Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)c1cc(NC(=O)Cc2ccc(-c3cnc(N)c(F)c3)cc2)no1
InChiKey
OYYTWDFXIBNZQJ-UHFFFAOYSA-N
Route Signature
ac51f88fc6b6d8569ba764ce31b0789c9a54249f975e2bf235f9f707cb77ce99
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b2675c6ef9062a55f43fc88c",
"signature": "ac51f88fc6b6d8569ba764ce31b0789c9a54249f975e2bf235f9f707cb77ce99",
"contentHash": "35ef982ccf274bafbc65a7655d993d730f00d05780aed71eb7f05797a4f29fb9",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_9500f617f072ecf31cf38fa3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09689",
"moleculeId": "sa_53ef1e89c320a369204ac347",
"smiles": "CC(C)(C)c1cc(NC(=O)Cc2ccc(-c3cnc(N)c(F)c3)cc2)no1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_53ef1e89c320a369204ac347",
"inchikey": "OYYTWDFXIBNZQJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc(NC(=O)Cc2ccc(-c3cnc(N)c(F)c3)cc2)no1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3349",
"routeId": "sa_b2675c6ef9062a55f43fc88c",
"moleculeId": "sa_53ef1e89c320a369204ac347",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_53ef1e89c320a369204ac347",
"inchikey": "OYYTWDFXIBNZQJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc(NC(=O)Cc2ccc(-c3cnc(N)c(F)c3)cc2)no1"
},
"smiles": "CC(C)(C)c1cc(NC(=O)Cc2ccc(-c3cnc(N)c(F)c3)cc2)no1",
"reactionStepId": "sa_d52f894c36ce6fd6ace905e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130035326A1;1320;1330724\",\"rsmi\":\"Br[c:16]1[cH:17][c:18]([F:19])[c:20]([NH2:21])[n:22][cH:23]1.CC1(C)OB([c:15]2[cH:14][cH:13][c:12]([CH2:11][C:9]([NH:8][c:7]3[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[o:27][n:26]3)=[O:10])[cH:25][cH:24]2)OC1(C)C>C1COCCO1.O=C(O)O.[Na+].[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[CH2:11][c:12]2[cH:13][cH:14][c:15](-[c:16]3[cH:17][c:18]([F:19])[c:20]([NH2:21])[n:22][cH:23]3)[cH:24][cH:25]2)[n:26][o:27]1\"},\"mapped_reaction_smiles\":\"Br[c:16]1[cH:17][c:18]([F:19])[c:20]([NH2:21])[n:22][cH:23]1.CC1(C)OB([c:15]2[cH:14][cH:13][c:12]([CH2:11][C:9]([NH:8][c:7]3[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[o:27][n:26]3)=[O:10])[cH:25][cH:24]2)OC1(C)C>C1COCCO1.O=C(O)O.[Na+].[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[CH2:11][c:12]2[cH:13][cH:14][c:15](-[c:16]3[cH:17][c:18]([F:19])[c:20]([NH2:21])[n:22][cH:23]3)[cH:24][cH:25]2)[n:26][o:27]1\"}",
"reactionStep": {
"id": "sa_d52f894c36ce6fd6ace905e8",
"reactionHash": "7be7bb6fa479e0ccb7a0d6f10151c63faa795964abe86d3051fae5c2ab3ffc7b"
},
"children": [
{
"id": "3350",
"routeId": "sa_b2675c6ef9062a55f43fc88c",
"moleculeId": "sa_85806ded6222f8e22885738e",
"parentId": "3349",
"isLeaf": false,
"molecule": {
"id": "sa_85806ded6222f8e22885738e",
"inchikey": "KPXZYECTWHVRIN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc(NC(=O)Cc2ccc(B3OC(C)(C)C(C)(C)O3)cc2)no1"
},
"smiles": "CC(C)(C)c1cc(NC(=O)Cc2ccc(B3OC(C)(C)C(C)(C)O3)cc2)no1",
"reactionStepId": "sa_56274061f9c168d37b8edbd4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130035326A1;1288;1330715\",\"rsmi\":\"O[C:9](=[O:10])[CH2:11][c:12]1[cH:13][cH:14][c:15]([B:16]2[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]2)[cH:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([NH2:8])[n:27][o:28]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[CH2:11][c:12]2[cH:13][cH:14][c:15]([B:16]3[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]3)[cH:25][cH:26]2)[n:27][o:28]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[CH2:11][c:12]1[cH:13][cH:14][c:15]([B:16]2[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]2)[cH:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([NH2:8])[n:27][o:28]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[CH2:11][c:12]2[cH:13][cH:14][c:15]([B:16]3[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]3)[cH:25][cH:26]2)[n:27][o:28]1\"}",
"reactionStep": {
"id": "sa_56274061f9c168d37b8edbd4",
"reactionHash": "227e42a2b3c275239a9d171744408fee5ba7c2e8f4ba67ce2fa960ca2b41e646"
},
"children": [
{
"id": "3351",
"routeId": "sa_b2675c6ef9062a55f43fc88c",
"moleculeId": "sa_454e241170851ded685b56c6",
"parentId": "3350",
"isLeaf": true,
"molecule": {
"id": "sa_454e241170851ded685b56c6",
"inchikey": "FNLWHBHWDXCWHV-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(CC(=O)O)cc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(CC(=O)O)cc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3352",
"routeId": "sa_b2675c6ef9062a55f43fc88c",
"moleculeId": "sa_ab1b37447e50be930a362038",
"parentId": "3350",
"isLeaf": true,
"molecule": {
"id": "sa_ab1b37447e50be930a362038",
"inchikey": "GGXGVZJHUKEJHO-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc(=N)[nH]o1"
},
"smiles": "CC(C)(C)c1cc(N)no1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3353",
"routeId": "sa_b2675c6ef9062a55f43fc88c",
"moleculeId": "sa_db46a4177fe33fc83ad6e0e8",
"parentId": "3349",
"isLeaf": false,
"molecule": {
"id": "sa_db46a4177fe33fc83ad6e0e8",
"inchikey": "QLXASFJHUCKEHU-UHFFFAOYSA-N",
"smiles": "Nc1ncc(Br)cc1F"
},
"smiles": "Nc1ncc(Br)cc1F",
"reactionStepId": "sa_af19b69f758a063c3fce506d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130035326A1;1319;1330723\",\"rsmi\":\"O=C1CCC(=O)N1[Br:6].[NH2:1][c:2]1[n:3][cH:4][cH:5][cH:7][c:8]1[F:9]>CC#N.[Al]>[NH2:1][c:2]1[n:3][cH:4][c:5]([Br:6])[cH:7][c:8]1[F:9]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:6].[NH2:1][c:2]1[n:3][cH:4][cH:5][cH:7][c:8]1[F:9]>CC#N.[Al]>[NH2:1][c:2]1[n:3][cH:4][c:5]([Br:6])[cH:7][c:8]1[F:9]\"}",
"reactionStep": {
"id": "sa_af19b69f758a063c3fce506d",
"reactionHash": "1e05dcbdefc6312e95f7be652b02f59b9a831631296c119c06e5d1e86bd84c9e"
},
"children": [
{
"id": "3354",
"routeId": "sa_b2675c6ef9062a55f43fc88c",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "3353",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3355",
"routeId": "sa_b2675c6ef9062a55f43fc88c",
"moleculeId": "sa_71f62cb9694b8b35638c8717",
"parentId": "3353",
"isLeaf": true,
"molecule": {
"id": "sa_71f62cb9694b8b35638c8717",
"inchikey": "WWEINXQNCAWBPD-UHFFFAOYSA-N",
"smiles": "Nc1ncccc1F"
},
"smiles": "Nc1ncccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}