Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)NC1CC(C)CCC1C(=O)N(c1cc(-c2ccccc2)sc1C(=O)O)C(C)C
InChiKey
LCTZLYUNNDNIDH-UHFFFAOYSA-N
Route Signature
e86b0eb464c322802f023ed549109064d7cefc9656e3abf4bd6ca1a6030fe331
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_26edabceaff3c21044ebfc57",
"signature": "e86b0eb464c322802f023ed549109064d7cefc9656e3abf4bd6ca1a6030fe331",
"contentHash": "66228a816ecb64a4620518d6811ac2bf9809e73a69e1a91c1eb1ef582ec7ab5b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b9b3a58902563c8e39478ac6",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04867",
"moleculeId": "sa_280d7ae4a707f352831fef0e",
"smiles": "CC(=O)NC1CC(C)CCC1C(=O)N(c1cc(-c2ccccc2)sc1C(=O)O)C(C)C",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_280d7ae4a707f352831fef0e",
"inchikey": "LCTZLYUNNDNIDH-UHFFFAOYSA-N",
"smiles": "CC(=O)NC1CC(C)CCC1C(=O)N(c1cc(-c2ccccc2)sc1C(=O)O)C(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15543",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_280d7ae4a707f352831fef0e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_280d7ae4a707f352831fef0e",
"inchikey": "LCTZLYUNNDNIDH-UHFFFAOYSA-N",
"smiles": "CC(=O)NC1CC(C)CCC1C(=O)N(c1cc(-c2ccccc2)sc1C(=O)O)C(C)C"
},
"smiles": "CC(=O)NC1CC(C)CCC1C(=O)N(c1cc(-c2ccccc2)sc1C(=O)O)C(C)C",
"reactionStepId": "sa_51c150a0bc4848b3d67036cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130096106A1;0409;1355638\",\"rsmi\":\"C[O:19][C:17]([c:16]1[c:15]([N:14]([C:12]([CH:11]2[CH:5]([NH:4][C:2]([CH3:1])=[O:3])[CH2:6][CH:7]([CH3:8])[CH2:9][CH2:10]2)=[O:13])[CH:29]([CH3:30])[CH3:31])[cH:28][c:21](-[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[s:20]1)=[O:18]>C1COCCO1.O.[Li+].O>[CH3:1][C:2](=[O:3])[NH:4][CH:5]1[CH2:6][CH:7]([CH3:8])[CH2:9][CH2:10][CH:11]1[C:12](=[O:13])[N:14]([c:15]1[c:16]([C:17](=[O:18])[OH:19])[s:20][c:21](-[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[cH:28]1)[CH:29]([CH3:30])[CH3:31]\"},\"mapped_reaction_smiles\":\"C[O:19][C:17]([c:16]1[c:15]([N:14]([C:12]([CH:11]2[CH:5]([NH:4][C:2]([CH3:1])=[O:3])[CH2:6][CH:7]([CH3:8])[CH2:9][CH2:10]2)=[O:13])[CH:29]([CH3:30])[CH3:31])[cH:28][c:21](-[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[s:20]1)=[O:18]>C1COCCO1.O.[Li+].O>[CH3:1][C:2](=[O:3])[NH:4][CH:5]1[CH2:6][CH:7]([CH3:8])[CH2:9][CH2:10][CH:11]1[C:12](=[O:13])[N:14]([c:15]1[c:16]([C:17](=[O:18])[OH:19])[s:20][c:21](-[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[cH:28]1)[CH:29]([CH3:30])[CH3:31]\"}",
"reactionStep": {
"id": "sa_51c150a0bc4848b3d67036cb",
"reactionHash": "62dc65bc300cbe865eb2cd1d94a42a826e37846e8415904ebdef99a125915561"
},
"children": [
{
"id": "15544",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_288e70b91034e2ca1b394d90",
"parentId": "15543",
"isLeaf": false,
"molecule": {
"id": "sa_288e70b91034e2ca1b394d90",
"inchikey": "ITFTXKSFCJVRAC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1N(C(=O)C1CCC(C)CC1NC(C)=O)C(C)C"
},
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1N(C(=O)C1CCC(C)CC1NC(C)=O)C(C)C",
"reactionStepId": "sa_50bd0f2c3e371fb7058eb165",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130096106A1;0408;1355637\",\"rsmi\":\"CC(=O)O[C:18]([CH3:19])=[O:20].[N-]=[N+]=[N:17][CH:16]1[CH:10]([C:8]([N:7]([c:6]2[c:5]([C:3]([O:2][CH3:1])=[O:4])[s:32][c:25](-[c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:24]2)[CH:21]([CH3:22])[CH3:23])=[O:9])[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15]1>CN(C)c1ccncc1.CO.Cl.ClCCl.[H][H].[Pd].c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH:16]2[NH:17][C:18]([CH3:19])=[O:20])[CH:21]([CH3:22])[CH3:23])[cH:24][c:25](-[c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[s:32]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:18]([CH3:19])=[O:20].[N-]=[N+]=[N:17][CH:16]1[CH:10]([C:8]([N:7]([c:6]2[c:5]([C:3]([O:2][CH3:1])=[O:4])[s:32][c:25](-[c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:24]2)[CH:21]([CH3:22])[CH3:23])=[O:9])[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15]1>CN(C)c1ccncc1.CO.Cl.ClCCl.[H][H].[Pd].c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH:16]2[NH:17][C:18]([CH3:19])=[O:20])[CH:21]([CH3:22])[CH3:23])[cH:24][c:25](-[c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[s:32]1\"}",
"reactionStep": {
"id": "sa_50bd0f2c3e371fb7058eb165",
"reactionHash": "bd0df5cda6d6e269958fca4a6899c9c343bfa374ec459f74b51cefaf833e7edb"
},
"children": [
{
"id": "15545",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_8d4d688aa713d7bc94dd04cd",
"parentId": "15544",
"isLeaf": false,
"molecule": {
"id": "sa_8d4d688aa713d7bc94dd04cd",
"inchikey": "VJMGKNYEXUOMPC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1N(C(=O)C1CCC(C)CC1N=[N+]=[N-])C(C)C"
},
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1N(C(=O)C1CCC(C)CC1N=[N+]=[N-])C(C)C",
"reactionStepId": "sa_97beb3823605213eab18d4b1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130096106A1;0407;1355636\",\"rsmi\":\"Cl[C:8](=[O:9])[CH:10]1[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH:16]1[N:17]=[N+:18]=[N-:19].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][CH:20]([CH3:21])[CH3:22])[cH:23][c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[s:31]1>CC1CC=C(C(=O)Cl)CC1.CCOC(C)=O.ClCCCl.O=C(O)O.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH:16]2[N:17]=[N+:18]=[N-:19])[CH:20]([CH3:21])[CH3:22])[cH:23][c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[s:31]1\"},\"mapped_reaction_smiles\":\"Cl[C:8](=[O:9])[CH:10]1[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH:16]1[N:17]=[N+:18]=[N-:19].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][CH:20]([CH3:21])[CH3:22])[cH:23][c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[s:31]1>CC1CC=C(C(=O)Cl)CC1.CCOC(C)=O.ClCCCl.O=C(O)O.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH:16]2[N:17]=[N+:18]=[N-:19])[CH:20]([CH3:21])[CH3:22])[cH:23][c:24](-[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[s:31]1\"}",
"reactionStep": {
"id": "sa_97beb3823605213eab18d4b1",
"reactionHash": "3b868f76988d779e90915cfdf022fc548db33934fecb04cd741bb32e2bb8a5b4"
},
"children": [
{
"id": "15546",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_a30da6c8fe88739841ae25ec",
"parentId": "15545",
"isLeaf": true,
"molecule": {
"id": "sa_a30da6c8fe88739841ae25ec",
"inchikey": "SHMIERNKSGZUSP-UHFFFAOYSA-N",
"smiles": "CC1CCC(C(=O)Cl)C(N=[N+]=[N-])C1"
},
"smiles": "CC1CCC(C(=O)Cl)C(N=[N+]=[N-])C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15547",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_9154da2d86daefe2b101774d",
"parentId": "15545",
"isLeaf": false,
"molecule": {
"id": "sa_9154da2d86daefe2b101774d",
"inchikey": "YAAGMAHPESSCLG-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1NC(C)C"
},
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1NC(C)C",
"reactionStepId": "sa_b2e53089302c8a5474b87fac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130096106A1;0389;1355629\",\"rsmi\":\"CO[C:8]([CH3:9])=[CH2:10].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH2:7])[cH:11][c:12](-[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[s:19]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CCOC(C)=O.ClCCCl.O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][CH:8]([CH3:9])[CH3:10])[cH:11][c:12](-[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[s:19]1\"},\"mapped_reaction_smiles\":\"CO[C:8]([CH3:9])=[CH2:10].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH2:7])[cH:11][c:12](-[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[s:19]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CCOC(C)=O.ClCCCl.O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][CH:8]([CH3:9])[CH3:10])[cH:11][c:12](-[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[s:19]1\"}",
"reactionStep": {
"id": "sa_b2e53089302c8a5474b87fac",
"reactionHash": "5824ef0381303f46004f3ae2d9f00d24468d4c8b232a17368d62475d20dbbf2a"
},
"children": [
{
"id": "15548",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_ad9d4f3a12c5b22035ca4b1a",
"parentId": "15547",
"isLeaf": true,
"molecule": {
"id": "sa_ad9d4f3a12c5b22035ca4b1a",
"inchikey": "QESSCNMSOLRYBO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1N"
},
"smiles": "COC(=O)c1sc(-c2ccccc2)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15549",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_80c62880c07d5ce2f0592ab0",
"parentId": "15547",
"isLeaf": true,
"molecule": {
"id": "sa_80c62880c07d5ce2f0592ab0",
"inchikey": "YOWQWFMSQCOSBA-UHFFFAOYSA-N",
"smiles": "C=C(C)OC"
},
"smiles": "C=C(C)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15550",
"routeId": "sa_26edabceaff3c21044ebfc57",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "15544",
"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": []
}
]
}
]
}
}