Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCC1(CCOc2ccnc(CS(=O)c3nc4ccccc4[nH]3)c2C)OCCO1
InChiKey
UXTOKVJVDGSHED-UHFFFAOYSA-N
Route Signature
4a637275acbaa8a3f57bbca6bee22ae8676707c4ec1bb945a00d1434f843f9ee
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_077620d7d05657dfb8c9b0b6",
"signature": "4a637275acbaa8a3f57bbca6bee22ae8676707c4ec1bb945a00d1434f843f9ee",
"contentHash": "350af1940e573206103687ff65ff5c01841ec0a3d8a94e053f901f42e27edd4e",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_fef56c69cc05c47833412bb9",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02196",
"moleculeId": "sa_f056a0603ca6b3894920019e",
"smiles": "CCCC1(CCOc2ccnc(CS(=O)c3nc4ccccc4[nH]3)c2C)OCCO1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f056a0603ca6b3894920019e",
"inchikey": "UXTOKVJVDGSHED-UHFFFAOYSA-N",
"smiles": "CCCC1(CCOc2ccnc(CS(=O)c3nc4ccccc4[nH]3)c2C)OCCO1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14667",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_f056a0603ca6b3894920019e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f056a0603ca6b3894920019e",
"inchikey": "UXTOKVJVDGSHED-UHFFFAOYSA-N",
"smiles": "CCCC1(CCOc2ccnc(CS(=O)c3nc4ccccc4[nH]3)c2C)OCCO1"
},
"smiles": "CCCC1(CCOc2ccnc(CS(=O)c3nc4ccccc4[nH]3)c2C)OCCO1",
"reactionStepId": "sa_bbdbe62f1f89b2225cf12552",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07425634B2;0437;856429\",\"rsmi\":\"O=C(O[OH:14])c1cccc(Cl)c1.[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][S:13][c:15]3[n:16][c:17]4[c:18]([cH:19][cH:20][cH:21][cH:22]4)[nH:23]3)[n:24][cH:25][cH:26]2)[O:27][CH2:28][CH2:29][O:30]1>CCOC(C)=O.CO.Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][S:13](=[O:14])[c:15]3[n:16][c:17]4[c:18]([cH:19][cH:20][cH:21][cH:22]4)[nH:23]3)[n:24][cH:25][cH:26]2)[O:27][CH2:28][CH2:29][O:30]1\"},\"mapped_reaction_smiles\":\"O=C(O[OH:14])c1cccc(Cl)c1.[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][S:13][c:15]3[n:16][c:17]4[c:18]([cH:19][cH:20][cH:21][cH:22]4)[nH:23]3)[n:24][cH:25][cH:26]2)[O:27][CH2:28][CH2:29][O:30]1>CCOC(C)=O.CO.Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][S:13](=[O:14])[c:15]3[n:16][c:17]4[c:18]([cH:19][cH:20][cH:21][cH:22]4)[nH:23]3)[n:24][cH:25][cH:26]2)[O:27][CH2:28][CH2:29][O:30]1\"}",
"reactionStep": {
"id": "sa_bbdbe62f1f89b2225cf12552",
"reactionHash": "91c39c700f341a1d08d0689fa7b1a0afd91aa8d229f3374d005e6c9363c9c379"
},
"children": [
{
"id": "14668",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_71b6851e0589c2d2e508e95d",
"parentId": "14667",
"isLeaf": false,
"molecule": {
"id": "sa_71b6851e0589c2d2e508e95d",
"inchikey": "LBXKIEICBRHREF-UHFFFAOYSA-N",
"smiles": "CCCC1(CCOc2ccnc(CSc3nc4ccccc4[nH]3)c2C)OCCO1"
},
"smiles": "CCCC1(CCOc2ccnc(CSc3nc4ccccc4[nH]3)c2C)OCCO1",
"reactionStepId": "sa_f31d0f8f2c7ee97f33bae2e1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07425634B2;0434;856428\",\"rsmi\":\"O[CH2:12][c:11]1[c:9]([CH3:10])[c:8]([O:7][CH2:6][CH2:5][C:4]2([CH2:3][CH2:2][CH3:1])[O:26][CH2:27][CH2:28][O:29]2)[cH:25][cH:24][n:23]1.[SH:13][c:14]1[n:15][c:16]2[c:17]([cH:18][cH:19][cH:20][cH:21]2)[nH:22]1>C1CCOC1.CCN(CC)CC.CS(=O)(=O)Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][S:13][c:14]3[n:15][c:16]4[c:17]([cH:18][cH:19][cH:20][cH:21]4)[nH:22]3)[n:23][cH:24][cH:25]2)[O:26][CH2:27][CH2:28][O:29]1\"},\"mapped_reaction_smiles\":\"O[CH2:12][c:11]1[c:9]([CH3:10])[c:8]([O:7][CH2:6][CH2:5][C:4]2([CH2:3][CH2:2][CH3:1])[O:26][CH2:27][CH2:28][O:29]2)[cH:25][cH:24][n:23]1.[SH:13][c:14]1[n:15][c:16]2[c:17]([cH:18][cH:19][cH:20][cH:21]2)[nH:22]1>C1CCOC1.CCN(CC)CC.CS(=O)(=O)Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][S:13][c:14]3[n:15][c:16]4[c:17]([cH:18][cH:19][cH:20][cH:21]4)[nH:22]3)[n:23][cH:24][cH:25]2)[O:26][CH2:27][CH2:28][O:29]1\"}",
"reactionStep": {
"id": "sa_f31d0f8f2c7ee97f33bae2e1",
"reactionHash": "8deedba922b0abb2fde6da44eb5c214830a71181fa9fc4f501c1549fbae02bf2"
},
"children": [
{
"id": "14669",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_0086b14bfdf3c91595341c7c",
"parentId": "14668",
"isLeaf": false,
"molecule": {
"id": "sa_0086b14bfdf3c91595341c7c",
"inchikey": "JILNQDZZVIKFFT-UHFFFAOYSA-N",
"smiles": "CCCC1(CCOc2ccnc(CO)c2C)OCCO1"
},
"smiles": "CCCC1(CCOc2ccnc(CO)c2C)OCCO1",
"reactionStepId": "sa_a0499f53b9d084e93c7f3fe7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07425634B2;0431;856427\",\"rsmi\":\"CC(=O)[O:13][CH2:12][c:11]1[c:9]([CH3:10])[c:8]([O:7][CH2:6][CH2:5][C:4]2([CH2:3][CH2:2][CH3:1])[O:17][CH2:18][CH2:19][O:20]2)[cH:16][cH:15][n:14]1>CO.[Na+].O>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][OH:13])[n:14][cH:15][cH:16]2)[O:17][CH2:18][CH2:19][O:20]1\"},\"mapped_reaction_smiles\":\"CC(=O)[O:13][CH2:12][c:11]1[c:9]([CH3:10])[c:8]([O:7][CH2:6][CH2:5][C:4]2([CH2:3][CH2:2][CH3:1])[O:17][CH2:18][CH2:19][O:20]2)[cH:16][cH:15][n:14]1>CO.[Na+].O>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][OH:13])[n:14][cH:15][cH:16]2)[O:17][CH2:18][CH2:19][O:20]1\"}",
"reactionStep": {
"id": "sa_a0499f53b9d084e93c7f3fe7",
"reactionHash": "72b6f7ed6a9aabe5b3a35c501c2c0d0cc0758a951b88a10605735b4569c8f4c1"
},
"children": [
{
"id": "14670",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_8f58dcbc712760e919757c79",
"parentId": "14669",
"isLeaf": false,
"molecule": {
"id": "sa_8f58dcbc712760e919757c79",
"inchikey": "QGGWTGHRPZQBIY-UHFFFAOYSA-N",
"smiles": "CCCC1(CCOc2ccnc(COC(C)=O)c2C)OCCO1"
},
"smiles": "CCCC1(CCOc2ccnc(COC(C)=O)c2C)OCCO1",
"reactionStepId": "sa_0992d486ad2c56ff02260190",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07425634B2;0428;856426\",\"rsmi\":\"CC(=O)[O:13][C:14]([CH3:15])=[O:16].[O-][n+:17]1[c:11]([CH3:12])[c:9]([CH3:10])[c:8]([O:7][CH2:6][CH2:5][C:4]2([CH2:3][CH2:2][CH3:1])[O:20][CH2:21][CH2:22][O:23]2)[cH:19][cH:18]1>>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][O:13][C:14]([CH3:15])=[O:16])[n:17][cH:18][cH:19]2)[O:20][CH2:21][CH2:22][O:23]1\"},\"mapped_reaction_smiles\":\"CC(=O)[O:13][C:14]([CH3:15])=[O:16].[O-][n+:17]1[c:11]([CH3:12])[c:9]([CH3:10])[c:8]([O:7][CH2:6][CH2:5][C:4]2([CH2:3][CH2:2][CH3:1])[O:20][CH2:21][CH2:22][O:23]2)[cH:19][cH:18]1>>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH2:12][O:13][C:14]([CH3:15])=[O:16])[n:17][cH:18][cH:19]2)[O:20][CH2:21][CH2:22][O:23]1\"}",
"reactionStep": {
"id": "sa_0992d486ad2c56ff02260190",
"reactionHash": "46edbe1f95b4bfff986f284710bf543b0436e960932d9ed8b2169a940dfba247"
},
"children": [
{
"id": "14671",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_95e5cfa372dc84f83b9154bb",
"parentId": "14670",
"isLeaf": false,
"molecule": {
"id": "sa_95e5cfa372dc84f83b9154bb",
"inchikey": "ALSKJOSNFIPVDI-UHFFFAOYSA-N",
"smiles": "CCCC1(CCOc2cc[n+]([O-])c(C)c2C)OCCO1"
},
"smiles": "CCCC1(CCOc2cc[n+]([O-])c(C)c2C)OCCO1",
"reactionStepId": "sa_c5ac8485b44b843afcccf969",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07425634B2;0425;856425\",\"rsmi\":\"Cl[c:8]1[c:9]([CH3:10])[c:11]([CH3:12])[n+:13]([O-:14])[cH:15][cH:16]1.[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][OH:7])[O:17][CH2:18][CH2:19][O:20]1>CS(C)=O.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH3:12])[n+:13]([O-:14])[cH:15][cH:16]2)[O:17][CH2:18][CH2:19][O:20]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[c:9]([CH3:10])[c:11]([CH3:12])[n+:13]([O-:14])[cH:15][cH:16]1.[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][OH:7])[O:17][CH2:18][CH2:19][O:20]1>CS(C)=O.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][C:4]1([CH2:5][CH2:6][O:7][c:8]2[c:9]([CH3:10])[c:11]([CH3:12])[n+:13]([O-:14])[cH:15][cH:16]2)[O:17][CH2:18][CH2:19][O:20]1\"}",
"reactionStep": {
"id": "sa_c5ac8485b44b843afcccf969",
"reactionHash": "68710f132e64cb779f317d7e361c1224cabd0f42004e01092e5297c9e57f8800"
},
"children": [
{
"id": "14672",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_860f13ac38cab3f44cd3d70e",
"parentId": "14671",
"isLeaf": true,
"molecule": {
"id": "sa_860f13ac38cab3f44cd3d70e",
"inchikey": "MCUYHRNUDDANSO-UHFFFAOYSA-N",
"smiles": "Cc1c(Cl)cc[n+]([O-])c1C"
},
"smiles": "Cc1c(Cl)cc[n+]([O-])c1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14673",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_b2aff5f998191c2fcb67b3ff",
"parentId": "14671",
"isLeaf": true,
"molecule": {
"id": "sa_b2aff5f998191c2fcb67b3ff",
"inchikey": "YNFBVALHBNOMPQ-UHFFFAOYSA-N",
"smiles": "CCCC1(CCO)OCCO1"
},
"smiles": "CCCC1(CCO)OCCO1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14674",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "14670",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14675",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_40b64d20223d1358efada2f7",
"parentId": "14668",
"isLeaf": true,
"molecule": {
"id": "sa_40b64d20223d1358efada2f7",
"inchikey": "YHMYGUUIMTVXNW-UHFFFAOYSA-N",
"smiles": "Sc1nc2ccccc2[nH]1"
},
"smiles": "Sc1nc2ccccc2[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14676",
"routeId": "sa_077620d7d05657dfb8c9b0b6",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "14667",
"isLeaf": true,
"molecule": {
"id": "sa_292aab804b3670e84ce954f3",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"smiles": "O=C(OO)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}