Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)c1cc(N[C@H]2CC[C@@H](NC(=O)c3ccc(F)c(F)c3)CC2)ncn1
InChiKey
LJVXFSCMZUWVQZ-OKILXGFUSA-N
Route Signature
aa21f5b82d89713d8681e47d45762d2823412ee21c1fcebafe412536079a93eb
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_49f7261484890e02ec9b9665",
"signature": "aa21f5b82d89713d8681e47d45762d2823412ee21c1fcebafe412536079a93eb",
"contentHash": "87bbfe6290d03908a8ea3f183b52af3fad2095ae5f334fb860be11cbe8eeb480",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_6c686b758c4480f0d4ddc2f7",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07702",
"moleculeId": "sa_6d10fb01b984aa1c294b9ee4",
"smiles": "CN(C)c1cc(N[C@H]2CC[C@@H](NC(=O)c3ccc(F)c(F)c3)CC2)ncn1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_6d10fb01b984aa1c294b9ee4",
"inchikey": "LJVXFSCMZUWVQZ-OKILXGFUSA-N",
"smiles": "CN(C)c1cc(N[C@H]2CC[C@@H](NC(=O)c3ccc(F)c(F)c3)CC2)ncn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11782",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_6d10fb01b984aa1c294b9ee4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6d10fb01b984aa1c294b9ee4",
"inchikey": "LJVXFSCMZUWVQZ-OKILXGFUSA-N",
"smiles": "CN(C)c1cc(N[C@H]2CC[C@@H](NC(=O)c3ccc(F)c(F)c3)CC2)ncn1"
},
"smiles": "CN(C)c1cc(N[C@H]2CC[C@@H](NC(=O)c3ccc(F)c(F)c3)CC2)ncn1",
"reactionStepId": "sa_45d4bd4a10b3d8ec53bca4d0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090036448A1;1530;663505\",\"rsmi\":\"Cl[c:6]1[cH:5][c:4]([N:2]([CH3:1])[CH3:3])[n:27][cH:26][n:25]1.[NH2:7][C@H:8]1[CH2:9][CH2:10][C@@H:11]([NH:12][C:13](=[O:14])[c:15]2[cH:16][c:17]([F:18])[c:19]([F:20])[cH:21][cH:22]2)[CH2:23][CH2:24]1>O=C(O)O.[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]([NH:7][C@H:8]2[CH2:9][CH2:10][C@@H:11]([NH:12][C:13](=[O:14])[c:15]3[cH:16][c:17]([F:18])[c:19]([F:20])[cH:21][cH:22]3)[CH2:23][CH2:24]2)[n:25][cH:26][n:27]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[cH:5][c:4]([N:2]([CH3:1])[CH3:3])[n:27][cH:26][n:25]1.[NH2:7][C@H:8]1[CH2:9][CH2:10][C@@H:11]([NH:12][C:13](=[O:14])[c:15]2[cH:16][c:17]([F:18])[c:19]([F:20])[cH:21][cH:22]2)[CH2:23][CH2:24]1>O=C(O)O.[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]([NH:7][C@H:8]2[CH2:9][CH2:10][C@@H:11]([NH:12][C:13](=[O:14])[c:15]3[cH:16][c:17]([F:18])[c:19]([F:20])[cH:21][cH:22]3)[CH2:23][CH2:24]2)[n:25][cH:26][n:27]1\"}",
"reactionStep": {
"id": "sa_45d4bd4a10b3d8ec53bca4d0",
"reactionHash": "99085e3ffc9bae9059403b11f899f56428a6755d09bef1069395716093a06261"
},
"children": [
{
"id": "11783",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_4084bceee5b38bb3194889e6",
"parentId": "11782",
"isLeaf": false,
"molecule": {
"id": "sa_4084bceee5b38bb3194889e6",
"inchikey": "HQMCFYRDRCXBNL-AOOOYVTPSA-N",
"smiles": "N[C@H]1CC[C@@H](NC(=O)c2ccc(F)c(F)c2)CC1"
},
"smiles": "N[C@H]1CC[C@@H](NC(=O)c2ccc(F)c(F)c2)CC1",
"reactionStepId": "sa_14f2c3fa40aeda7aaa49c8e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090036448A1;1528;663504\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][C@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[c:9]2[cH:10][c:11]([F:12])[c:13]([F:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1>CCOC(C)=O.Cl>[NH2:1][C@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[c:9]2[cH:10][c:11]([F:12])[c:13]([F:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:1][C@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[c:9]2[cH:10][c:11]([F:12])[c:13]([F:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1>CCOC(C)=O.Cl>[NH2:1][C@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[c:9]2[cH:10][c:11]([F:12])[c:13]([F:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_14f2c3fa40aeda7aaa49c8e4",
"reactionHash": "ecc593732bf4a1a626f60ebc25cff3dcafa710ff34a9790e3b14a0a75a447e85"
},
"children": [
{
"id": "11784",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_0a1d83f137739e6c0b7c9034",
"parentId": "11783",
"isLeaf": false,
"molecule": {
"id": "sa_0a1d83f137739e6c0b7c9034",
"inchikey": "CSKVRMBNKPXRHR-BETUJISGSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@@H](NC(=O)c2ccc(F)c(F)c2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@@H](NC(=O)c2ccc(F)c(F)c2)CC1",
"reactionStepId": "sa_6151068be7f0c605c72ae04d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090036448A1;1526;663503\",\"rsmi\":\"O[C:14](=[O:15])[c:16]1[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][C@@H:12]([NH2:13])[CH2:24][CH2:25]1>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O.On1nnc2ccccc21>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][C@@H:12]([NH:13][C:14](=[O:15])[c:16]2[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]2)[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"O[C:14](=[O:15])[c:16]1[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][C@@H:12]([NH2:13])[CH2:24][CH2:25]1>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O.On1nnc2ccccc21>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][C@@H:12]([NH:13][C:14](=[O:15])[c:16]2[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]2)[CH2:24][CH2:25]1\"}",
"reactionStep": {
"id": "sa_6151068be7f0c605c72ae04d",
"reactionHash": "0833d8c24c94566414772923afae2a161ced4f89ab4c332a7a02a0fdaa93964b"
},
"children": [
{
"id": "11785",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_8caceabc7bdd375901eb79b4",
"parentId": "11784",
"isLeaf": true,
"molecule": {
"id": "sa_8caceabc7bdd375901eb79b4",
"inchikey": "FEYLUKDSKVSMSZ-DTORHVGOSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@@H](N)CC1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H]1CC[C@@H](N)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11786",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_b8df632b26246916e13badf8",
"parentId": "11784",
"isLeaf": true,
"molecule": {
"id": "sa_b8df632b26246916e13badf8",
"inchikey": "FPENCTDAQQQKNY-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c(F)c1"
},
"smiles": "O=C(O)c1ccc(F)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11787",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_0414f1dbd0061148caa149f3",
"parentId": "11782",
"isLeaf": false,
"molecule": {
"id": "sa_0414f1dbd0061148caa149f3",
"inchikey": "WAGVAZQFCOMORW-UHFFFAOYSA-N",
"smiles": "CN(C)c1cc(Cl)ncn1"
},
"smiles": "CN(C)c1cc(Cl)ncn1",
"reactionStepId": "sa_3a57941d72b08f64cb11c78e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090036448A1;1520;663501\",\"rsmi\":\"Cl[c:4]1[n:5][cH:6][n:7][c:8]([Cl:9])[cH:10]1.[CH3:1][NH:2][CH3:3]>C1CCOC1.CCN(C(C)C)C(C)C.O=C(O)O.[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][cH:6][n:7][c:8]([Cl:9])[cH:10]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[n:5][cH:6][n:7][c:8]([Cl:9])[cH:10]1.[CH3:1][NH:2][CH3:3]>C1CCOC1.CCN(C(C)C)C(C)C.O=C(O)O.[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][cH:6][n:7][c:8]([Cl:9])[cH:10]1\"}",
"reactionStep": {
"id": "sa_3a57941d72b08f64cb11c78e",
"reactionHash": "b8239e020926f81d2b04b2c8f8dcd05cc32502a4d7f8fc3ca888282f471620b2"
},
"children": [
{
"id": "11788",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_e2676e5c7c9d7a020ed1780e",
"parentId": "11787",
"isLeaf": true,
"molecule": {
"id": "sa_e2676e5c7c9d7a020ed1780e",
"inchikey": "ROSDSFDQCJNGOL-UHFFFAOYSA-N",
"smiles": "CNC"
},
"smiles": "CNC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11789",
"routeId": "sa_49f7261484890e02ec9b9665",
"moleculeId": "sa_db8aea1103296dc9b89dfb68",
"parentId": "11787",
"isLeaf": true,
"molecule": {
"id": "sa_db8aea1103296dc9b89dfb68",
"inchikey": "XJPZKYIHCLDXST-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)ncn1"
},
"smiles": "Clc1cc(Cl)ncn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}