Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CN(C)CC(O)c3cnccn3)sc21
InChiKey
IRGIOMKNDVPETI-UHFFFAOYSA-N
Route Signature
7fa9a48732c1aff2ad8c350777340421fba28b566ac9ae49da7511147716dd39
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_ee7eafc1570bc1d8d5febca0",
"signature": "7fa9a48732c1aff2ad8c350777340421fba28b566ac9ae49da7511147716dd39",
"contentHash": "ccc85e37d51c444673a824bb24b71231153ecc86fc03fbbf9b19b004026715b1",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_301edcad7c96e30e4f96db4a",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03931",
"moleculeId": "sa_a8d2be378b2283cdaddb5577",
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CN(C)CC(O)c3cnccn3)sc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a8d2be378b2283cdaddb5577",
"inchikey": "IRGIOMKNDVPETI-UHFFFAOYSA-N",
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CN(C)CC(O)c3cnccn3)sc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11102",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_a8d2be378b2283cdaddb5577",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a8d2be378b2283cdaddb5577",
"inchikey": "IRGIOMKNDVPETI-UHFFFAOYSA-N",
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CN(C)CC(O)c3cnccn3)sc21"
},
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CN(C)CC(O)c3cnccn3)sc21",
"reactionStepId": "sa_fd07445798cefa50afa88295",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040110787A1;0389;161611\",\"rsmi\":\"Cl[CH2:23][c:22]1[s:21][c:20]2[n:3]([CH2:2][CH3:1])[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]3[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]3)[c:17](=[O:18])[c:19]2[cH:35]1.[NH:24]([CH3:25])[CH2:26][CH:27]([OH:28])[c:29]1[n:30][cH:31][cH:32][n:33][cH:34]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][CH2:2][n:3]1[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]2[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[c:17](=[O:18])[c:19]2[c:20]1[s:21][c:22]([CH2:23][N:24]([CH3:25])[CH2:26][CH:27]([OH:28])[c:29]1[n:30][cH:31][cH:32][n:33][cH:34]1)[cH:35]2\"},\"mapped_reaction_smiles\":\"Cl[CH2:23][c:22]1[s:21][c:20]2[n:3]([CH2:2][CH3:1])[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]3[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]3)[c:17](=[O:18])[c:19]2[cH:35]1.[NH:24]([CH3:25])[CH2:26][CH:27]([OH:28])[c:29]1[n:30][cH:31][cH:32][n:33][cH:34]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][CH2:2][n:3]1[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]2[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[c:17](=[O:18])[c:19]2[c:20]1[s:21][c:22]([CH2:23][N:24]([CH3:25])[CH2:26][CH:27]([OH:28])[c:29]1[n:30][cH:31][cH:32][n:33][cH:34]1)[cH:35]2\"}",
"reactionStep": {
"id": "sa_fd07445798cefa50afa88295",
"reactionHash": "dc059f39b6ad7c8b28962c6983f7ecc11b876e10654682afd807d99734c07ca1"
},
"children": [
{
"id": "11103",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_2e841bfd1e2a9a56559d6e37",
"parentId": "11102",
"isLeaf": false,
"molecule": {
"id": "sa_2e841bfd1e2a9a56559d6e37",
"inchikey": "JDIQNVUEXRENHL-UHFFFAOYSA-N",
"smiles": "CNCC(O)c1cnccn1"
},
"smiles": "CNCC(O)c1cnccn1",
"reactionStepId": "sa_2cda12afd2af68a8b419fc94",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040110787A1;0333;161594\",\"rsmi\":\"Cl[CH2:3][CH:4]([OH:5])[c:6]1[n:7][cH:8][cH:9][n:10][cH:11]1.[CH3:1][NH2:2]>I.[Na+]>[CH3:1][NH:2][CH2:3][CH:4]([OH:5])[c:6]1[n:7][cH:8][cH:9][n:10][cH:11]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][CH:4]([OH:5])[c:6]1[n:7][cH:8][cH:9][n:10][cH:11]1.[CH3:1][NH2:2]>I.[Na+]>[CH3:1][NH:2][CH2:3][CH:4]([OH:5])[c:6]1[n:7][cH:8][cH:9][n:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_2cda12afd2af68a8b419fc94",
"reactionHash": "c88836457ef4de3e775f83b438320f759e6ea50d382dbbbfdfcef922dc2015e2"
},
"children": [
{
"id": "11104",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "11103",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11105",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_c6bfb4c0cba79c9a8ec60bba",
"parentId": "11103",
"isLeaf": false,
"molecule": {
"id": "sa_c6bfb4c0cba79c9a8ec60bba",
"inchikey": "UUDOAGGITCXZJP-UHFFFAOYSA-N",
"smiles": "OC(CCl)c1cnccn1"
},
"smiles": "OC(CCl)c1cnccn1",
"reactionStepId": "sa_4ded5601b3dc279c39132e8c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040110787A1;0330;161593\",\"rsmi\":\"[O:1]=[C:2]([CH2:3][Cl:4])[c:5]1[n:6][cH:7][cH:8][n:9][cH:10]1>CO.O.O.O.O.O.O.O.B.[Ce+3].Cl.Cl.Cl.[Na+]>[OH:1][CH:2]([CH2:3][Cl:4])[c:5]1[n:6][cH:7][cH:8][n:9][cH:10]1\"},\"mapped_reaction_smiles\":\"[O:1]=[C:2]([CH2:3][Cl:4])[c:5]1[n:6][cH:7][cH:8][n:9][cH:10]1>CO.O.O.O.O.O.O.O.B.[Ce+3].Cl.Cl.Cl.[Na+]>[OH:1][CH:2]([CH2:3][Cl:4])[c:5]1[n:6][cH:7][cH:8][n:9][cH:10]1\"}",
"reactionStep": {
"id": "sa_4ded5601b3dc279c39132e8c",
"reactionHash": "1b513d04519ca061a321f74c6b8381f5c354673b2175b73dbee86715fa08feba"
},
"children": [
{
"id": "11106",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_bffcf8e2ef0dbd11f147a58a",
"parentId": "11105",
"isLeaf": true,
"molecule": {
"id": "sa_bffcf8e2ef0dbd11f147a58a",
"inchikey": "MUSVFUJCZKWUTI-UHFFFAOYSA-N",
"smiles": "O=C(CCl)c1cnccn1"
},
"smiles": "O=C(CCl)c1cnccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11107",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_cd1d8484bb08508b2b694476",
"parentId": "11102",
"isLeaf": false,
"molecule": {
"id": "sa_cd1d8484bb08508b2b694476",
"inchikey": "UPWNAMQTLQURGO-UHFFFAOYSA-N",
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CCl)sc21"
},
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CCl)sc21",
"reactionStepId": "sa_d8c99bfa81b5b654b1f9a1d4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040110787A1;0249;161573\",\"rsmi\":\"CS(=O)(=O)[Cl:24].O[CH2:23][c:22]1[s:21][c:20]2[n:3]([CH2:2][CH3:1])[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]3[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]3)[c:17](=[O:18])[c:19]2[cH:25]1>CN(C)C=O.Cc1cc(C)nc(C)c1.O>[CH3:1][CH2:2][n:3]1[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]2[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[c:17](=[O:18])[c:19]2[c:20]1[s:21][c:22]([CH2:23][Cl:24])[cH:25]2\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[Cl:24].O[CH2:23][c:22]1[s:21][c:20]2[n:3]([CH2:2][CH3:1])[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]3[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]3)[c:17](=[O:18])[c:19]2[cH:25]1>CN(C)C=O.Cc1cc(C)nc(C)c1.O>[CH3:1][CH2:2][n:3]1[cH:4][c:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]2[cH:11][cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[c:17](=[O:18])[c:19]2[c:20]1[s:21][c:22]([CH2:23][Cl:24])[cH:25]2\"}",
"reactionStep": {
"id": "sa_d8c99bfa81b5b654b1f9a1d4",
"reactionHash": "f95bb9a146f7c338c3ee5347335c082fccfd55ce108503415abde86015ca3736"
},
"children": [
{
"id": "11108",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "11107",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11109",
"routeId": "sa_ee7eafc1570bc1d8d5febca0",
"moleculeId": "sa_78cf1b7fe863685923f6f3fc",
"parentId": "11107",
"isLeaf": true,
"molecule": {
"id": "sa_78cf1b7fe863685923f6f3fc",
"inchikey": "RBNYNODMUZWWPT-UHFFFAOYSA-N",
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CO)sc21"
},
"smiles": "CCn1cc(C(=O)NCc2ccc(Cl)cc2)c(=O)c2cc(CO)sc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}