Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C
InChiKey
YQBOXCUDOIPATO-UHFFFAOYSA-N
Route Signature
253ee433cb1ca30e411b8ded26955a9f618f6d5f0ad3ff70a65a2f343e98cd2d
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d39a98703985741dd97ca149",
"signature": "253ee433cb1ca30e411b8ded26955a9f618f6d5f0ad3ff70a65a2f343e98cd2d",
"contentHash": "dc7f2df39ba604c67a813c23ba2b0a15c7093657e39a655868389e6c249e4980",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_b170166050812d422da29a10",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00117",
"moleculeId": "sa_897a70226993eb54e46324e4",
"smiles": "Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_897a70226993eb54e46324e4",
"inchikey": "YQBOXCUDOIPATO-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12465",
"routeId": "sa_d39a98703985741dd97ca149",
"moleculeId": "sa_897a70226993eb54e46324e4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_897a70226993eb54e46324e4",
"inchikey": "YQBOXCUDOIPATO-UHFFFAOYSA-N",
"smiles": "Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C"
},
"smiles": "Cc1nc(N)c2nc(C)n(CCCCCSc3ccccc3)c2c1C",
"reactionStepId": "sa_1e6537e23c9bf73a9c2df251",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032830A1;2123;227030\",\"rsmi\":\"[NH3:12].c1ccc(O[c:11]2[c:4]3[n:3][c:2]([CH3:1])[n:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19][c:20]4[cH:21][cH:22][cH:23][cH:24][cH:25]4)[c:5]3[c:6]([CH3:7])[c:8]([CH3:9])[n:10]2)cc1>CC(=O)O.O.[Na+].O>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[NH2:12])[n:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19][c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"[NH3:12].c1ccc(O[c:11]2[c:4]3[n:3][c:2]([CH3:1])[n:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19][c:20]4[cH:21][cH:22][cH:23][cH:24][cH:25]4)[c:5]3[c:6]([CH3:7])[c:8]([CH3:9])[n:10]2)cc1>CC(=O)O.O.[Na+].O>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[NH2:12])[n:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:19][c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
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"reactionHash": "c9397244a4b07627a06780d42d3a23c9a93dae38981df55e09701fe9a24cc70b"
},
"children": [
{
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"routeId": "sa_d39a98703985741dd97ca149",
"moleculeId": "sa_9749e9914c6f042e82c9e3e9",
"parentId": "12465",
"isLeaf": false,
"molecule": {
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"inchikey": "AREALVOSOMOZCM-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCCSc3ccccc3)c2c1C"
},
"smiles": "Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCCSc3ccccc3)c2c1C",
"reactionStepId": "sa_4d3ecc1992ffccf8cd861fc6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032830A1;2121;227029\",\"rsmi\":\"Cl[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][n:19]1[c:2]([CH3:1])[n:3][c:4]2[c:5]1[c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1.[SH:25][c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1>CN(C)C=O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[n:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][S:25][c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][n:19]1[c:2]([CH3:1])[n:3][c:4]2[c:5]1[c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1.[SH:25][c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1>CN(C)C=O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[n:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][S:25][c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1\"}",
"reactionStep": {
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"reactionHash": "f9d681647ece291599e8a29870e246aaa6291868cb8925dd06490ac40435bf35"
},
"children": [
{
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"moleculeId": "sa_bf2872ac0aee0290e9fff16f",
"parentId": "12466",
"isLeaf": false,
"molecule": {
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"inchikey": "DWZGGWUDOSJNND-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCCCl)c2c1C"
},
"smiles": "Cc1nc(Oc2ccccc2)c2nc(C)n(CCCCCCl)c2c1C",
"reactionStepId": "sa_7bdb294e2e4a236a03e3b3be",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032830A1;2113;227026\",\"rsmi\":\"CO[C:2](OC)(OC)[CH3:1].[NH2:3][c:4]1[c:5]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])[c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>C1CCOC1.CCOC(C)=O.Cl.c1ccncc1>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[n:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25]\"},\"mapped_reaction_smiles\":\"CO[C:2](OC)(OC)[CH3:1].[NH2:3][c:4]1[c:5]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])[c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>C1CCOC1.CCOC(C)=O.Cl.c1ccncc1>[CH3:1][c:2]1[n:3][c:4]2[c:5]([c:6]([CH3:7])[c:8]([CH3:9])[n:10][c:11]2[O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[n:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25]\"}",
"reactionStep": {
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"reactionHash": "7cfa225dd85ff535aee2bd4a1e8ca488eed9c4749e9c5e016fb17f3790fdaaa1"
},
"children": [
{
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"moleculeId": "sa_fd5020a2d2ed2ac000195478",
"parentId": "12467",
"isLeaf": false,
"molecule": {
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"inchikey": "GYXZGYAYYYNPDB-UHFFFAOYSA-N",
"smiles": "Cc1nc(Oc2ccccc2)c(N)c(NCCCCCCl)c1C"
},
"smiles": "Cc1nc(Oc2ccccc2)c(N)c(NCCCCCCl)c1C",
"reactionStepId": "sa_69a0ec28c69c39835d3650c8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032830A1;2111;227025\",\"rsmi\":\"O=[N+:14]([O-])[c:13]1[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:12])[c:3]([CH3:4])[c:2]([CH3:1])[n:23][c:15]1[O:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1>Cc1ccccc1.[Pt]>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:12])[c:13]([NH2:14])[c:15]([O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[n:23]1\"},\"mapped_reaction_smiles\":\"O=[N+:14]([O-])[c:13]1[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:12])[c:3]([CH3:4])[c:2]([CH3:1])[n:23][c:15]1[O:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1>Cc1ccccc1.[Pt]>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:12])[c:13]([NH2:14])[c:15]([O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[n:23]1\"}",
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"molecule": {
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"smiles": "Cc1nc(Oc2ccccc2)c([N+](=O)[O-])c(NCCCCCCl)c1C"
},
"smiles": "Cc1nc(Oc2ccccc2)c([N+](=O)[O-])c(NCCCCCCl)c1C",
"reactionStepId": "sa_b7c67827dffdba9e36167d32",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032830A1;2109;227024\",\"rsmi\":\"O=S(Cl)[Cl:23].O[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][NH:17][c:16]1[c:12]([N+:13](=[O:14])[O-:15])[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[c:24]1[CH3:25]>ClCCl>[CH3:1][c:2]1[n:3][c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([N+:13](=[O:14])[O-:15])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][Cl:23])[c:24]1[CH3:25]\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:23].O[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][NH:17][c:16]1[c:12]([N+:13](=[O:14])[O-:15])[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[c:24]1[CH3:25]>ClCCl>[CH3:1][c:2]1[n:3][c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([N+:13](=[O:14])[O-:15])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][Cl:23])[c:24]1[CH3:25]\"}",
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"children": [
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"molecule": {
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"smiles": "Cc1nc(Oc2ccccc2)c([N+](=O)[O-])c(NCCCCCO)c1C"
},
"smiles": "Cc1nc(Oc2ccccc2)c([N+](=O)[O-])c(NCCCCCO)c1C",
"reactionStepId": "sa_daa994a40b43f828a371df10",
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"metadata": "{\"annotations\":{\"ID\":\"US20050032830A1;2276;227069\",\"rsmi\":\"Cl[c:4]1[n:3][c:2]([CH3:1])[c:24]([CH3:25])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[c:12]1[N+:13](=[O:14])[O-:15].[OH:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>C1CCOC1.O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([N+:13](=[O:14])[O-:15])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[c:24]1[CH3:25]\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[n:3][c:2]([CH3:1])[c:24]([CH3:25])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[c:12]1[N+:13](=[O:14])[O-:15].[OH:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>C1CCOC1.O.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([N+:13](=[O:14])[O-:15])[c:16]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[c:24]1[CH3:25]\"}",
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"molecule": {
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"smiles": "Oc1ccccc1"
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"smiles": "Oc1ccccc1",
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{
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},
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"metadata": "{\"annotations\":{\"ID\":\"US20050032830A1;2105;227022\",\"rsmi\":\"Cl[c:5]1[c:3]([CH3:4])[c:2]([CH3:1])[n:19][c:17]([Cl:18])[c:13]1[N+:14](=[O:15])[O-:16].[NH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12]>CN(C)C=O>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])[c:13]([N+:14](=[O:15])[O-:16])[c:17]([Cl:18])[n:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[c:3]([CH3:4])[c:2]([CH3:1])[n:19][c:17]([Cl:18])[c:13]1[N+:14](=[O:15])[O-:16].[NH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12]>CN(C)C=O>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])[c:13]([N+:14](=[O:15])[O-:16])[c:17]([Cl:18])[n:19]1\"}",
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},
"smiles": "Cc1nc(Cl)c([N+](=O)[O-])c(Cl)c1C",
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{
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"smiles": "NCCCCCO"
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}
]
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]
},
{
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"molecule": {
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"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
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}
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]
},
{
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"molecule": {
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"smiles": "COC(C)(OC)OC"
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"smiles": "COC(C)(OC)OC",
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