Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1c(Sc2ccc(Nc3c(C#N)cnc4cc(OCCCCl)c(OC)cc34)cc2Cl)nc(C)c1C
InChiKey
WXWAAHRMXXFXCO-UHFFFAOYSA-N
Route Signature
10003ab9ef3b2c398a21cd4480321aeb50b54a6a6800401364d95109cc18d61a
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_25b955f1d21fe2e65dc4e8d2",
"signature": "10003ab9ef3b2c398a21cd4480321aeb50b54a6a6800401364d95109cc18d61a",
"contentHash": "9cfcda3884293b487e68dc986921362c4d01b7ac36fb721de8411ab28cfc3706",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_60f131280414989df1a5eeb1",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08898",
"moleculeId": "sa_582fcaf7250e6ffa7dbc23b1",
"smiles": "CCn1c(Sc2ccc(Nc3c(C#N)cnc4cc(OCCCCl)c(OC)cc34)cc2Cl)nc(C)c1C",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_582fcaf7250e6ffa7dbc23b1",
"inchikey": "WXWAAHRMXXFXCO-UHFFFAOYSA-N",
"smiles": "CCn1c(Sc2ccc(Nc3c(C#N)cnc4cc(OCCCCl)c(OC)cc34)cc2Cl)nc(C)c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11955",
"routeId": "sa_25b955f1d21fe2e65dc4e8d2",
"moleculeId": "sa_582fcaf7250e6ffa7dbc23b1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_582fcaf7250e6ffa7dbc23b1",
"inchikey": "WXWAAHRMXXFXCO-UHFFFAOYSA-N",
"smiles": "CCn1c(Sc2ccc(Nc3c(C#N)cnc4cc(OCCCCl)c(OC)cc34)cc2Cl)nc(C)c1C"
},
"smiles": "CCn1c(Sc2ccc(Nc3c(C#N)cnc4cc(OCCCCl)c(OC)cc34)cc2Cl)nc(C)c1C",
"reactionStepId": "sa_d1fd7268429a6052c31fd216",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090264427A1;0109;777011\",\"rsmi\":\"Cl[c:12]1[c:13]([C:14]#[N:15])[cH:16][n:17][c:18]2[cH:19][c:20]([O:21][CH2:22][CH2:23][CH2:24][Cl:25])[c:26]([O:27][CH3:28])[cH:29][c:30]12.[CH3:1][CH2:2][n:3]1[c:4]([S:5][c:6]2[c:7]([Cl:8])[cH:9][c:10]([NH2:11])[cH:31][cH:32]2)[n:33][c:34]([CH3:35])[c:36]1[CH3:37]>CCOC(C)O.Cl.c1ccncc1>[CH3:1][CH2:2][n:3]1[c:4]([S:5][c:6]2[c:7]([Cl:8])[cH:9][c:10]([NH:11][c:12]3[c:13]([C:14]#[N:15])[cH:16][n:17][c:18]4[cH:19][c:20]([O:21][CH2:22][CH2:23][CH2:24][Cl:25])[c:26]([O:27][CH3:28])[cH:29][c:30]34)[cH:31][cH:32]2)[n:33][c:34]([CH3:35])[c:36]1[CH3:37]\"},\"mapped_reaction_smiles\":\"Cl[c:12]1[c:13]([C:14]#[N:15])[cH:16][n:17][c:18]2[cH:19][c:20]([O:21][CH2:22][CH2:23][CH2:24][Cl:25])[c:26]([O:27][CH3:28])[cH:29][c:30]12.[CH3:1][CH2:2][n:3]1[c:4]([S:5][c:6]2[c:7]([Cl:8])[cH:9][c:10]([NH2:11])[cH:31][cH:32]2)[n:33][c:34]([CH3:35])[c:36]1[CH3:37]>CCOC(C)O.Cl.c1ccncc1>[CH3:1][CH2:2][n:3]1[c:4]([S:5][c:6]2[c:7]([Cl:8])[cH:9][c:10]([NH:11][c:12]3[c:13]([C:14]#[N:15])[cH:16][n:17][c:18]4[cH:19][c:20]([O:21][CH2:22][CH2:23][CH2:24][Cl:25])[c:26]([O:27][CH3:28])[cH:29][c:30]34)[cH:31][cH:32]2)[n:33][c:34]([CH3:35])[c:36]1[CH3:37]\"}",
"reactionStep": {
"id": "sa_d1fd7268429a6052c31fd216",
"reactionHash": "44503f0860eac1498fbccb273b43a9a9980e8b9c67fe47e6fc04591f72da2470"
},
"children": [
{
"id": "11956",
"routeId": "sa_25b955f1d21fe2e65dc4e8d2",
"moleculeId": "sa_12a4ab91082824c7e454e099",
"parentId": "11955",
"isLeaf": false,
"molecule": {
"id": "sa_12a4ab91082824c7e454e099",
"inchikey": "BEGHZKYNLSIHIA-UHFFFAOYSA-N",
"smiles": "COc1cc2c(Cl)c(C#N)cnc2cc1OCCCCl"
},
"smiles": "COc1cc2c(Cl)c(C#N)cnc2cc1OCCCCl",
"reactionStepId": "sa_b71081bcc715a8d68ffdc91f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090264427A1;0107;777010\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:18].O[c:17]1[c:14]([C:15]#[N:16])[cH:13][n:12][c:11]2[cH:10][c:4]([O:5][CH2:6][CH2:7][CH2:8][Cl:9])[c:3]([O:2][CH3:1])[cH:20][c:19]21>CN(C)C=O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][CH2:7][CH2:8][Cl:9])[cH:10][c:11]2[n:12][cH:13][c:14]([C:15]#[N:16])[c:17]([Cl:18])[c:19]2[cH:20]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:18].O[c:17]1[c:14]([C:15]#[N:16])[cH:13][n:12][c:11]2[cH:10][c:4]([O:5][CH2:6][CH2:7][CH2:8][Cl:9])[c:3]([O:2][CH3:1])[cH:20][c:19]21>CN(C)C=O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][CH2:7][CH2:8][Cl:9])[cH:10][c:11]2[n:12][cH:13][c:14]([C:15]#[N:16])[c:17]([Cl:18])[c:19]2[cH:20]1\"}",
"reactionStep": {
"id": "sa_b71081bcc715a8d68ffdc91f",
"reactionHash": "c1d81b518dc832652a519619cc8308d832dfce825f277717ac107027c5c5ce91"
},
"children": [
{
"id": "11957",
"routeId": "sa_25b955f1d21fe2e65dc4e8d2",
"moleculeId": "sa_839bd7c8fa2643f7ae9c2f2b",
"parentId": "11956",
"isLeaf": true,
"molecule": {
"id": "sa_839bd7c8fa2643f7ae9c2f2b",
"inchikey": "TUVSLUWYBFYQLA-UHFFFAOYSA-N",
"smiles": "COc1cc2c(=O)c(C#N)c[nH]c2cc1OCCCCl"
},
"smiles": "COc1cc2c(O)c(C#N)cnc2cc1OCCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11958",
"routeId": "sa_25b955f1d21fe2e65dc4e8d2",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "11956",
"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": "11959",
"routeId": "sa_25b955f1d21fe2e65dc4e8d2",
"moleculeId": "sa_74e1bee5704b8a457436770b",
"parentId": "11955",
"isLeaf": false,
"molecule": {
"id": "sa_74e1bee5704b8a457436770b",
"inchikey": "CTNYVXKAGZIAKR-UHFFFAOYSA-N",
"smiles": "CCn1c(Sc2ccc(N)cc2Cl)nc(C)c1C"
},
"smiles": "CCn1c(Sc2ccc(N)cc2Cl)nc(C)c1C",
"reactionStepId": "sa_a7b77cd53d5e0dadd5e4b1b7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090264427A1;0081;777002\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[cH:9][c:7]([Cl:8])[c:6]([S:5][c:4]2[n:3]([CH2:2][CH3:1])[c:17]([CH3:18])[c:15]([CH3:16])[n:14]2)[cH:13][cH:12]1>CCOC(C)=O.CO.O.O.Cl.[Fe].N>[CH3:1][CH2:2][n:3]1[c:4]([S:5][c:6]2[c:7]([Cl:8])[cH:9][c:10]([NH2:11])[cH:12][cH:13]2)[n:14][c:15]([CH3:16])[c:17]1[CH3:18]\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[cH:9][c:7]([Cl:8])[c:6]([S:5][c:4]2[n:3]([CH2:2][CH3:1])[c:17]([CH3:18])[c:15]([CH3:16])[n:14]2)[cH:13][cH:12]1>CCOC(C)=O.CO.O.O.Cl.[Fe].N>[CH3:1][CH2:2][n:3]1[c:4]([S:5][c:6]2[c:7]([Cl:8])[cH:9][c:10]([NH2:11])[cH:12][cH:13]2)[n:14][c:15]([CH3:16])[c:17]1[CH3:18]\"}",
"reactionStep": {
"id": "sa_a7b77cd53d5e0dadd5e4b1b7",
"reactionHash": "8a1b53135f28ec81b5cc9ebc72c6e75445174ba95bec54607ae90d84069ab3e1"
},
"children": [
{
"id": "11960",
"routeId": "sa_25b955f1d21fe2e65dc4e8d2",
"moleculeId": "sa_45e4f6d3b7fd6011192102c7",
"parentId": "11959",
"isLeaf": true,
"molecule": {
"id": "sa_45e4f6d3b7fd6011192102c7",
"inchikey": "PKDGXCYJFDCSOC-UHFFFAOYSA-N",
"smiles": "CCn1c(Sc2ccc([N+](=O)[O-])cc2Cl)nc(C)c1C"
},
"smiles": "CCn1c(Sc2ccc([N+](=O)[O-])cc2Cl)nc(C)c1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}