Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(S(=O)(=O)Nc2cc(Cl)cc(Cl)c2OC)cc1N1CCNCC1
InChiKey
ATKZKAYWARYLBW-UHFFFAOYSA-N
Route Signature
37655cf2c8b3885b89cc965339a974c3fcf384f68bc67d8d095ab9ccef61ac15
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a51b3cc31af6650ff10d3d74",
"signature": "37655cf2c8b3885b89cc965339a974c3fcf384f68bc67d8d095ab9ccef61ac15",
"contentHash": "baf11d754ae3df9ecc43372f8a2da0c881f41a24cc3ba96b94ec979187175010",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_edce54aa38efedc88f60ab7e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03780",
"moleculeId": "sa_a32f0cb361f05a13f523d78b",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(Cl)cc(Cl)c2OC)cc1N1CCNCC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a32f0cb361f05a13f523d78b",
"inchikey": "ATKZKAYWARYLBW-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(Cl)cc(Cl)c2OC)cc1N1CCNCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15244",
"routeId": "sa_a51b3cc31af6650ff10d3d74",
"moleculeId": "sa_a32f0cb361f05a13f523d78b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a32f0cb361f05a13f523d78b",
"inchikey": "ATKZKAYWARYLBW-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(Cl)cc(Cl)c2OC)cc1N1CCNCC1"
},
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(Cl)cc(Cl)c2OC)cc1N1CCNCC1",
"reactionStepId": "sa_5ab30f7344d0026d9520ada7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034036A1;0044;132911\",\"rsmi\":\"O=C(C(Cl)(Cl)Cl)[N:8]1[CH2:7][CH2:6][N:5]([c:4]2[c:3]([O:2][CH3:1])[cH:28][cH:27][c:12]([S:13](=[O:14])(=[O:15])[NH:16][c:17]3[c:18]([O:19][CH3:20])[c:21]([Cl:22])[cH:23][c:24]([Cl:25])[cH:26]3)[cH:11]2)[CH2:10][CH2:9]1>C1CCOC1.Cl.[K+].O>[CH3:1][O:2][c:3]1[c:4]([N:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]2)[cH:11][c:12]([S:13](=[O:14])(=[O:15])[NH:16][c:17]2[c:18]([O:19][CH3:20])[c:21]([Cl:22])[cH:23][c:24]([Cl:25])[cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"O=C(C(Cl)(Cl)Cl)[N:8]1[CH2:7][CH2:6][N:5]([c:4]2[c:3]([O:2][CH3:1])[cH:28][cH:27][c:12]([S:13](=[O:14])(=[O:15])[NH:16][c:17]3[c:18]([O:19][CH3:20])[c:21]([Cl:22])[cH:23][c:24]([Cl:25])[cH:26]3)[cH:11]2)[CH2:10][CH2:9]1>C1CCOC1.Cl.[K+].O>[CH3:1][O:2][c:3]1[c:4]([N:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]2)[cH:11][c:12]([S:13](=[O:14])(=[O:15])[NH:16][c:17]2[c:18]([O:19][CH3:20])[c:21]([Cl:22])[cH:23][c:24]([Cl:25])[cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_5ab30f7344d0026d9520ada7",
"reactionHash": "5d4ab21cce1c392c9f3631821222f62358b483f5b4eb4484b17afa808014e2cc"
},
"children": [
{
"id": "15245",
"routeId": "sa_a51b3cc31af6650ff10d3d74",
"moleculeId": "sa_40e4da3d01b19e14bb6e2bb1",
"parentId": "15244",
"isLeaf": false,
"molecule": {
"id": "sa_40e4da3d01b19e14bb6e2bb1",
"inchikey": "YQSCOQLUQXVFRI-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(Cl)cc(Cl)c2OC)cc1N1CCN(C(=O)C(Cl)(Cl)Cl)CC1"
},
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(Cl)cc(Cl)c2OC)cc1N1CCN(C(=O)C(Cl)(Cl)Cl)CC1",
"reactionStepId": "sa_bb35626c929362f8a73d88b7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034036A1;0036;132908\",\"rsmi\":\"Cl[S:19]([c:18]1[cH:17][c:4]([N:5]2[CH2:6][CH2:7][N:8]([C:9](=[O:10])[C:11]([Cl:12])([Cl:13])[Cl:14])[CH2:15][CH2:16]2)[c:3]([O:2][CH3:1])[cH:34][cH:33]1)(=[O:20])=[O:21].[NH2:22][c:23]1[c:24]([O:25][CH3:26])[c:27]([Cl:28])[cH:29][c:30]([Cl:31])[cH:32]1>ClCCCl.c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([N:5]2[CH2:6][CH2:7][N:8]([C:9](=[O:10])[C:11]([Cl:12])([Cl:13])[Cl:14])[CH2:15][CH2:16]2)[cH:17][c:18]([S:19](=[O:20])(=[O:21])[NH:22][c:23]2[c:24]([O:25][CH3:26])[c:27]([Cl:28])[cH:29][c:30]([Cl:31])[cH:32]2)[cH:33][cH:34]1\"},\"mapped_reaction_smiles\":\"Cl[S:19]([c:18]1[cH:17][c:4]([N:5]2[CH2:6][CH2:7][N:8]([C:9](=[O:10])[C:11]([Cl:12])([Cl:13])[Cl:14])[CH2:15][CH2:16]2)[c:3]([O:2][CH3:1])[cH:34][cH:33]1)(=[O:20])=[O:21].[NH2:22][c:23]1[c:24]([O:25][CH3:26])[c:27]([Cl:28])[cH:29][c:30]([Cl:31])[cH:32]1>ClCCCl.c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([N:5]2[CH2:6][CH2:7][N:8]([C:9](=[O:10])[C:11]([Cl:12])([Cl:13])[Cl:14])[CH2:15][CH2:16]2)[cH:17][c:18]([S:19](=[O:20])(=[O:21])[NH:22][c:23]2[c:24]([O:25][CH3:26])[c:27]([Cl:28])[cH:29][c:30]([Cl:31])[cH:32]2)[cH:33][cH:34]1\"}",
"reactionStep": {
"id": "sa_bb35626c929362f8a73d88b7",
"reactionHash": "fc7a2094579fcdb67f11f8d6b4ff17783c88ebcd9187435b5d87195eff35523a"
},
"children": [
{
"id": "15246",
"routeId": "sa_a51b3cc31af6650ff10d3d74",
"moleculeId": "sa_7583a35f5131d1e8243b361a",
"parentId": "15245",
"isLeaf": true,
"molecule": {
"id": "sa_7583a35f5131d1e8243b361a",
"inchikey": "CLRFMWVQFRXHPZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Cl)cc1N1CCN(C(=O)C(Cl)(Cl)Cl)CC1"
},
"smiles": "COc1ccc(S(=O)(=O)Cl)cc1N1CCN(C(=O)C(Cl)(Cl)Cl)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15247",
"routeId": "sa_a51b3cc31af6650ff10d3d74",
"moleculeId": "sa_fc0fbb12f1168867d843dad7",
"parentId": "15245",
"isLeaf": false,
"molecule": {
"id": "sa_fc0fbb12f1168867d843dad7",
"inchikey": "FCNJFFUXQXCKFS-UHFFFAOYSA-N",
"smiles": "COc1c(N)cc(Cl)cc1Cl"
},
"smiles": "COc1c(N)cc(Cl)cc1Cl",
"reactionStepId": "sa_ce1dd8c129509226a49525dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034036A1;0035;132907\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[c:10]([Cl:11])[cH:9][c:7]([Cl:8])[cH:6]1>CO.Cl.[Fe].N>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:6][c:7]([Cl:8])[cH:9][c:10]1[Cl:11]\"},\"mapped_reaction_smiles\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[c:10]([Cl:11])[cH:9][c:7]([Cl:8])[cH:6]1>CO.Cl.[Fe].N>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:6][c:7]([Cl:8])[cH:9][c:10]1[Cl:11]\"}",
"reactionStep": {
"id": "sa_ce1dd8c129509226a49525dd",
"reactionHash": "303813ab7c6d3559adcb2fad9a126c1752194beff225b7bc2e9709d550983967"
},
"children": [
{
"id": "15248",
"routeId": "sa_a51b3cc31af6650ff10d3d74",
"moleculeId": "sa_d5fba4bf62878db1c741b724",
"parentId": "15247",
"isLeaf": false,
"molecule": {
"id": "sa_d5fba4bf62878db1c741b724",
"inchikey": "OQRXLBNJKPMELG-UHFFFAOYSA-N",
"smiles": "COc1c(Cl)cc(Cl)cc1[N+](=O)[O-]"
},
"smiles": "COc1c(Cl)cc(Cl)cc1[N+](=O)[O-]",
"reactionStepId": "sa_4b5b90652ff350e1561ac13b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034036A1;0034;132906\",\"rsmi\":\"I[CH3:1].[OH:2][c:3]1[c:4]([Cl:5])[cH:6][c:7]([Cl:8])[cH:9][c:10]1[N+:11](=[O:12])[O-:13]>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([Cl:5])[cH:6][c:7]([Cl:8])[cH:9][c:10]1[N+:11](=[O:12])[O-:13]\"},\"mapped_reaction_smiles\":\"I[CH3:1].[OH:2][c:3]1[c:4]([Cl:5])[cH:6][c:7]([Cl:8])[cH:9][c:10]1[N+:11](=[O:12])[O-:13]>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([Cl:5])[cH:6][c:7]([Cl:8])[cH:9][c:10]1[N+:11](=[O:12])[O-:13]\"}",
"reactionStep": {
"id": "sa_4b5b90652ff350e1561ac13b",
"reactionHash": "417dbc138c41cbb94ab1aa7612c6d1c230abc147a1edebdf934afc391c8adfcd"
},
"children": [
{
"id": "15249",
"routeId": "sa_a51b3cc31af6650ff10d3d74",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "15248",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15250",
"routeId": "sa_a51b3cc31af6650ff10d3d74",
"moleculeId": "sa_ad45c3280c1c4cc029509b0b",
"parentId": "15248",
"isLeaf": true,
"molecule": {
"id": "sa_ad45c3280c1c4cc029509b0b",
"inchikey": "LYPMXMBQPXPNIQ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(Cl)cc(Cl)c1O"
},
"smiles": "O=[N+]([O-])c1cc(Cl)cc(Cl)c1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}