Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1c[nH]c(-c2cc(Oc3cc(C(=O)Nc4cc(C)ccc4F)ccc3F)ccn2)c1
InChiKey
DYSHSHRKLARKDP-UHFFFAOYSA-N
Route Signature
ca145b05a828f09f49e0c8c1761bd285408f91df6ede13ed16da80282ab8727e
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_2b2b021b50332011c5896e85",
"signature": "ca145b05a828f09f49e0c8c1761bd285408f91df6ede13ed16da80282ab8727e",
"contentHash": "31bb99e0618242e755732f662d85c01fc5e8959f15402711d06a75cb7139ee05",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_aa41526e608cd10b1bd699b7",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08885",
"moleculeId": "sa_1064edde8d3f9d027a09434a",
"smiles": "COC(=O)c1c[nH]c(-c2cc(Oc3cc(C(=O)Nc4cc(C)ccc4F)ccc3F)ccn2)c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_1064edde8d3f9d027a09434a",
"inchikey": "DYSHSHRKLARKDP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1c[nH]c(-c2cc(Oc3cc(C(=O)Nc4cc(C)ccc4F)ccc3F)ccn2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11947",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_1064edde8d3f9d027a09434a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_1064edde8d3f9d027a09434a",
"inchikey": "DYSHSHRKLARKDP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1c[nH]c(-c2cc(Oc3cc(C(=O)Nc4cc(C)ccc4F)ccc3F)ccn2)c1"
},
"smiles": "COC(=O)c1c[nH]c(-c2cc(Oc3cc(C(=O)Nc4cc(C)ccc4F)ccc3F)ccn2)c1",
"reactionStepId": "sa_18b43a73635ee08535a4e85b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100212A1;0337;1511416\",\"rsmi\":\"CC1(C)OB([c:8]2[nH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:34]2)OC1(C)C.Cl[c:9]1[n:10][cH:11][cH:12][c:13]([O:14][c:15]2[c:16]([F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]3[c:25]([F:26])[cH:27][cH:28][c:29]([CH3:30])[cH:31]3)[cH:32]2)[cH:33]1>C1COCCO1.ClCCl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][c:8](-[c:9]2[n:10][cH:11][cH:12][c:13]([O:14][c:15]3[c:16]([F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]4[c:25]([F:26])[cH:27][cH:28][c:29]([CH3:30])[cH:31]4)[cH:32]3)[cH:33]2)[cH:34]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:8]2[nH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:34]2)OC1(C)C.Cl[c:9]1[n:10][cH:11][cH:12][c:13]([O:14][c:15]2[c:16]([F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]3[c:25]([F:26])[cH:27][cH:28][c:29]([CH3:30])[cH:31]3)[cH:32]2)[cH:33]1>C1COCCO1.ClCCl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][c:8](-[c:9]2[n:10][cH:11][cH:12][c:13]([O:14][c:15]3[c:16]([F:17])[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]4[c:25]([F:26])[cH:27][cH:28][c:29]([CH3:30])[cH:31]4)[cH:32]3)[cH:33]2)[cH:34]1\"}",
"reactionStep": {
"id": "sa_18b43a73635ee08535a4e85b",
"reactionHash": "415607e7baac95ff07e2a05a7f8f5cc5ab22e3e7d44dc40e42b202685b19d2bf"
},
"children": [
{
"id": "11948",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_742cd062edb69cdb80d0e7b4",
"parentId": "11947",
"isLeaf": false,
"molecule": {
"id": "sa_742cd062edb69cdb80d0e7b4",
"inchikey": "BSVMPMYZRFLSEK-UHFFFAOYSA-N",
"smiles": "COC(=O)c1c[nH]c(B2OC(C)(C)C(C)(C)O2)c1"
},
"smiles": "COC(=O)c1c[nH]c(B2OC(C)(C)C(C)(C)O2)c1",
"reactionStepId": "sa_c7289bbbd3ba9feb8e0e4944",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100212A1;0253;1511399\",\"rsmi\":\"CC1(C)OB([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)OC1(C)C.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][cH:8][cH:18]1>C1CCCCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][c:8]([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)OC1(C)C.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][cH:8][cH:18]1>C1CCCCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][c:8]([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_c7289bbbd3ba9feb8e0e4944",
"reactionHash": "00d5d2d01b7ddbf7c9147322dfbdb93e27a05fb002b03a69f6af49e3525852bd"
},
"children": [
{
"id": "11949",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "11948",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11950",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_ecdf498a21747503a0b74b05",
"parentId": "11948",
"isLeaf": true,
"molecule": {
"id": "sa_ecdf498a21747503a0b74b05",
"inchikey": "WLBNVSIQCFHAQB-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc[nH]c1"
},
"smiles": "COC(=O)c1cc[nH]c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11951",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_a554cd6c80863a8421bde40a",
"parentId": "11947",
"isLeaf": false,
"molecule": {
"id": "sa_a554cd6c80863a8421bde40a",
"inchikey": "XTEYIACHBSBCMJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(F)c(NC(=O)c2ccc(F)c(Oc3ccnc(Cl)c3)c2)c1"
},
"smiles": "Cc1ccc(F)c(NC(=O)c2ccc(F)c(Oc3ccnc(Cl)c3)c2)c1",
"reactionStepId": "sa_5fc7251fe2294deeac15173d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100212A1;0334;1511415\",\"rsmi\":\"O=[C:6]([OH:7])[c:8]1[cH:9][c:10]([O:11][c:12]2[cH:13][c:14]([Cl:15])[n:16][cH:17][cH:18]2)[c:19]([F:20])[cH:21][cH:22]1.[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[c:23]([F:24])[cH:25][cH:26]1>CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.CN1CCOCC1.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[cH:3][c:4]([NH:5][C:6](=[O:7])[c:8]2[cH:9][c:10]([O:11][c:12]3[cH:13][c:14]([Cl:15])[n:16][cH:17][cH:18]3)[c:19]([F:20])[cH:21][cH:22]2)[c:23]([F:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"O=[C:6]([OH:7])[c:8]1[cH:9][c:10]([O:11][c:12]2[cH:13][c:14]([Cl:15])[n:16][cH:17][cH:18]2)[c:19]([F:20])[cH:21][cH:22]1.[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[c:23]([F:24])[cH:25][cH:26]1>CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.CN1CCOCC1.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[cH:3][c:4]([NH:5][C:6](=[O:7])[c:8]2[cH:9][c:10]([O:11][c:12]3[cH:13][c:14]([Cl:15])[n:16][cH:17][cH:18]3)[c:19]([F:20])[cH:21][cH:22]2)[c:23]([F:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_5fc7251fe2294deeac15173d",
"reactionHash": "11fa77b0ac6093ed754d7ad7bc95c91063037e59c1ec9e255854c66eaacbdb8d"
},
"children": [
{
"id": "11952",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_506b9d04abd06da2c5865046",
"parentId": "11951",
"isLeaf": true,
"molecule": {
"id": "sa_506b9d04abd06da2c5865046",
"inchikey": "QZUXMXZNVAJNSE-UHFFFAOYSA-N",
"smiles": "Cc1ccc(F)c(N)c1"
},
"smiles": "Cc1ccc(F)c(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11953",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_7cbc0856b4a4bb49655c3849",
"parentId": "11951",
"isLeaf": false,
"molecule": {
"id": "sa_7cbc0856b4a4bb49655c3849",
"inchikey": "UTFGEGWNXLUHJK-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c(Oc2ccnc(Cl)c2)c1"
},
"smiles": "O=C(O)c1ccc(F)c(Oc2ccnc(Cl)c2)c1",
"reactionStepId": "sa_04d267347eb8d425cf24e7f9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100212A1;0332;1511414\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6]([O:7][c:8]2[cH:9][c:10]([Cl:11])[n:12][cH:13][cH:14]2)[c:15]([F:16])[cH:17][cH:18]1>C1CCOC1.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]([O:7][c:8]2[cH:9][c:10]([Cl:11])[n:12][cH:13][cH:14]2)[c:15]([F:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6]([O:7][c:8]2[cH:9][c:10]([Cl:11])[n:12][cH:13][cH:14]2)[c:15]([F:16])[cH:17][cH:18]1>C1CCOC1.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]([O:7][c:8]2[cH:9][c:10]([Cl:11])[n:12][cH:13][cH:14]2)[c:15]([F:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_04d267347eb8d425cf24e7f9",
"reactionHash": "3ca5defd13a42dac8bc9306cc25035f9be3588ee8528e0c25c57f78020017d20"
},
"children": [
{
"id": "11954",
"routeId": "sa_2b2b021b50332011c5896e85",
"moleculeId": "sa_78251e69dc0c454e1965b130",
"parentId": "11953",
"isLeaf": true,
"molecule": {
"id": "sa_78251e69dc0c454e1965b130",
"inchikey": "XOGSUIDNRWBVEA-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(Oc2ccnc(Cl)c2)c1"
},
"smiles": "COC(=O)c1ccc(F)c(Oc2ccnc(Cl)c2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}