Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN1CCN(Cc2ccc(NC(=O)Cc3ccc(Br)cc3F)cc2C(F)(F)F)CC1
InChiKey
DFNNCYHECGAZTP-UHFFFAOYSA-N
Route Signature
3264b83a2325173ca8d7f57489de7bac513cbb2e8b12334ca5e583aa1319cddd
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_e3d436a9b3c2f3a8a22834e0",
"signature": "3264b83a2325173ca8d7f57489de7bac513cbb2e8b12334ca5e583aa1319cddd",
"contentHash": "9cf3a6657eb8e0368927f39657e9c1ef82f83833733c51e6a582baabf74686de",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_8e8d383335ae8b2b06c334ad",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02334",
"moleculeId": "sa_8ca442f72e2d56906cdd53c1",
"smiles": "CCN1CCN(Cc2ccc(NC(=O)Cc3ccc(Br)cc3F)cc2C(F)(F)F)CC1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_8ca442f72e2d56906cdd53c1",
"inchikey": "DFNNCYHECGAZTP-UHFFFAOYSA-N",
"smiles": "CCN1CCN(Cc2ccc(NC(=O)Cc3ccc(Br)cc3F)cc2C(F)(F)F)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1872",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_8ca442f72e2d56906cdd53c1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8ca442f72e2d56906cdd53c1",
"inchikey": "DFNNCYHECGAZTP-UHFFFAOYSA-N",
"smiles": "CCN1CCN(Cc2ccc(NC(=O)Cc3ccc(Br)cc3F)cc2C(F)(F)F)CC1"
},
"smiles": "CCN1CCN(Cc2ccc(NC(=O)Cc3ccc(Br)cc3F)cc2C(F)(F)F)CC1",
"reactionStepId": "sa_3fa7a9efa45742aa6dd3f102",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271123A1;0528;1935262\",\"rsmi\":\"O[C:17](=[O:18])[CH2:19][c:20]1[c:21]([F:22])[cH:23][c:24]([Br:25])[cH:26][cH:27]1.[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH2:16])[cH:28][cH:29]2)[CH2:30][CH2:31]1>CCN(CC)CC.ClCCCl.ClCCl.On1nnc2ccccc21>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH:16][C:17](=[O:18])[CH2:19][c:20]3[c:21]([F:22])[cH:23][c:24]([Br:25])[cH:26][cH:27]3)[cH:28][cH:29]2)[CH2:30][CH2:31]1\"},\"mapped_reaction_smiles\":\"O[C:17](=[O:18])[CH2:19][c:20]1[c:21]([F:22])[cH:23][c:24]([Br:25])[cH:26][cH:27]1.[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH2:16])[cH:28][cH:29]2)[CH2:30][CH2:31]1>CCN(CC)CC.ClCCCl.ClCCl.On1nnc2ccccc21>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH:16][C:17](=[O:18])[CH2:19][c:20]3[c:21]([F:22])[cH:23][c:24]([Br:25])[cH:26][cH:27]3)[cH:28][cH:29]2)[CH2:30][CH2:31]1\"}",
"reactionStep": {
"id": "sa_3fa7a9efa45742aa6dd3f102",
"reactionHash": "503242e6ec1dc8c0149643f1e92a07667bfeaee3afdb0c1bd1e38449cdcffde3"
},
"children": [
{
"id": "1873",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_ccd14539d9b1196048a51f8b",
"parentId": "1872",
"isLeaf": false,
"molecule": {
"id": "sa_ccd14539d9b1196048a51f8b",
"inchikey": "PNBIYFPZODYMOO-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1ccc(Br)cc1F"
},
"smiles": "O=C(O)Cc1ccc(Br)cc1F",
"reactionStepId": "sa_e635cdac67ef524a86c1aa4b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271123A1;0256;1935153\",\"rsmi\":\"C[OH:3].N#[C:2][CH2:4][c:5]1[c:6]([F:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1.[OH2:1]>[Na+]>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([F:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"C[OH:3].N#[C:2][CH2:4][c:5]1[c:6]([F:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1.[OH2:1]>[Na+]>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([F:7])[cH:8][c:9]([Br:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_e635cdac67ef524a86c1aa4b",
"reactionHash": "034445c348d8f16c135756df5418f22904d6b908e42efb00c074a3db0495362d"
},
"children": [
{
"id": "1874",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "1873",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1875",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_40dd04aff6a5b70667ab95c3",
"parentId": "1873",
"isLeaf": true,
"molecule": {
"id": "sa_40dd04aff6a5b70667ab95c3",
"inchikey": "QLASQEZPJFNZQC-UHFFFAOYSA-N",
"smiles": "N#CCc1ccc(Br)cc1F"
},
"smiles": "N#CCc1ccc(Br)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1876",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "1873",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1877",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_a90d6953bd03c3a7b9cb8f6c",
"parentId": "1872",
"isLeaf": false,
"molecule": {
"id": "sa_a90d6953bd03c3a7b9cb8f6c",
"inchikey": "ZYWCDXFRHUHFNV-UHFFFAOYSA-N",
"smiles": "CCN1CCN(Cc2ccc(N)cc2C(F)(F)F)CC1"
},
"smiles": "CCN1CCN(Cc2ccc(N)cc2C(F)(F)F)CC1",
"reactionStepId": "sa_5b16f3961adbe22f175377b5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271123A1;0293;1935168\",\"rsmi\":\"O=[C:7]([N:6]1[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[CH2:20][CH2:19]1)[c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]1>C1CCOC1>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]2)[CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([N:6]1[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[CH2:20][CH2:19]1)[c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]1>C1CCOC1>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]2)[CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_5b16f3961adbe22f175377b5",
"reactionHash": "293e67cd4b7379301dcc687c5e4b37acff19fbce89095321a16cf2b49f2a8e96"
},
"children": [
{
"id": "1878",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_589736f2ae6a8c654fd9cca1",
"parentId": "1877",
"isLeaf": false,
"molecule": {
"id": "sa_589736f2ae6a8c654fd9cca1",
"inchikey": "WCBLUATWVAQQRM-UHFFFAOYSA-N",
"smiles": "CCN1CCN(C(=O)c2ccc(N)cc2C(F)(F)F)CC1"
},
"smiles": "CCN1CCN(C(=O)c2ccc(N)cc2C(F)(F)F)CC1",
"reactionStepId": "sa_5b72f863332fcdc5532cec8c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271123A1;0291;1935167\",\"rsmi\":\"O[C:7](=[O:8])[c:9]1[c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][c:16]([NH2:17])[cH:18][cH:19]1.[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][NH:6][CH2:20][CH2:21]1>CCN(CC)CC.ClCCCl.ClCCl.On1nnc2ccccc21>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([C:7](=[O:8])[c:9]2[c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][c:16]([NH2:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"O[C:7](=[O:8])[c:9]1[c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][c:16]([NH2:17])[cH:18][cH:19]1.[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][NH:6][CH2:20][CH2:21]1>CCN(CC)CC.ClCCCl.ClCCl.On1nnc2ccccc21>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([C:7](=[O:8])[c:9]2[c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][c:16]([NH2:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_5b72f863332fcdc5532cec8c",
"reactionHash": "6746eb0939bbf59872072b8744f0170d57808d4327b0416ef1408ebd709c9e3f"
},
"children": [
{
"id": "1879",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_4bc457992eca2abb5780aaf4",
"parentId": "1878",
"isLeaf": true,
"molecule": {
"id": "sa_4bc457992eca2abb5780aaf4",
"inchikey": "AMVHEVZYTGHASE-UHFFFAOYSA-N",
"smiles": "Nc1ccc(C(=O)O)c(C(F)(F)F)c1"
},
"smiles": "Nc1ccc(C(=O)O)c(C(F)(F)F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1880",
"routeId": "sa_e3d436a9b3c2f3a8a22834e0",
"moleculeId": "sa_bff60d800c0d93860b18bb26",
"parentId": "1878",
"isLeaf": true,
"molecule": {
"id": "sa_bff60d800c0d93860b18bb26",
"inchikey": "WGCYRFWNGRMRJA-UHFFFAOYSA-N",
"smiles": "CCN1CCNCC1"
},
"smiles": "CCN1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}