Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OC)c(N4CCN(C(C)C)CC4)n3)nc2c1
InChiKey
HGILVJVNXXSICB-UHFFFAOYSA-N
Route Signature
ac28c07acbb0a5320665852b3b60756bf297edccb856958294fd2762675c5948
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5edd37554b9040c38d18e519",
"signature": "ac28c07acbb0a5320665852b3b60756bf297edccb856958294fd2762675c5948",
"contentHash": "283af25e0c2b55ea4964dc86b665922d18c7837ee55d1259e4c2688f327e25ce",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_0fb3e3deee422af6eab3af00",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02592",
"moleculeId": "sa_8c1ade3c0d5fa7ceab3c2bd8",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OC)c(N4CCN(C(C)C)CC4)n3)nc2c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8c1ade3c0d5fa7ceab3c2bd8",
"inchikey": "HGILVJVNXXSICB-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OC)c(N4CCN(C(C)C)CC4)n3)nc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14811",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_8c1ade3c0d5fa7ceab3c2bd8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8c1ade3c0d5fa7ceab3c2bd8",
"inchikey": "HGILVJVNXXSICB-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OC)c(N4CCN(C(C)C)CC4)n3)nc2c1"
},
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OC)c(N4CCN(C(C)C)CC4)n3)nc2c1",
"reactionStepId": "sa_37916d9d7d4701964669db1a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09073878B2;0576;1636387\",\"rsmi\":\"Br[c:15]1[n:14][c:13](-[c:12]2[nH:11][c:9](=[O:10])[c:8]3[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[cH:32][c:31]3[n:30]2)[cH:29][cH:28][c:25]1[O:26][CH3:27].[NH:16]1[CH2:17][CH2:18][N:19]([CH:20]([CH3:21])[CH3:22])[CH2:23][CH2:24]1>CC(=O)O.CC(=O)O.ClCCl.O=C(O)O.[Cs+].[Cs+].[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[n:14][c:15]([N:16]4[CH2:17][CH2:18][N:19]([CH:20]([CH3:21])[CH3:22])[CH2:23][CH2:24]4)[c:25]([O:26][CH3:27])[cH:28][cH:29]3)[n:30][c:31]2[cH:32]1\"},\"mapped_reaction_smiles\":\"Br[c:15]1[n:14][c:13](-[c:12]2[nH:11][c:9](=[O:10])[c:8]3[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[cH:32][c:31]3[n:30]2)[cH:29][cH:28][c:25]1[O:26][CH3:27].[NH:16]1[CH2:17][CH2:18][N:19]([CH:20]([CH3:21])[CH3:22])[CH2:23][CH2:24]1>CC(=O)O.CC(=O)O.ClCCl.O=C(O)O.[Cs+].[Cs+].[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[n:14][c:15]([N:16]4[CH2:17][CH2:18][N:19]([CH:20]([CH3:21])[CH3:22])[CH2:23][CH2:24]4)[c:25]([O:26][CH3:27])[cH:28][cH:29]3)[n:30][c:31]2[cH:32]1\"}",
"reactionStep": {
"id": "sa_37916d9d7d4701964669db1a",
"reactionHash": "b26be0675bd0f78e3e1a9389326562631de2760e0c9fa8e2d7f33d62907c0ab3"
},
"children": [
{
"id": "14812",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_065dd4fdfbea1fed728895d0",
"parentId": "14811",
"isLeaf": true,
"molecule": {
"id": "sa_065dd4fdfbea1fed728895d0",
"inchikey": "WHKWMTXTYKVFLK-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCNCC1"
},
"smiles": "CC(C)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14813",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_e7eaac77491cb68158a6f593",
"parentId": "14811",
"isLeaf": false,
"molecule": {
"id": "sa_e7eaac77491cb68158a6f593",
"inchikey": "ZUPLLFZVGWYOFB-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OC)c(Br)n3)nc2c1"
},
"smiles": "COc1cc(OC)c2c(=O)[nH]c(-c3ccc(OC)c(Br)n3)nc2c1",
"reactionStepId": "sa_f2c4752ffef616c7abc97109",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09073878B2;0575;1636386\",\"rsmi\":\"O=[CH:12][c:13]1[n:14][c:15]([Br:16])[c:17]([O:18][CH3:19])[cH:20][cH:21]1.[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([C:9](=[O:10])[NH2:11])[c:23]([NH2:22])[cH:24]1>CC(=O)N(C)C.Cc1ccc(S(=O)(=O)O)cc1.O.O=S(O)O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[n:14][c:15]([Br:16])[c:17]([O:18][CH3:19])[cH:20][cH:21]3)[n:22][c:23]2[cH:24]1\"},\"mapped_reaction_smiles\":\"O=[CH:12][c:13]1[n:14][c:15]([Br:16])[c:17]([O:18][CH3:19])[cH:20][cH:21]1.[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([C:9](=[O:10])[NH2:11])[c:23]([NH2:22])[cH:24]1>CC(=O)N(C)C.Cc1ccc(S(=O)(=O)O)cc1.O.O=S(O)O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]2[c:9](=[O:10])[nH:11][c:12](-[c:13]3[n:14][c:15]([Br:16])[c:17]([O:18][CH3:19])[cH:20][cH:21]3)[n:22][c:23]2[cH:24]1\"}",
"reactionStep": {
"id": "sa_f2c4752ffef616c7abc97109",
"reactionHash": "6ad2afe6bf2a19d54066ed7d2b197285df06be64dc4669e7edd1bbf5203025d1"
},
"children": [
{
"id": "14814",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_36579d967ec4ee3abd30067e",
"parentId": "14813",
"isLeaf": true,
"molecule": {
"id": "sa_36579d967ec4ee3abd30067e",
"inchikey": "LSDUYZHWQMMNCO-UHFFFAOYSA-N",
"smiles": "COc1cc(N)c(C(=N)O)c(OC)c1"
},
"smiles": "COc1cc(N)c(C(N)=O)c(OC)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14815",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_e172d12c45577934c4bb641b",
"parentId": "14813",
"isLeaf": false,
"molecule": {
"id": "sa_e172d12c45577934c4bb641b",
"inchikey": "USVQCSLXWUKOGP-UHFFFAOYSA-N",
"smiles": "COc1ccc(C=O)nc1Br"
},
"smiles": "COc1ccc(C=O)nc1Br",
"reactionStepId": "sa_e860605d2f926cc6880f0a8e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09073878B2;0574;1636385\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1>ClCCl.O=[Mn]=O>[CH3:1][O:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH:8]=[O:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1>ClCCl.O=[Mn]=O>[CH3:1][O:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH:8]=[O:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_e860605d2f926cc6880f0a8e",
"reactionHash": "25c359b146a37abcc9c20c0ab2bb6a38f506e71d9b11e925be2fe8d9f7990a02"
},
"children": [
{
"id": "14816",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_da4e0c3bac4c3170dcf53cce",
"parentId": "14815",
"isLeaf": false,
"molecule": {
"id": "sa_da4e0c3bac4c3170dcf53cce",
"inchikey": "HBKNIQPNYHFKDW-UHFFFAOYSA-N",
"smiles": "COc1ccc(CO)nc1Br"
},
"smiles": "COc1ccc(CO)nc1Br",
"reactionStepId": "sa_1ea867a5e37a26da82c90bd6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09073878B2;0573;1636384\",\"rsmi\":\"I[CH3:1].[OH:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"I[CH3:1].[OH:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([Br:5])[n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_1ea867a5e37a26da82c90bd6",
"reactionHash": "5bf4c83b7312b394c2c556c57265962732df4c7b0d349c56672d678317c57d37"
},
"children": [
{
"id": "14817",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_dbdb88d14654b6ce51f6c99b",
"parentId": "14816",
"isLeaf": true,
"molecule": {
"id": "sa_dbdb88d14654b6ce51f6c99b",
"inchikey": "IHHFLQMZNYDGFS-UHFFFAOYSA-N",
"smiles": "OCc1ccc(O)c(Br)n1"
},
"smiles": "OCc1ccc(O)c(Br)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14818",
"routeId": "sa_5edd37554b9040c38d18e519",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "14816",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}