Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(NC(=O)NC2CC2)cc1-c1cc2cnn(-c3c(F)cccc3F)c2n(C)c1=O
InChiKey
VWKJWUCFYNDJLL-UHFFFAOYSA-N
Route Signature
52107fbf7703cbd403b236067453d7c6cb2b9d9b27d078b1ef567c2813290efb
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a8d626c0202d30389f488c67",
"signature": "52107fbf7703cbd403b236067453d7c6cb2b9d9b27d078b1ef567c2813290efb",
"contentHash": "f3a47b486cc55e47e88d1c82226df22f972ccd257cef0cc8991895031a81d6ba",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_b6fa3875d47e80de5ca48083",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08084",
"moleculeId": "sa_a8b82c9a0d0f4cffc9245839",
"smiles": "Cc1ccc(NC(=O)NC2CC2)cc1-c1cc2cnn(-c3c(F)cccc3F)c2n(C)c1=O",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a8b82c9a0d0f4cffc9245839",
"inchikey": "VWKJWUCFYNDJLL-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)NC2CC2)cc1-c1cc2cnn(-c3c(F)cccc3F)c2n(C)c1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11832",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_a8b82c9a0d0f4cffc9245839",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a8b82c9a0d0f4cffc9245839",
"inchikey": "VWKJWUCFYNDJLL-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)NC2CC2)cc1-c1cc2cnn(-c3c(F)cccc3F)c2n(C)c1=O"
},
"smiles": "Cc1ccc(NC(=O)NC2CC2)cc1-c1cc2cnn(-c3c(F)cccc3F)c2n(C)c1=O",
"reactionStepId": "sa_8cf0ce1df448be46d83702e1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07846944B2;0428;1034121\",\"rsmi\":\"Br[c:4]1[cH:5][c:6]2[c:7]([n:8]([CH3:9])[c:10]1=[O:11])[n:12](-[c:13]1[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]1[F:20])[n:21][cH:22]2.CC1(C)OB([c:3]2[c:2]([CH3:1])[cH:33][cH:32][c:24]([NH:25][C:26](=[O:27])[NH:28][CH:29]3[CH2:30][CH2:31]3)[cH:23]2)OC1(C)C>>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][c:6]3[c:7]([n:8]([CH3:9])[c:10]2=[O:11])[n:12](-[c:13]2[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]2[F:20])[n:21][cH:22]3)[cH:23][c:24]([NH:25][C:26](=[O:27])[NH:28][CH:29]2[CH2:30][CH2:31]2)[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:5][c:6]2[c:7]([n:8]([CH3:9])[c:10]1=[O:11])[n:12](-[c:13]1[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]1[F:20])[n:21][cH:22]2.CC1(C)OB([c:3]2[c:2]([CH3:1])[cH:33][cH:32][c:24]([NH:25][C:26](=[O:27])[NH:28][CH:29]3[CH2:30][CH2:31]3)[cH:23]2)OC1(C)C>>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][c:6]3[c:7]([n:8]([CH3:9])[c:10]2=[O:11])[n:12](-[c:13]2[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]2[F:20])[n:21][cH:22]3)[cH:23][c:24]([NH:25][C:26](=[O:27])[NH:28][CH:29]2[CH2:30][CH2:31]2)[cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_8cf0ce1df448be46d83702e1",
"reactionHash": "5a7033e6fb67bd0ebdcfa45ce26835b8075356c53f69e4e873e2101130d68c66"
},
"children": [
{
"id": "11833",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_e505a7974b4e4b8dad03403d",
"parentId": "11832",
"isLeaf": false,
"molecule": {
"id": "sa_e505a7974b4e4b8dad03403d",
"inchikey": "XQTHAIBQGOBIMN-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)c(Br)cc2cnn(-c3c(F)cccc3F)c21"
},
"smiles": "Cn1c(=O)c(Br)cc2cnn(-c3c(F)cccc3F)c21",
"reactionStepId": "sa_2ba63b3b3278de37c7e8b262",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07846944B2;0393;1034103\",\"rsmi\":\"I[CH3:1].[nH:2]1[c:3](=[O:4])[c:5]([Br:6])[cH:7][c:8]2[c:9]1[n:10](-[c:11]1[c:12]([F:13])[cH:14][cH:15][cH:16][c:17]1[F:18])[n:19][cH:20]2>CN(C)C=O.COCCOC.Br.[HH].[Li+].[Na+]>[CH3:1][n:2]1[c:3](=[O:4])[c:5]([Br:6])[cH:7][c:8]2[c:9]1[n:10](-[c:11]1[c:12]([F:13])[cH:14][cH:15][cH:16][c:17]1[F:18])[n:19][cH:20]2\"},\"mapped_reaction_smiles\":\"I[CH3:1].[nH:2]1[c:3](=[O:4])[c:5]([Br:6])[cH:7][c:8]2[c:9]1[n:10](-[c:11]1[c:12]([F:13])[cH:14][cH:15][cH:16][c:17]1[F:18])[n:19][cH:20]2>CN(C)C=O.COCCOC.Br.[HH].[Li+].[Na+]>[CH3:1][n:2]1[c:3](=[O:4])[c:5]([Br:6])[cH:7][c:8]2[c:9]1[n:10](-[c:11]1[c:12]([F:13])[cH:14][cH:15][cH:16][c:17]1[F:18])[n:19][cH:20]2\"}",
"reactionStep": {
"id": "sa_2ba63b3b3278de37c7e8b262",
"reactionHash": "d58c6953e03e590de7f7db264e552cbce24c152fe6d856301a5fd30bffdb766d"
},
"children": [
{
"id": "11834",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "11833",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11835",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_4f5265b38d3691d2aeaffc23",
"parentId": "11833",
"isLeaf": true,
"molecule": {
"id": "sa_4f5265b38d3691d2aeaffc23",
"inchikey": "JIVMDKJBFAIPCK-UHFFFAOYSA-N",
"smiles": "O=c1[nH]c2c(cnn2-c2c(F)cccc2F)cc1Br"
},
"smiles": "O=c1[nH]c2c(cnn2-c2c(F)cccc2F)cc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11836",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_1642668f35e724266c36dea6",
"parentId": "11832",
"isLeaf": false,
"molecule": {
"id": "sa_1642668f35e724266c36dea6",
"inchikey": "YEPWLOXQSAFCHR-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)NC2CC2)cc1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cc1ccc(NC(=O)NC2CC2)cc1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": "sa_d0be655d92016181a55ae351",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07846944B2;0427;1034120\",\"rsmi\":\"[CH3:1][c:2]1[c:3]([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)[cH:13][c:14]([NH2:15])[cH:22][cH:23]1.[NH2:18][CH:19]1[CH2:20][CH2:21]1.c1cn([C:16](n2ccnc2)=[O:17])cn1>C1CCOC1>[CH3:1][c:2]1[c:3]([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)[cH:13][c:14]([NH:15][C:16](=[O:17])[NH:18][CH:19]2[CH2:20][CH2:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[c:3]([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)[cH:13][c:14]([NH2:15])[cH:22][cH:23]1.[NH2:18][CH:19]1[CH2:20][CH2:21]1.c1cn([C:16](n2ccnc2)=[O:17])cn1>C1CCOC1>[CH3:1][c:2]1[c:3]([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)[cH:13][c:14]([NH:15][C:16](=[O:17])[NH:18][CH:19]2[CH2:20][CH2:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_d0be655d92016181a55ae351",
"reactionHash": "3ccce6d302b2b06e1e597ed0df558e1727a5f92a14463a9ed959d52c4dfd5b7d"
},
"children": [
{
"id": "11837",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_5074ff93d3817ceb2848b928",
"parentId": "11836",
"isLeaf": true,
"molecule": {
"id": "sa_5074ff93d3817ceb2848b928",
"inchikey": "HPNBWHDRLCVZFV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)cc1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cc1ccc(N)cc1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11838",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_f7b02628c6b00fb9d50a0f6c",
"parentId": "11836",
"isLeaf": true,
"molecule": {
"id": "sa_f7b02628c6b00fb9d50a0f6c",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11839",
"routeId": "sa_a8d626c0202d30389f488c67",
"moleculeId": "sa_0b30a91a54f3198f02aa887d",
"parentId": "11836",
"isLeaf": true,
"molecule": {
"id": "sa_0b30a91a54f3198f02aa887d",
"inchikey": "PFKFTWBEEFSNDU-UHFFFAOYSA-N",
"smiles": "O=C(n1ccnc1)n1ccnc1"
},
"smiles": "O=C(n1ccnc1)n1ccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}