",
"smiles": "COc1ccc(NC(=O)[C@@H](C)N(C)C(=O)OC(C)(C)C)cc1NS(=O)(=O)c1ccc(-c2ccc(C)o2)cc1Cl"
},
"smiles": "COc1ccc(NC(=O)[C@@H](C)N(C)C(=O)OC(C)(C)C)cc1NS(=O)(=O)c1ccc(-c2ccc(C)o2)cc1Cl",
"reactionStepId": "sa_1f7eb1709159f63a1dfbe2ad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100179168A1;0140;913028\",\"rsmi\":\"O[C:25](=[O:26])[C@@H:27]([CH3:28])[N:29]([CH3:30])[C:31](=[O:32])[O:33][C:34]([CH3:35])([CH3:36])[CH3:37].[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([CH3:18])[o:19]3)[cH:20][cH:21]2)[cH:22][c:23]([NH2:24])[cH:38][cH:39]1>CCN1CCOCC1.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O=C(O)O.On1nnc2ccccc21.[Na+]>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([CH3:18])[o:19]3)[cH:20][cH:21]2)[cH:22][c:23]([NH:24][C:25](=[O:26])[C@@H:27]([CH3:28])[N:29]([CH3:30])[C:31](=[O:32])[O:33][C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]1\"},\"mapped_reaction_smiles\":\"O[C:25](=[O:26])[C@@H:27]([CH3:28])[N:29]([CH3:30])[C:31](=[O:32])[O:33][C:34]([CH3:35])([CH3:36])[CH3:37].[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([CH3:18])[o:19]3)[cH:20][cH:21]2)[cH:22][c:23]([NH2:24])[cH:38][cH:39]1>CCN1CCOCC1.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O=C(O)O.On1nnc2ccccc21.[Na+]>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([CH3:18])[o:19]3)[cH:20][cH:21]2)[cH:22][c:23]([NH:24][C:25](=[O:26])[C@@H:27]([CH3:28])[N:29]([CH3:30])[C:31](=[O:32])[O:33][C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]1\"}",
"reactionStep": {
"id": "sa_1f7eb1709159f63a1dfbe2ad",
"reactionHash": "89d2d50a84b2e43e5cc515a1fcbd3030828f5a0489f71e93fcc30bfd3a9f7ae6"
},
"children": [
{
"id": "7109",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_a5a8b3d7929767816d308eca",
"parentId": "7108",
"isLeaf": true,
"molecule": {
"id": "sa_a5a8b3d7929767816d308eca",
"inchikey": "VLHQXRIIQSTJCQ-ZCFIWIBFSA-N",
"smiles": "C[C@H](C(=O)O)N(C)C(=O)OC(C)(C)C"
},
"smiles": "C[C@H](C(=O)O)N(C)C(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7110",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_9e3104a02363405bd969c9de",
"parentId": "7108",
"isLeaf": false,
"molecule": {
"id": "sa_9e3104a02363405bd969c9de",
"inchikey": "XFPWACYUHGHRDZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(N)cc1NS(=O)(=O)c1ccc(-c2ccc(C)o2)cc1Cl"
},
"smiles": "COc1ccc(N)cc1NS(=O)(=O)c1ccc(-c2ccc(C)o2)cc1Cl",
"reactionStepId": "sa_d74ec7f4bd0b9666c3e863dc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100179168A1;0139;913027\",\"rsmi\":\"Br[c:13]1[cH:12][c:10]([Cl:11])[c:9]([S:6]([NH:5][c:4]2[c:3]([O:2][CH3:1])[cH:26][cH:25][c:23]([NH2:24])[cH:22]2)(=[O:7])=[O:8])[cH:21][cH:20]1.CC1(C)OB([c:14]2[cH:15][cH:16][c:17]([CH3:18])[o:19]2)OC1(C)C>CCOC(C)=O.COCCOC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([CH3:18])[o:19]3)[cH:20][cH:21]2)[cH:22][c:23]([NH2:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Br[c:13]1[cH:12][c:10]([Cl:11])[c:9]([S:6]([NH:5][c:4]2[c:3]([O:2][CH3:1])[cH:26][cH:25][c:23]([NH2:24])[cH:22]2)(=[O:7])=[O:8])[cH:21][cH:20]1.CC1(C)OB([c:14]2[cH:15][cH:16][c:17]([CH3:18])[o:19]2)OC1(C)C>CCOC(C)=O.COCCOC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([CH3:18])[o:19]3)[cH:20][cH:21]2)[cH:22][c:23]([NH2:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_d74ec7f4bd0b9666c3e863dc",
"reactionHash": "0edd35961f34c629257e96524fb42d3c688ba1ccf4fd48e92ae8ee9305808d2e"
},
"children": [
{
"id": "7111",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_c845c9c7a3c2196f08edebc1",
"parentId": "7110",
"isLeaf": true,
"molecule": {
"id": "sa_c845c9c7a3c2196f08edebc1",
"inchikey": "FNPZFZKLYGWKLH-UHFFFAOYSA-N",
"smiles": "Cc1ccc(B2OC(C)(C)C(C)(C)O2)o1"
},
"smiles": "Cc1ccc(B2OC(C)(C)C(C)(C)O2)o1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7112",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_b8f9f470c35a1c496f258750",
"parentId": "7110",
"isLeaf": false,
"molecule": {
"id": "sa_b8f9f470c35a1c496f258750",
"inchikey": "LASGUZHRGMJJPU-UHFFFAOYSA-N",
"smiles": "COc1ccc(N)cc1NS(=O)(=O)c1ccc(Br)cc1Cl"
},
"smiles": "COc1ccc(N)cc1NS(=O)(=O)c1ccc(Br)cc1Cl",
"reactionStepId": "sa_3584944d7a122153a54a4196",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100179168A1;0116;913014\",\"rsmi\":\"O=[N+:19]([O-])[c:18]1[cH:17][c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]2)[c:3]([O:2][CH3:1])[cH:21][cH:20]1>CO.O.O=CO.N.[Pt]>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]2)[cH:17][c:18]([NH2:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O=[N+:19]([O-])[c:18]1[cH:17][c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]2)[c:3]([O:2][CH3:1])[cH:21][cH:20]1>CO.O.O=CO.N.[Pt]>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]2)[cH:17][c:18]([NH2:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_3584944d7a122153a54a4196",
"reactionHash": "49e0d1607f93b268aa5b0a65cca95034c1d9029e09c0b34b6dcb577966529e56"
},
"children": [
{
"id": "7113",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_e2a5e8bc21c984c1f50022c9",
"parentId": "7112",
"isLeaf": false,
"molecule": {
"id": "sa_e2a5e8bc21c984c1f50022c9",
"inchikey": "FZGXWUCKXBIEAX-UHFFFAOYSA-N",
"smiles": "COc1ccc([N+](=O)[O-])cc1NS(=O)(=O)c1ccc(Br)cc1Cl"
},
"smiles": "COc1ccc([N+](=O)[O-])cc1NS(=O)(=O)c1ccc(Br)cc1Cl",
"reactionStepId": "sa_5a0d0f2ecefcf07d93f86050",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100179168A1;0115;913013\",\"rsmi\":\"Cl[S:6](=[O:7])(=[O:8])[c:9]1[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]1.[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1>ClCCl.c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]2)[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[S:6](=[O:7])(=[O:8])[c:9]1[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]1.[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1>ClCCl.c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([NH:5][S:6](=[O:7])(=[O:8])[c:9]2[c:10]([Cl:11])[cH:12][c:13]([Br:14])[cH:15][cH:16]2)[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_5a0d0f2ecefcf07d93f86050",
"reactionHash": "c495e7bd985b7583c630043c6bc6306f7a2125ca97099bf3e590fa477a06181b"
},
"children": [
{
"id": "7114",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_d74857cb2c29db943fb74153",
"parentId": "7113",
"isLeaf": true,
"molecule": {
"id": "sa_d74857cb2c29db943fb74153",
"inchikey": "NIPDVSLAMPAWTP-UHFFFAOYSA-N",
"smiles": "COc1ccc([N+](=O)[O-])cc1N"
},
"smiles": "COc1ccc([N+](=O)[O-])cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7115",
"routeId": "sa_46c22f3137f99157c03cebd6",
"moleculeId": "sa_3181a5656c79891a4006c48d",
"parentId": "7113",
"isLeaf": true,
"molecule": {
"id": "sa_3181a5656c79891a4006c48d",
"inchikey": "OECYEHWJPRPCOH-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc(Br)cc1Cl"
},
"smiles": "O=S(=O)(Cl)c1ccc(Br)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}