Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@@H]1CCCN1CCCOc1ccc(-n2cc(C(=O)N3CCOCC3)cn2)cc1
InChiKey
IABXVJILZYNSTM-GOSISDBHSA-N
Route Signature
a5de744dbad3e35e30053ea8fbb6f22c1df09eaf6e43a51b0914c727787723a7
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_2fcc271130f732592d78923e",
"signature": "a5de744dbad3e35e30053ea8fbb6f22c1df09eaf6e43a51b0914c727787723a7",
"contentHash": "258214b2fbd30bef3a89f247f8c240828617669a1c855b08b941a4cf34d6817e",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_fd72b2b0326b390cee2198cf",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-02556",
"moleculeId": "sa_f51c053d19586f3da814609c",
"smiles": "C[C@@H]1CCCN1CCCOc1ccc(-n2cc(C(=O)N3CCOCC3)cn2)cc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f51c053d19586f3da814609c",
"inchikey": "IABXVJILZYNSTM-GOSISDBHSA-N",
"smiles": "C[C@@H]1CCCN1CCCOc1ccc(-n2cc(C(=O)N3CCOCC3)cn2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "1945",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_f51c053d19586f3da814609c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f51c053d19586f3da814609c",
"inchikey": "IABXVJILZYNSTM-GOSISDBHSA-N",
"smiles": "C[C@@H]1CCCN1CCCOc1ccc(-n2cc(C(=O)N3CCOCC3)cn2)cc1"
},
"smiles": "C[C@@H]1CCCN1CCCOc1ccc(-n2cc(C(=O)N3CCOCC3)cn2)cc1",
"reactionStepId": "sa_af56258ffa20ca85a1c20c2e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100267687A1;0321;959591\",\"rsmi\":\"I[c:14]1[cH:13][cH:12][c:11]([O:10][CH2:9][CH2:8][CH2:7][N:6]2[C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5]2)[cH:29][cH:28]1.[nH:15]1[cH:16][c:17]([C:18](=[O:19])[N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)[cH:26][n:27]1>CN(C)C=O.CN[C@@H]1CCCC[C@H]1NC.I[Cu]I.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][CH2:9][O:10][c:11]1[cH:12][cH:13][c:14](-[n:15]2[cH:16][c:17]([C:18](=[O:19])[N:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)[cH:26][n:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"I[c:14]1[cH:13][cH:12][c:11]([O:10][CH2:9][CH2:8][CH2:7][N:6]2[C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5]2)[cH:29][cH:28]1.[nH:15]1[cH:16][c:17]([C:18](=[O:19])[N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)[cH:26][n:27]1>CN(C)C=O.CN[C@@H]1CCCC[C@H]1NC.I[Cu]I.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][CH2:9][O:10][c:11]1[cH:12][cH:13][c:14](-[n:15]2[cH:16][c:17]([C:18](=[O:19])[N:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)[cH:26][n:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_af56258ffa20ca85a1c20c2e",
"reactionHash": "886ef469681dcd7eecdb37f1388900be49897ecef2e9f2635ba3a2f27b362a84"
},
"children": [
{
"id": "1946",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_f69edac9649236b4bd96d5dd",
"parentId": "1945",
"isLeaf": false,
"molecule": {
"id": "sa_f69edac9649236b4bd96d5dd",
"inchikey": "BSUUYSUZYIKWRR-UHFFFAOYSA-N",
"smiles": "O=C(c1cn[nH]c1)N1CCOCC1"
},
"smiles": "O=C(c1cn[nH]c1)N1CCOCC1",
"reactionStepId": "sa_b5327818dfe80572352fb715",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100267687A1;0319;959590\",\"rsmi\":\"O[C:2](=[O:1])[c:3]1[cH:4][nH:5][n:6][cH:7]1.[NH:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1>CCN=C=NCCCN(C)C.Cl.ClC(Cl)Cl.O.On1nnc2ccccc21>[O:1]=[C:2]([c:3]1[cH:4][nH:5][n:6][cH:7]1)[N:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:3]1[cH:4][nH:5][n:6][cH:7]1.[NH:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1>CCN=C=NCCCN(C)C.Cl.ClC(Cl)Cl.O.On1nnc2ccccc21>[O:1]=[C:2]([c:3]1[cH:4][nH:5][n:6][cH:7]1)[N:8]1[CH2:9][CH2:10][O:11][CH2:12][CH2:13]1\"}",
"reactionStep": {
"id": "sa_b5327818dfe80572352fb715",
"reactionHash": "0d31b4fe372052d15aeef0894fff336827664273c3853c18177334decd336344"
},
"children": [
{
"id": "1947",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_9cb4a112155e2a81e9ebbacf",
"parentId": "1946",
"isLeaf": true,
"molecule": {
"id": "sa_9cb4a112155e2a81e9ebbacf",
"inchikey": "IMBBXSASDSZJSX-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cn[nH]c1"
},
"smiles": "O=C(O)c1cn[nH]c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1948",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "1946",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1949",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_308455502ff7b748f180d33f",
"parentId": "1945",
"isLeaf": false,
"molecule": {
"id": "sa_308455502ff7b748f180d33f",
"inchikey": "UTRJNWWLPXDHJU-GFCCVEGCSA-N",
"smiles": "C[C@@H]1CCCN1CCCOc1ccc(I)cc1"
},
"smiles": "C[C@@H]1CCCN1CCCOc1ccc(I)cc1",
"reactionStepId": "sa_09a7d7651536b26cdc066d5b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100267687A1;0291;959585\",\"rsmi\":\"Cl[CH2:7][CH2:8][CH2:9][O:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1.[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][NH:6]1>CC#N.O.O=C(O)O.I.[K+].[K+].[Na+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][CH2:9][O:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:7][CH2:8][CH2:9][O:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1.[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][NH:6]1>CC#N.O.O=C(O)O.I.[K+].[K+].[Na+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][CH2:9][O:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_09a7d7651536b26cdc066d5b",
"reactionHash": "9b2d23c68fbb7f9ec8bf114e67895c34aa01ff8d64ae619693dca33b28372979"
},
"children": [
{
"id": "1950",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_7ffc208525daa89f4f9f7ebd",
"parentId": "1949",
"isLeaf": true,
"molecule": {
"id": "sa_7ffc208525daa89f4f9f7ebd",
"inchikey": "RGHPCLZJAFCTIK-RXMQYKEDSA-N",
"smiles": "C[C@@H]1CCCN1"
},
"smiles": "C[C@@H]1CCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1951",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_3ac879635e4d6539f368cca3",
"parentId": "1949",
"isLeaf": false,
"molecule": {
"id": "sa_3ac879635e4d6539f368cca3",
"inchikey": "WWMSKBGEBHMHEP-UHFFFAOYSA-N",
"smiles": "ClCCCOc1ccc(I)cc1"
},
"smiles": "ClCCCOc1ccc(I)cc1",
"reactionStepId": "sa_5afc964eeb42da84f4a49e1c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100267687A1;0289;959584\",\"rsmi\":\"Br[CH2:4][CH2:3][CH2:2][Cl:1].[OH:5][c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1>CCC(C)=O.O.O=C(O)O.[K+].[K+]>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Br[CH2:4][CH2:3][CH2:2][Cl:1].[OH:5][c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1>CCC(C)=O.O.O=C(O)O.[K+].[K+]>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_5afc964eeb42da84f4a49e1c",
"reactionHash": "f50bdd54786e62f29829e418fe3b1ec0b5fef72865c1c59e515b529462df1230"
},
"children": [
{
"id": "1952",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_7149fcf762422aa7fa1761c3",
"parentId": "1951",
"isLeaf": true,
"molecule": {
"id": "sa_7149fcf762422aa7fa1761c3",
"inchikey": "MFESCIUQSIBMSM-UHFFFAOYSA-N",
"smiles": "ClCCCBr"
},
"smiles": "ClCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1953",
"routeId": "sa_2fcc271130f732592d78923e",
"moleculeId": "sa_f959db49bb48c5c938f81b22",
"parentId": "1951",
"isLeaf": true,
"molecule": {
"id": "sa_f959db49bb48c5c938f81b22",
"inchikey": "VSMDINRNYYEDRN-UHFFFAOYSA-N",
"smiles": "Oc1ccc(I)cc1"
},
"smiles": "Oc1ccc(I)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}