Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)c1ccc2nc(N)c(C#N)c(NCc3cccs3)c2c1
InChiKey
FMGVXTHICOKCHV-UHFFFAOYSA-N
Route Signature
c0cedbcd1dd2e6ca9f17b879a595fd433bc160128c0767799adaa672aaa12627
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a37a1e6d1381cf8009bf1273",
"signature": "c0cedbcd1dd2e6ca9f17b879a595fd433bc160128c0767799adaa672aaa12627",
"contentHash": "c0e0a9a5939445eec5eed86487e23a658b6e2e7591e0c7a9bc841bcbc650769b",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_2011b1f2d2e4c8a416eaafeb",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00186",
"moleculeId": "sa_b4fbbd80f0764d4a417631bd",
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(NCc3cccs3)c2c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b4fbbd80f0764d4a417631bd",
"inchikey": "FMGVXTHICOKCHV-UHFFFAOYSA-N",
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(NCc3cccs3)c2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12703",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_b4fbbd80f0764d4a417631bd",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b4fbbd80f0764d4a417631bd",
"inchikey": "FMGVXTHICOKCHV-UHFFFAOYSA-N",
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(NCc3cccs3)c2c1"
},
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(NCc3cccs3)c2c1",
"reactionStepId": "sa_94ff4a842b8099813d945eb1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112092A1;0251;1051597\",\"rsmi\":\"Cl[c:14]1[c:11]([C:12]#[N:13])[c:9]([NH2:10])[n:8][c:7]2[cH:6][cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:23][c:22]21.[NH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][s:21]1>O>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][c:9]([NH2:10])[c:11]([C:12]#[N:13])[c:14]([NH:15][CH2:16][c:17]3[cH:18][cH:19][cH:20][s:21]3)[c:22]2[cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[c:11]([C:12]#[N:13])[c:9]([NH2:10])[n:8][c:7]2[cH:6][cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:23][c:22]21.[NH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][s:21]1>O>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][c:9]([NH2:10])[c:11]([C:12]#[N:13])[c:14]([NH:15][CH2:16][c:17]3[cH:18][cH:19][cH:20][s:21]3)[c:22]2[cH:23]1\"}",
"reactionStep": {
"id": "sa_94ff4a842b8099813d945eb1",
"reactionHash": "484c34a94950788f1d3d18f972eb20dc051a7eb10a777e01c42c33a7147f7126"
},
"children": [
{
"id": "12704",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_95ca0a4c9526863dd31ae782",
"parentId": "12703",
"isLeaf": true,
"molecule": {
"id": "sa_95ca0a4c9526863dd31ae782",
"inchikey": "FKKJJPMGAWGYPN-UHFFFAOYSA-N",
"smiles": "NCc1cccs1"
},
"smiles": "NCc1cccs1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12705",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_eb390a99114158a8c15ba103",
"parentId": "12703",
"isLeaf": false,
"molecule": {
"id": "sa_eb390a99114158a8c15ba103",
"inchikey": "TXGSVBAVJRRKQA-UHFFFAOYSA-N",
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(Cl)c2c1"
},
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(Cl)c2c1",
"reactionStepId": "sa_500542920a3dd9d19f7fe095",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112092A1;0235;1051590\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:15].O[c:14]1[c:11]([C:12]#[N:13])[c:9]([NH2:10])[n:8][c:7]2[cH:6][cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:17][c:16]21>[Na+].O>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][c:9]([NH2:10])[c:11]([C:12]#[N:13])[c:14]([Cl:15])[c:16]2[cH:17]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:15].O[c:14]1[c:11]([C:12]#[N:13])[c:9]([NH2:10])[n:8][c:7]2[cH:6][cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:17][c:16]21>[Na+].O>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][c:9]([NH2:10])[c:11]([C:12]#[N:13])[c:14]([Cl:15])[c:16]2[cH:17]1\"}",
"reactionStep": {
"id": "sa_500542920a3dd9d19f7fe095",
"reactionHash": "f992b9edc2847be22025f60db91a4dc662cc0abd8844920324ad715ca3272e1e"
},
"children": [
{
"id": "12706",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_74c2ef765b15511b7326ec64",
"parentId": "12705",
"isLeaf": false,
"molecule": {
"id": "sa_74c2ef765b15511b7326ec64",
"inchikey": "VYEOYGIEKRKOMF-UHFFFAOYSA-N",
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(O)c2c1"
},
"smiles": "CN(C)c1ccc2nc(N)c(C#N)c(O)c2c1",
"reactionStepId": "sa_0e4d8beaa54b1ecb3363ee15",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112092A1;0233;1051589\",\"rsmi\":\"O=[c:9]1o[c:14](=[O:15])[c:16]2[c:7]([cH:6][cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:17]2)[nH:8]1.O[CH:11](CC#[N:10])[C:12]#[N:13]>CN(C)C=O.O.[HH].[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][c:9]([NH2:10])[c:11]([C:12]#[N:13])[c:14]([OH:15])[c:16]2[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[c:9]1o[c:14](=[O:15])[c:16]2[c:7]([cH:6][cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:17]2)[nH:8]1.O[CH:11](CC#[N:10])[C:12]#[N:13]>CN(C)C=O.O.[HH].[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][c:9]([NH2:10])[c:11]([C:12]#[N:13])[c:14]([OH:15])[c:16]2[cH:17]1\"}",
"reactionStep": {
"id": "sa_0e4d8beaa54b1ecb3363ee15",
"reactionHash": "2d3af21fc12c02be0da28f4cedd02e5bd415e8948269b997a8a5fcfd629af965"
},
"children": [
{
"id": "12707",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_6eede31422c9494069e8d5f3",
"parentId": "12706",
"isLeaf": false,
"molecule": {
"id": "sa_6eede31422c9494069e8d5f3",
"inchikey": "AXWIAWCOIXYGJJ-UHFFFAOYSA-N",
"smiles": "CN(C)c1ccc2[nH]c(=O)oc(=O)c2c1"
},
"smiles": "CN(C)c1ccc2[nH]c(=O)oc(=O)c2c1",
"reactionStepId": "sa_88a0e846c11f801e1223f22d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112092A1;0231;1051588\",\"rsmi\":\"ClC(Cl)(Cl)O[C:9](Cl)=[O:10].[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH2:8])[c:14]([C:12]([OH:11])=[O:13])[cH:15]1>C1COCCO1.O>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[nH:8][c:9](=[O:10])[o:11][c:12](=[O:13])[c:14]2[cH:15]1\"},\"mapped_reaction_smiles\":\"ClC(Cl)(Cl)O[C:9](Cl)=[O:10].[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([NH2:8])[c:14]([C:12]([OH:11])=[O:13])[cH:15]1>C1COCCO1.O>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]2[nH:8][c:9](=[O:10])[o:11][c:12](=[O:13])[c:14]2[cH:15]1\"}",
"reactionStep": {
"id": "sa_88a0e846c11f801e1223f22d",
"reactionHash": "737bf160c192fa9b24ef456ebc1e9ba7801d8b8f3c2664bc6fc69c5ed22151e4"
},
"children": [
{
"id": "12708",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_ac7e6a17010a02e062566c0e",
"parentId": "12707",
"isLeaf": true,
"molecule": {
"id": "sa_ac7e6a17010a02e062566c0e",
"inchikey": "HCUYBXPSSCRKRF-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OC(Cl)(Cl)Cl"
},
"smiles": "O=C(Cl)OC(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12709",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_67477d6ab6af7c643f9d8084",
"parentId": "12707",
"isLeaf": false,
"molecule": {
"id": "sa_67477d6ab6af7c643f9d8084",
"inchikey": "RLGUSSRKLREISB-UHFFFAOYSA-N",
"smiles": "CN(C)c1ccc(N)c(C(=O)O)c1"
},
"smiles": "CN(C)c1ccc(N)c(C(=O)O)c1",
"reactionStepId": "sa_9c915a25f47ca29ccabf144f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112092A1;0229;1051587\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:6]([C:7](=[O:8])[OH:9])[cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:13][cH:12]1>C1=CCCCC1.CCO.[Pd]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]([C:7](=[O:8])[OH:9])[c:10]([NH2:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:6]([C:7](=[O:8])[OH:9])[cH:5][c:4]([N:2]([CH3:1])[CH3:3])[cH:13][cH:12]1>C1=CCCCC1.CCO.[Pd]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]([C:7](=[O:8])[OH:9])[c:10]([NH2:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_9c915a25f47ca29ccabf144f",
"reactionHash": "14045789206aa2151eb6155565c0c16e75c5326e9efe32f00cd5383a39799770"
},
"children": [
{
"id": "12710",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_9794fa772cd4a49cc3dd5dac",
"parentId": "12709",
"isLeaf": false,
"molecule": {
"id": "sa_9794fa772cd4a49cc3dd5dac",
"inchikey": "RIBZKYVKDZGFBP-UHFFFAOYSA-N",
"smiles": "CN(C)c1ccc([N+](=O)[O-])c(C(=O)O)c1"
},
"smiles": "CN(C)c1ccc([N+](=O)[O-])c(C(=O)O)c1",
"reactionStepId": "sa_c2137c289e8fe38945000ddf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112092A1;0227;1051586\",\"rsmi\":\"Cl[c:4]1[cH:5][c:6]([C:7](=[O:8])[OH:9])[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1.[CH3:1][NH:2][CH3:3]>>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]([C:7](=[O:8])[OH:9])[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[cH:5][c:6]([C:7](=[O:8])[OH:9])[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1.[CH3:1][NH:2][CH3:3]>>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]([C:7](=[O:8])[OH:9])[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_c2137c289e8fe38945000ddf",
"reactionHash": "429151f66b42280b7521502cd8da34e87fde6e433b211180ed228a2f8ba96e64"
},
"children": [
{
"id": "12711",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_e2676e5c7c9d7a020ed1780e",
"parentId": "12710",
"isLeaf": true,
"molecule": {
"id": "sa_e2676e5c7c9d7a020ed1780e",
"inchikey": "ROSDSFDQCJNGOL-UHFFFAOYSA-N",
"smiles": "CNC"
},
"smiles": "CNC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12712",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_65596e62cd306e9c453ff38f",
"parentId": "12710",
"isLeaf": true,
"molecule": {
"id": "sa_65596e62cd306e9c453ff38f",
"inchikey": "ZKUYSJHXBFFGPU-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(Cl)ccc1[N+](=O)[O-]"
},
"smiles": "O=C(O)c1cc(Cl)ccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "12713",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_6035514253388a9ebff8b961",
"parentId": "12706",
"isLeaf": true,
"molecule": {
"id": "sa_6035514253388a9ebff8b961",
"inchikey": "JXPDNDHCMMOJPC-UHFFFAOYSA-N",
"smiles": "N#CCC(O)C#N"
},
"smiles": "N#CCC(O)C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12714",
"routeId": "sa_a37a1e6d1381cf8009bf1273",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "12705",
"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": []
}
]
}
]
}
}