Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc2nc(NC(=O)CO)sc2n1
InChiKey
NVGRVBLPHWFRNZ-UHFFFAOYSA-N
Route Signature
49d464d4bce5a47cd94af24c2d64bf6e2ee767599e693c4cfd7b6154a13746ed
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_97a17888d20f7f02febcda06",
"signature": "49d464d4bce5a47cd94af24c2d64bf6e2ee767599e693c4cfd7b6154a13746ed",
"contentHash": "eee4c45fa726f0574c77e5e8640ed64b297f512e619a7ea268625a21e0928475",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_58990cd0bdea024034c13e54",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00075",
"moleculeId": "sa_5891db89cdb60f2dd6833478",
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc2nc(NC(=O)CO)sc2n1",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5891db89cdb60f2dd6833478",
"inchikey": "NVGRVBLPHWFRNZ-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc2nc(NC(=O)CO)sc2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12314",
"routeId": "sa_97a17888d20f7f02febcda06",
"moleculeId": "sa_5891db89cdb60f2dd6833478",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5891db89cdb60f2dd6833478",
"inchikey": "NVGRVBLPHWFRNZ-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc2nc(NC(=O)CO)sc2n1"
},
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc2nc(NC(=O)CO)sc2n1",
"reactionStepId": "sa_0dfa3d38f0abe76c70b7e0a8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249119A1;1357;949530\",\"rsmi\":\"CC(=O)[O:16][CH2:15][C:13](Cl)=[O:14].[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]3[n:10][c:11]([NH2:12])[s:17][c:18]3[n:19]2)[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]2[cH:26][c:27]([C:28]([CH3:29])([CH3:30])[C:31]#[N:32])[cH:33][cH:34][cH:35]2)[cH:36][cH:37]1>O=C(O)O.[K+].[K+].c1ccncc1>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]3[n:10][c:11]([NH:12][C:13](=[O:14])[CH2:15][OH:16])[s:17][c:18]3[n:19]2)[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]2[cH:26][c:27]([C:28]([CH3:29])([CH3:30])[C:31]#[N:32])[cH:33][cH:34][cH:35]2)[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"CC(=O)[O:16][CH2:15][C:13](Cl)=[O:14].[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]3[n:10][c:11]([NH2:12])[s:17][c:18]3[n:19]2)[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]2[cH:26][c:27]([C:28]([CH3:29])([CH3:30])[C:31]#[N:32])[cH:33][cH:34][cH:35]2)[cH:36][cH:37]1>O=C(O)O.[K+].[K+].c1ccncc1>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]3[n:10][c:11]([NH:12][C:13](=[O:14])[CH2:15][OH:16])[s:17][c:18]3[n:19]2)[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]2[cH:26][c:27]([C:28]([CH3:29])([CH3:30])[C:31]#[N:32])[cH:33][cH:34][cH:35]2)[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_0dfa3d38f0abe76c70b7e0a8",
"reactionHash": "64e24a1a8038d2e9f632869dd5995d357e85255a2d9b228ed313e65d2a860991"
},
"children": [
{
"id": "12315",
"routeId": "sa_97a17888d20f7f02febcda06",
"moleculeId": "sa_cad9ad16a6bc55b73b0d0041",
"parentId": "12314",
"isLeaf": false,
"molecule": {
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"inchikey": "FNQSISLEMKTGPV-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc2nc(N)sc2n1"
},
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc2nc(N)sc2n1",
"reactionStepId": "sa_8511ae28aab17d0726a00a6a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249119A1;1352;949528\",\"rsmi\":\"[C:11](#[N:12])[SH:13].[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]([NH2:10])[cH:14][n:15]2)[cH:16][c:17]([NH:18][C:19](=[O:20])[c:21]2[cH:22][c:23]([C:24]([CH3:25])([CH3:26])[C:27]#[N:28])[cH:29][cH:30][cH:31]2)[cH:32][cH:33]1>BrBr.CC(=O)O.[K+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]3[n:10][c:11]([NH2:12])[s:13][c:14]3[n:15]2)[cH:16][c:17]([NH:18][C:19](=[O:20])[c:21]2[cH:22][c:23]([C:24]([CH3:25])([CH3:26])[C:27]#[N:28])[cH:29][cH:30][cH:31]2)[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"[C:11](#[N:12])[SH:13].[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]([NH2:10])[cH:14][n:15]2)[cH:16][c:17]([NH:18][C:19](=[O:20])[c:21]2[cH:22][c:23]([C:24]([CH3:25])([CH3:26])[C:27]#[N:28])[cH:29][cH:30][cH:31]2)[cH:32][cH:33]1>BrBr.CC(=O)O.[K+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][c:9]3[n:10][c:11]([NH2:12])[s:13][c:14]3[n:15]2)[cH:16][c:17]([NH:18][C:19](=[O:20])[c:21]2[cH:22][c:23]([C:24]([CH3:25])([CH3:26])[C:27]#[N:28])[cH:29][cH:30][cH:31]2)[cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_8511ae28aab17d0726a00a6a",
"reactionHash": "ee4cde896906fd9d60f427abb7e4b5e38c4523a25f25c46fc9e7b956697eac07"
},
"children": [
{
"id": "12316",
"routeId": "sa_97a17888d20f7f02febcda06",
"moleculeId": "sa_692bf47b94ddc6ed68936396",
"parentId": "12315",
"isLeaf": false,
"molecule": {
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"inchikey": "XLNDIMJQTMLIKB-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc(N)cn1"
},
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc(N)cn1",
"reactionStepId": "sa_2003f87cc805797b060e9f65",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249119A1;1350;949527\",\"rsmi\":\"O=[N+:10]([O-])[c:9]1[cH:8][n:7][c:6]([O:5][c:4]2[c:3]([CH2:2][CH3:1])[cH:30][cH:29][c:14]([NH:15][C:16](=[O:17])[c:18]3[cH:19][c:20]([C:21]([CH3:22])([CH3:23])[C:24]#[N:25])[cH:26][cH:27][cH:28]3)[cH:13]2)[cH:12][cH:11]1>C.CO.[Pd]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[n:7][cH:8][c:9]([NH2:10])[cH:11][cH:12]2)[cH:13][c:14]([NH:15][C:16](=[O:17])[c:18]2[cH:19][c:20]([C:21]([CH3:22])([CH3:23])[C:24]#[N:25])[cH:26][cH:27][cH:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"O=[N+:10]([O-])[c:9]1[cH:8][n:7][c:6]([O:5][c:4]2[c:3]([CH2:2][CH3:1])[cH:30][cH:29][c:14]([NH:15][C:16](=[O:17])[c:18]3[cH:19][c:20]([C:21]([CH3:22])([CH3:23])[C:24]#[N:25])[cH:26][cH:27][cH:28]3)[cH:13]2)[cH:12][cH:11]1>C.CO.[Pd]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[n:7][cH:8][c:9]([NH2:10])[cH:11][cH:12]2)[cH:13][c:14]([NH:15][C:16](=[O:17])[c:18]2[cH:19][c:20]([C:21]([CH3:22])([CH3:23])[C:24]#[N:25])[cH:26][cH:27][cH:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_2003f87cc805797b060e9f65",
"reactionHash": "58b51015f9d1947071025b0120e026793ca06b6ed02b7f0efa938ce771ba3b4e"
},
"children": [
{
"id": "12317",
"routeId": "sa_97a17888d20f7f02febcda06",
"moleculeId": "sa_51fe721ebc67c75917d16b14",
"parentId": "12316",
"isLeaf": false,
"molecule": {
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"inchikey": "DAZDQRNPZBXOOB-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc([N+](=O)[O-])cn1"
},
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1Oc1ccc([N+](=O)[O-])cn1",
"reactionStepId": "sa_bd69f44db7fb85cb085978db",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249119A1;1348;949526\",\"rsmi\":\"Cl[c:6]1[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1.[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:15][c:16]([NH:17][C:18](=[O:19])[c:20]2[cH:21][c:22]([C:23]([CH3:24])([CH3:25])[C:26]#[N:27])[cH:28][cH:29][cH:30]2)[cH:31][cH:32]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]2)[cH:15][c:16]([NH:17][C:18](=[O:19])[c:20]2[cH:21][c:22]([C:23]([CH3:24])([CH3:25])[C:26]#[N:27])[cH:28][cH:29][cH:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1.[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:15][c:16]([NH:17][C:18](=[O:19])[c:20]2[cH:21][c:22]([C:23]([CH3:24])([CH3:25])[C:26]#[N:27])[cH:28][cH:29][cH:30]2)[cH:31][cH:32]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][c:6]2[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]2)[cH:15][c:16]([NH:17][C:18](=[O:19])[c:20]2[cH:21][c:22]([C:23]([CH3:24])([CH3:25])[C:26]#[N:27])[cH:28][cH:29][cH:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
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"reactionHash": "30f187817ecd0395778f991a164decdd11783ac7e31f910547afd83e71d92514"
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"children": [
{
"id": "12318",
"routeId": "sa_97a17888d20f7f02febcda06",
"moleculeId": "sa_d7d7d7f9de574373042b07fa",
"parentId": "12317",
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"molecule": {
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"inchikey": "BAZVFQBTJPBRTJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1"
},
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
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},
{
"id": "12319",
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"parentId": "12317",
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"molecule": {
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"inchikey": "GCAYSSQITMJKID-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1O"
},
"smiles": "CCc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1O",
"reactionStepId": "sa_1e5887f34bad9e5ab496ce13",
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"metadata": "{\"annotations\":{\"ID\":\"US20100249119A1;1346;949525\",\"rsmi\":\"Cl[C:9](=[O:10])[c:11]1[cH:12][c:13]([C:14]([CH3:15])([CH3:16])[C:17]#[N:18])[cH:19][cH:20][cH:21]1.[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:6][c:7]([NH2:8])[cH:22][cH:23]1>C1CCOC1.Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:6][c:7]([NH:8][C:9](=[O:10])[c:11]2[cH:12][c:13]([C:14]([CH3:15])([CH3:16])[C:17]#[N:18])[cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[C:9](=[O:10])[c:11]1[cH:12][c:13]([C:14]([CH3:15])([CH3:16])[C:17]#[N:18])[cH:19][cH:20][cH:21]1.[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:6][c:7]([NH2:8])[cH:22][cH:23]1>C1CCOC1.Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:6][c:7]([NH:8][C:9](=[O:10])[c:11]2[cH:12][c:13]([C:14]([CH3:15])([CH3:16])[C:17]#[N:18])[cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"}",
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{
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},
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"metadata": "{\"annotations\":{\"ID\":\"US20100249119A1;1001;949430\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:13].O[C:11]([c:10]1[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:14]1)=[O:12]>C1CCOC1.CN(C)C=O>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[Cl:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"O=C(Cl)C(=O)[Cl:13].O[C:11]([c:10]1[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:14]1)=[O:12]>C1CCOC1.CN(C)C=O>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[Cl:13])[cH:14]1\"}",
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},
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},
{
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},
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"reactionStepId": "sa_10defba268795e94eac5e9ba",
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