Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)n1c(=O)n(-c2ccc(Oc3nc4cccnc4n3C)cc2)c2ncccc21
InChiKey
DVVHZCUDDUKFNH-UHFFFAOYSA-N
Route Signature
db44bbf5b1abe4f30d0c7401a694d4b76a38f9e760abae389f5dda893eb9a151
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a779c1c5a8f71ab84846e0cb",
"signature": "db44bbf5b1abe4f30d0c7401a694d4b76a38f9e760abae389f5dda893eb9a151",
"contentHash": "e82b001077c2d0eb70b9a20e507aa981230eb122c9fc6c902fdbc67ba05882b1",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b5fcbf30e0af7d20312d3aab",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03315",
"moleculeId": "sa_14cad00e48716b25b29c4d7e",
"smiles": "CC(C)n1c(=O)n(-c2ccc(Oc3nc4cccnc4n3C)cc2)c2ncccc21",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_14cad00e48716b25b29c4d7e",
"inchikey": "DVVHZCUDDUKFNH-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(=O)n(-c2ccc(Oc3nc4cccnc4n3C)cc2)c2ncccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6787",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_14cad00e48716b25b29c4d7e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_14cad00e48716b25b29c4d7e",
"inchikey": "DVVHZCUDDUKFNH-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(=O)n(-c2ccc(Oc3nc4cccnc4n3C)cc2)c2ncccc21"
},
"smiles": "CC(C)n1c(=O)n(-c2ccc(Oc3nc4cccnc4n3C)cc2)c2ncccc21",
"reactionStepId": "sa_0c404a0bf43eaa6362d27e46",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130303553A1;1160;1449881\",\"rsmi\":\"CS(=O)(=O)[c:13]1[n:14][c:15]2[cH:16][cH:17][cH:18][n:19][c:20]2[n:21]1[CH3:22].[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:23][cH:24]2)[c:25]2[n:26][cH:27][cH:28][cH:29][c:30]12>CN(C)C=O.CO.[HH].[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([O:12][c:13]3[n:14][c:15]4[cH:16][cH:17][cH:18][n:19][c:20]4[n:21]3[CH3:22])[cH:23][cH:24]2)[c:25]2[n:26][cH:27][cH:28][cH:29][c:30]12\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[c:13]1[n:14][c:15]2[cH:16][cH:17][cH:18][n:19][c:20]2[n:21]1[CH3:22].[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:23][cH:24]2)[c:25]2[n:26][cH:27][cH:28][cH:29][c:30]12>CN(C)C=O.CO.[HH].[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([O:12][c:13]3[n:14][c:15]4[cH:16][cH:17][cH:18][n:19][c:20]4[n:21]3[CH3:22])[cH:23][cH:24]2)[c:25]2[n:26][cH:27][cH:28][cH:29][c:30]12\"}",
"reactionStep": {
"id": "sa_0c404a0bf43eaa6362d27e46",
"reactionHash": "9364f83c388a374f75b847bb304e1f748eda5f91d05e38b4d0c1c748ccf807c8"
},
"children": [
{
"id": "6788",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_35016b8b4f22a60784a40502",
"parentId": "6787",
"isLeaf": true,
"molecule": {
"id": "sa_35016b8b4f22a60784a40502",
"inchikey": "DTEXGEJZUVIVGK-UHFFFAOYSA-N",
"smiles": "Cn1c(S(C)(=O)=O)nc2cccnc21"
},
"smiles": "Cn1c(S(C)(=O)=O)nc2cccnc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6789",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_8b6b990ecaad9cd6889272ff",
"parentId": "6787",
"isLeaf": false,
"molecule": {
"id": "sa_8b6b990ecaad9cd6889272ff",
"inchikey": "JTQMCOMGKSGNED-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(=O)n(-c2ccc(O)cc2)c2ncccc21"
},
"smiles": "CC(C)n1c(=O)n(-c2ccc(O)cc2)c2ncccc21",
"reactionStepId": "sa_4c50744cc76f22f8ed4d2137",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130303553A1;1156;1449880\",\"rsmi\":\"c1ccc(C[O:12][c:11]2[cH:10][cH:9][c:8](-[n:7]3[c:5](=[O:6])[n:4]([CH:2]([CH3:1])[CH3:3])[c:20]4[c:15]3[n:16][cH:17][cH:18][cH:19]4)[cH:14][cH:13]2)cc1>CCO.[Pd]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]2)[c:15]2[n:16][cH:17][cH:18][cH:19][c:20]12\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:12][c:11]2[cH:10][cH:9][c:8](-[n:7]3[c:5](=[O:6])[n:4]([CH:2]([CH3:1])[CH3:3])[c:20]4[c:15]3[n:16][cH:17][cH:18][cH:19]4)[cH:14][cH:13]2)cc1>CCO.[Pd]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]2)[c:15]2[n:16][cH:17][cH:18][cH:19][c:20]12\"}",
"reactionStep": {
"id": "sa_4c50744cc76f22f8ed4d2137",
"reactionHash": "1ff63b295554e8de24a73489275520531b51599f3095b70d820c11bc021e5241"
},
"children": [
{
"id": "6790",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_ac41c1cb8dc3274f5f75a3ef",
"parentId": "6789",
"isLeaf": false,
"molecule": {
"id": "sa_ac41c1cb8dc3274f5f75a3ef",
"inchikey": "LBJISYRIUZYYJO-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(=O)n(-c2ccc(OCc3ccccc3)cc2)c2ncccc21"
},
"smiles": "CC(C)n1c(=O)n(-c2ccc(OCc3ccccc3)cc2)c2ncccc21",
"reactionStepId": "sa_98bc7520ee5bf0632293a718",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130303553A1;1152;1449879\",\"rsmi\":\"I[CH:2]([CH3:1])[CH3:3].[nH:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21]2)[c:22]2[n:23][cH:24][cH:25][cH:26][c:27]12>CN(C)C=O.CO.[Ca+2].Cl.Cl.[HH].[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21]2)[c:22]2[n:23][cH:24][cH:25][cH:26][c:27]12\"},\"mapped_reaction_smiles\":\"I[CH:2]([CH3:1])[CH3:3].[nH:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21]2)[c:22]2[n:23][cH:24][cH:25][cH:26][c:27]12>CN(C)C=O.CO.[Ca+2].Cl.Cl.[HH].[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[n:7](-[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21]2)[c:22]2[n:23][cH:24][cH:25][cH:26][c:27]12\"}",
"reactionStep": {
"id": "sa_98bc7520ee5bf0632293a718",
"reactionHash": "ef60efdbb229a3098ac6c350791f02fdd8ce2ddc1206cf099349a7f26baf4c95"
},
"children": [
{
"id": "6791",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_1c18b9a29c101d82cfd154ef",
"parentId": "6790",
"isLeaf": true,
"molecule": {
"id": "sa_1c18b9a29c101d82cfd154ef",
"inchikey": "FMKOJHQHASLBPH-UHFFFAOYSA-N",
"smiles": "CC(C)I"
},
"smiles": "CC(C)I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6792",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_24913ca0c7695bcab7453e80",
"parentId": "6790",
"isLeaf": false,
"molecule": {
"id": "sa_24913ca0c7695bcab7453e80",
"inchikey": "HXBMWWKZYUDZCN-UHFFFAOYSA-N",
"smiles": "O=c1[nH]c2cccnc2n1-c1ccc(OCc2ccccc2)cc1"
},
"smiles": "O=c1[nH]c2cccnc2n1-c1ccc(OCc2ccccc2)cc1",
"reactionStepId": "sa_06999f2f524ce878a69584e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130303553A1;0940;1449828\",\"rsmi\":\"CC(C)(C)O[C:2](=[O:1])[NH:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1Cl.[NH2:10][c:11]1[cH:12][cH:13][c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1>CC(C)(C)O.CC(C)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cc1ccccc1.Cl.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd]>[O:1]=[c:2]1[nH:3][c:4]2[cH:5][cH:6][cH:7][n:8][c:9]2[n:10]1-[c:11]1[cH:12][cH:13][c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)O[C:2](=[O:1])[NH:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1Cl.[NH2:10][c:11]1[cH:12][cH:13][c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1>CC(C)(C)O.CC(C)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cc1ccccc1.Cl.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd]>[O:1]=[c:2]1[nH:3][c:4]2[cH:5][cH:6][cH:7][n:8][c:9]2[n:10]1-[c:11]1[cH:12][cH:13][c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_06999f2f524ce878a69584e0",
"reactionHash": "eed25a8a67c71847acc183bf54e337c58b2e90d0d72a651cdcfbf000fdb34026"
},
"children": [
{
"id": "6793",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_76dfc9998e7618eca7af66c5",
"parentId": "6792",
"isLeaf": true,
"molecule": {
"id": "sa_76dfc9998e7618eca7af66c5",
"inchikey": "FIIDVVUUWRJXLF-UHFFFAOYSA-N",
"smiles": "Nc1ccc(OCc2ccccc2)cc1"
},
"smiles": "Nc1ccc(OCc2ccccc2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6794",
"routeId": "sa_a779c1c5a8f71ab84846e0cb",
"moleculeId": "sa_ff8e07354c523694df66f5d8",
"parentId": "6792",
"isLeaf": true,
"molecule": {
"id": "sa_ff8e07354c523694df66f5d8",
"inchikey": "VUHVCMJKJLGRJX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(O)=Nc1cccnc1Cl"
},
"smiles": "CC(C)(C)OC(=O)Nc1cccnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}