Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCNc1nc(-c2ccc(Cl)cc2SCC)nc2cc(C(F)(F)F)ccc12
InChiKey
AIGMBCNYRHQZIW-UHFFFAOYSA-N
Route Signature
38ee9c093e29d446233987252459938e1dc077abd28d789fe9f99e5db80c3337
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_469785afa6c6c7654fc64472",
"signature": "38ee9c093e29d446233987252459938e1dc077abd28d789fe9f99e5db80c3337",
"contentHash": "9b32ea56e6dbb2c4cb830b0f3e5e9b55d536fcf9dbcdf487d1659c6b9e871123",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_0a2074c118177ed656e3f94b",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02454",
"moleculeId": "sa_f88e4979b0cbfd5e5853cad4",
"smiles": "CCNc1nc(-c2ccc(Cl)cc2SCC)nc2cc(C(F)(F)F)ccc12",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f88e4979b0cbfd5e5853cad4",
"inchikey": "AIGMBCNYRHQZIW-UHFFFAOYSA-N",
"smiles": "CCNc1nc(-c2ccc(Cl)cc2SCC)nc2cc(C(F)(F)F)ccc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6372",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_f88e4979b0cbfd5e5853cad4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f88e4979b0cbfd5e5853cad4",
"inchikey": "AIGMBCNYRHQZIW-UHFFFAOYSA-N",
"smiles": "CCNc1nc(-c2ccc(Cl)cc2SCC)nc2cc(C(F)(F)F)ccc12"
},
"smiles": "CCNc1nc(-c2ccc(Cl)cc2SCC)nc2cc(C(F)(F)F)ccc12",
"reactionStepId": "sa_0586f880ab958e4bb69f6616",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160102100A1;1015;1863311\",\"rsmi\":\"Cl[c:4]1[n:5][c:6](-[c:7]2[c:8]([S:9][CH2:10][CH3:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[n:17][c:18]2[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26][c:27]12.[CH3:1][CH2:2][NH2:3]>C1CCOC1>[CH3:1][CH2:2][NH:3][c:4]1[n:5][c:6](-[c:7]2[c:8]([S:9][CH2:10][CH3:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[n:17][c:18]2[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26][c:27]12\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[n:5][c:6](-[c:7]2[c:8]([S:9][CH2:10][CH3:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[n:17][c:18]2[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26][c:27]12.[CH3:1][CH2:2][NH2:3]>C1CCOC1>[CH3:1][CH2:2][NH:3][c:4]1[n:5][c:6](-[c:7]2[c:8]([S:9][CH2:10][CH3:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[n:17][c:18]2[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26][c:27]12\"}",
"reactionStep": {
"id": "sa_0586f880ab958e4bb69f6616",
"reactionHash": "4abf8e231890f8234754e001fac452c7c85d4529543e7b4fbda58c2d5a6eaa9d"
},
"children": [
{
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"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_62bd79915a6bf7e1da3384a5",
"parentId": "6372",
"isLeaf": false,
"molecule": {
"id": "sa_62bd79915a6bf7e1da3384a5",
"inchikey": "AACGFPCRZFOAQQ-UHFFFAOYSA-N",
"smiles": "CCSc1cc(Cl)ccc1-c1nc(Cl)c2ccc(C(F)(F)F)cc2n1"
},
"smiles": "CCSc1cc(Cl)ccc1-c1nc(Cl)c2ccc(C(F)(F)F)cc2n1",
"reactionStepId": "sa_25875a350976b71a8eb957fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160102100A1;1013;1863310\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:19].O=[c:18]1[c:17]2[c:8]([n:7][c:6](-[c:5]3[c:4]([S:3][CH2:2][CH3:1])[cH:25][c:23]([Cl:24])[cH:22][cH:21]3)[nH:20]1)[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]2>CCN(C(C)C)C(C)C.Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH2:2][S:3][c:4]1[c:5](-[c:6]2[n:7][c:8]3[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16][c:17]3[c:18]([Cl:19])[n:20]2)[cH:21][cH:22][c:23]([Cl:24])[cH:25]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:19].O=[c:18]1[c:17]2[c:8]([n:7][c:6](-[c:5]3[c:4]([S:3][CH2:2][CH3:1])[cH:25][c:23]([Cl:24])[cH:22][cH:21]3)[nH:20]1)[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]2>CCN(C(C)C)C(C)C.Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH2:2][S:3][c:4]1[c:5](-[c:6]2[n:7][c:8]3[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16][c:17]3[c:18]([Cl:19])[n:20]2)[cH:21][cH:22][c:23]([Cl:24])[cH:25]1\"}",
"reactionStep": {
"id": "sa_25875a350976b71a8eb957fc",
"reactionHash": "46fd71e934d2d68da796365acf0f6ab3235b4fd368d00b0d568ca0619c7b0e37"
},
"children": [
{
"id": "6374",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_cdaa36d2efa50570857d7a42",
"parentId": "6373",
"isLeaf": false,
"molecule": {
"id": "sa_cdaa36d2efa50570857d7a42",
"inchikey": "NCMWWZDHOCMDQV-UHFFFAOYSA-N",
"smiles": "CCSc1cc(Cl)ccc1-c1nc2cc(C(F)(F)F)ccc2c(=O)[nH]1"
},
"smiles": "CCSc1cc(Cl)ccc1-c1nc2cc(C(F)(F)F)ccc2c(=O)[nH]1",
"reactionStepId": "sa_592a5c7d51b214d505262c17",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160102100A1;1012;1863309\",\"rsmi\":\"O=[CH:6][c:5]1[c:4]([S:3][CH2:2][CH3:1])[cH:25][c:23]([Cl:24])[cH:22][cH:21]1.[NH2:7][c:8]1[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16][c:17]1[C:18](=[O:19])[NH2:20]>CC(=O)N(C)C.O.O=C(O)O.O=S(O)O.[Na+].[Na+]>[CH3:1][CH2:2][S:3][c:4]1[c:5](-[c:6]2[n:7][c:8]3[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16][c:17]3[c:18](=[O:19])[nH:20]2)[cH:21][cH:22][c:23]([Cl:24])[cH:25]1\"},\"mapped_reaction_smiles\":\"O=[CH:6][c:5]1[c:4]([S:3][CH2:2][CH3:1])[cH:25][c:23]([Cl:24])[cH:22][cH:21]1.[NH2:7][c:8]1[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16][c:17]1[C:18](=[O:19])[NH2:20]>CC(=O)N(C)C.O.O=C(O)O.O=S(O)O.[Na+].[Na+]>[CH3:1][CH2:2][S:3][c:4]1[c:5](-[c:6]2[n:7][c:8]3[cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16][c:17]3[c:18](=[O:19])[nH:20]2)[cH:21][cH:22][c:23]([Cl:24])[cH:25]1\"}",
"reactionStep": {
"id": "sa_592a5c7d51b214d505262c17",
"reactionHash": "2be1282e3558e8ca6115e3697db34eceae47f1f974331e389def580339572c1c"
},
"children": [
{
"id": "6375",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_5b468e889b8d199b57afbc76",
"parentId": "6374",
"isLeaf": true,
"molecule": {
"id": "sa_5b468e889b8d199b57afbc76",
"inchikey": "OUHZMLIWMQFCIR-UHFFFAOYSA-N",
"smiles": "NC(=O)c1ccc(C(F)(F)F)cc1N"
},
"smiles": "NC(=O)c1ccc(C(F)(F)F)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6376",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_4868721f35f98832243fc403",
"parentId": "6374",
"isLeaf": false,
"molecule": {
"id": "sa_4868721f35f98832243fc403",
"inchikey": "WPCYTVWAQAGWGC-UHFFFAOYSA-N",
"smiles": "CCSc1cc(Cl)ccc1C=O"
},
"smiles": "CCSc1cc(Cl)ccc1C=O",
"reactionStepId": "sa_ce79899d8766111e794cfb84",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160102100A1;1011;1863308\",\"rsmi\":\"F[c:4]1[c:5]([CH:6]=[O:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1.[CH3:1][CH2:2][SH:3]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][S:3][c:4]1[c:5]([CH:6]=[O:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"F[c:4]1[c:5]([CH:6]=[O:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1.[CH3:1][CH2:2][SH:3]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][S:3][c:4]1[c:5]([CH:6]=[O:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1\"}",
"reactionStep": {
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"reactionHash": "b5b185e6c2ec3d47acc97028c78793fba370b2a1d0aa9acc313da60fec42d5cf"
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"children": [
{
"id": "6377",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_e6777012c245e693c1a563d0",
"parentId": "6376",
"isLeaf": true,
"molecule": {
"id": "sa_e6777012c245e693c1a563d0",
"inchikey": "DNJIEGIFACGWOD-UHFFFAOYSA-N",
"smiles": "CCS"
},
"smiles": "CCS",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6378",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_664c8f218454217d2bbac090",
"parentId": "6376",
"isLeaf": true,
"molecule": {
"id": "sa_664c8f218454217d2bbac090",
"inchikey": "UVGYSEIWAOOIJR-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(Cl)cc1F"
},
"smiles": "O=Cc1ccc(Cl)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6379",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "6373",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6380",
"routeId": "sa_469785afa6c6c7654fc64472",
"moleculeId": "sa_89fd0a98f6b54999b99c6e8f",
"parentId": "6372",
"isLeaf": true,
"molecule": {
"id": "sa_89fd0a98f6b54999b99c6e8f",
"inchikey": "QUSNBJAOOMFDIB-UHFFFAOYSA-N",
"smiles": "CCN"
},
"smiles": "CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}