Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cccc(C(=CC2CCN(CCCCCCCCc3cccnc3)CC2)c2cccc(OC)c2)c1
InChiKey
AFCRADMZNNSCGT-UHFFFAOYSA-N
Route Signature
8d9156a30ae7d1f5dfc77111a08fc045b57417ea24f790ec3a5569a1d8e97059
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a91371d473eab1c1f100803d",
"signature": "8d9156a30ae7d1f5dfc77111a08fc045b57417ea24f790ec3a5569a1d8e97059",
"contentHash": "a5da9eb3212d1c3f623481935b716fe92d57b2a0b216a38a0e0df3e05b263a85",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_932f76fac13a24e9cf49aaff",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06179",
"moleculeId": "sa_5e932b36769a351be1d60ac8",
"smiles": "COc1cccc(C(=CC2CCN(CCCCCCCCc3cccnc3)CC2)c2cccc(OC)c2)c1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_5e932b36769a351be1d60ac8",
"inchikey": "AFCRADMZNNSCGT-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(=CC2CCN(CCCCCCCCc3cccnc3)CC2)c2cccc(OC)c2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11520",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_5e932b36769a351be1d60ac8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5e932b36769a351be1d60ac8",
"inchikey": "AFCRADMZNNSCGT-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(=CC2CCN(CCCCCCCCc3cccnc3)CC2)c2cccc(OC)c2)c1"
},
"smiles": "COc1cccc(C(=CC2CCN(CCCCCCCCc3cccnc3)CC2)c2cccc(OC)c2)c1",
"reactionStepId": "sa_eeddbee3cf8c2a88846f6e41",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04632925;;153926\",\"rsmi\":\"Cl[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][c:22]1[cH:23][cH:24][cH:25][n:26][cH:27]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[CH:9][CH:10]2[CH2:11][CH2:12][NH:13][CH2:28][CH2:29]2)[c:30]2[cH:31][c:32]([O:33][CH3:34])[cH:35][cH:36][cH:37]2)[cH:38]1>CN(C)C=O.O=C(O)O.I.[Na+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[CH:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][c:22]3[cH:23][cH:24][cH:25][n:26][cH:27]3)[CH2:28][CH2:29]2)[c:30]2[cH:31][c:32]([O:33][CH3:34])[cH:35][cH:36][cH:37]2)[cH:38]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][c:22]1[cH:23][cH:24][cH:25][n:26][cH:27]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[CH:9][CH:10]2[CH2:11][CH2:12][NH:13][CH2:28][CH2:29]2)[c:30]2[cH:31][c:32]([O:33][CH3:34])[cH:35][cH:36][cH:37]2)[cH:38]1>CN(C)C=O.O=C(O)O.I.[Na+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[CH:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][c:22]3[cH:23][cH:24][cH:25][n:26][cH:27]3)[CH2:28][CH2:29]2)[c:30]2[cH:31][c:32]([O:33][CH3:34])[cH:35][cH:36][cH:37]2)[cH:38]1\"}",
"reactionStep": {
"id": "sa_eeddbee3cf8c2a88846f6e41",
"reactionHash": "f22d52dc987fd44a93e3624fba870729565e3556560ef69ac02f0686bd081f09"
},
"children": [
{
"id": "11521",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_d49688e65d93df3386689e74",
"parentId": "11520",
"isLeaf": false,
"molecule": {
"id": "sa_d49688e65d93df3386689e74",
"inchikey": "KDGISVFKXDIFCO-UHFFFAOYSA-N",
"smiles": "ClCCCCCCCCc1cccnc1"
},
"smiles": "ClCCCCCCCCc1cccnc1",
"reactionStepId": "sa_5314ebfb2da5d010bf58a23e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04632925;;153920\",\"rsmi\":\"O=S(Cl)[Cl:1].O[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][n:14][cH:15]1>ClCCl>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][n:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:1].O[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][n:14][cH:15]1>ClCCl>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][n:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_5314ebfb2da5d010bf58a23e",
"reactionHash": "a6c50e0e194be5a78d4a47139f7bfd46ff4ff4f90846b6fdde18a26cf7c3a84f"
},
"children": [
{
"id": "11522",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "11521",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11523",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_1db40b656b58cfc35877db47",
"parentId": "11521",
"isLeaf": true,
"molecule": {
"id": "sa_1db40b656b58cfc35877db47",
"inchikey": "ZHPQAUZSUUMCJX-UHFFFAOYSA-N",
"smiles": "OCCCCCCCCc1cccnc1"
},
"smiles": "OCCCCCCCCc1cccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11524",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_29c2cc8644fc21924a7bfe1f",
"parentId": "11520",
"isLeaf": false,
"molecule": {
"id": "sa_29c2cc8644fc21924a7bfe1f",
"inchikey": "OMNBYAJHQNQJSV-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(=CC2CCNCC2)c2cccc(OC)c2)c1"
},
"smiles": "COc1cccc(C(=CC2CCNCC2)c2cccc(OC)c2)c1",
"reactionStepId": "sa_e8b358d9142409747516f041",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04632925;;153925\",\"rsmi\":\"O[C:8]([c:7]1[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:24]1)([CH2:9][CH:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1)[c:16]1[cH:17][c:18]([O:19][CH3:20])[cH:21][cH:22][cH:23]1>O=C(O)C(F)(F)F>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[CH:9][CH:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)[c:16]2[cH:17][c:18]([O:19][CH3:20])[cH:21][cH:22][cH:23]2)[cH:24]1\"},\"mapped_reaction_smiles\":\"O[C:8]([c:7]1[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:24]1)([CH2:9][CH:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1)[c:16]1[cH:17][c:18]([O:19][CH3:20])[cH:21][cH:22][cH:23]1>O=C(O)C(F)(F)F>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[CH:9][CH:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)[c:16]2[cH:17][c:18]([O:19][CH3:20])[cH:21][cH:22][cH:23]2)[cH:24]1\"}",
"reactionStep": {
"id": "sa_e8b358d9142409747516f041",
"reactionHash": "e453657c2d71c3c524e7d64f2bc61497f9cf03183a350bd0a78befa58aa7363e"
},
"children": [
{
"id": "11525",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_8e9065c038ed58498f0a482b",
"parentId": "11524",
"isLeaf": false,
"molecule": {
"id": "sa_8e9065c038ed58498f0a482b",
"inchikey": "CBFBFEIEHRSFSX-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(O)(CC2CCNCC2)c2cccc(OC)c2)c1"
},
"smiles": "COc1cccc(C(O)(CC2CCNCC2)c2cccc(OC)c2)c1",
"reactionStepId": "sa_ecf871c566bb7dfd4e89b175",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04632925;;153924\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8]([OH:9])([CH2:10][c:11]2[cH:12][cH:13][n:14][cH:15][cH:16]2)[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1>CC(=O)O.O=[Pt].[H][H]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8]([OH:9])([CH2:10][CH:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8]([OH:9])([CH2:10][c:11]2[cH:12][cH:13][n:14][cH:15][cH:16]2)[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1>CC(=O)O.O=[Pt].[H][H]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8]([OH:9])([CH2:10][CH:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1\"}",
"reactionStep": {
"id": "sa_ecf871c566bb7dfd4e89b175",
"reactionHash": "fa6f9e904053cb51e69f40faf41f5332a5701d3945534889f643810addad9bfb"
},
"children": [
{
"id": "11526",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_1ca9bd2986c04c10bbd582f1",
"parentId": "11525",
"isLeaf": false,
"molecule": {
"id": "sa_1ca9bd2986c04c10bbd582f1",
"inchikey": "INQDUUCFHYXMKG-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(O)(Cc2ccncc2)c2cccc(OC)c2)c1"
},
"smiles": "COc1cccc(C(O)(Cc2ccncc2)c2cccc(OC)c2)c1",
"reactionStepId": "sa_6be109e08d52ec81f6f934ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04632925;;153923\",\"rsmi\":\"[CH3:10][c:11]1[cH:12][cH:13][n:14][cH:15][cH:16]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1>C1CCOC1.[Li]c1ccccc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8]([OH:9])([CH2:10][c:11]2[cH:12][cH:13][n:14][cH:15][cH:16]2)[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1\"},\"mapped_reaction_smiles\":\"[CH3:10][c:11]1[cH:12][cH:13][n:14][cH:15][cH:16]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1>C1CCOC1.[Li]c1ccccc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8]([OH:9])([CH2:10][c:11]2[cH:12][cH:13][n:14][cH:15][cH:16]2)[c:17]2[cH:18][c:19]([O:20][CH3:21])[cH:22][cH:23][cH:24]2)[cH:25]1\"}",
"reactionStep": {
"id": "sa_6be109e08d52ec81f6f934ec",
"reactionHash": "70324d305339ae3b8ae48fb07c6ba3eb28a7add94daf9950e809a124a99ffaff"
},
"children": [
{
"id": "11527",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_dd6726d75be80c0429245db7",
"parentId": "11526",
"isLeaf": true,
"molecule": {
"id": "sa_dd6726d75be80c0429245db7",
"inchikey": "CRMSZGRTWXOBKL-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(=O)c2cccc(OC)c2)c1"
},
"smiles": "COc1cccc(C(=O)c2cccc(OC)c2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11528",
"routeId": "sa_a91371d473eab1c1f100803d",
"moleculeId": "sa_c7fef4d917c9761267430b81",
"parentId": "11526",
"isLeaf": true,
"molecule": {
"id": "sa_c7fef4d917c9761267430b81",
"inchikey": "FKNQCJSGGFJEIZ-UHFFFAOYSA-N",
"smiles": "Cc1ccncc1"
},
"smiles": "Cc1ccncc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}