Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nn(C)c(-c2ccc(O)c(CCN(C)C)c2)c1C
InChiKey
GAEJIRUUZOACPW-UHFFFAOYSA-N
Route Signature
9002b5048091a5381fa548c1066320cb5282157b9b46d7be64655c6b700a6997
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c672be7e94e241a10c66e1a1",
"signature": "9002b5048091a5381fa548c1066320cb5282157b9b46d7be64655c6b700a6997",
"contentHash": "a431039ef7bfb0bf791c1f728050eecd3e48b188645af7b0ae4e37111c890a92",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_ae73194c15868e840c3e29a3",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04585",
"moleculeId": "sa_891bb8c2250fc1bddf45ec1a",
"smiles": "Cc1nn(C)c(-c2ccc(O)c(CCN(C)C)c2)c1C",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_891bb8c2250fc1bddf45ec1a",
"inchikey": "GAEJIRUUZOACPW-UHFFFAOYSA-N",
"smiles": "Cc1nn(C)c(-c2ccc(O)c(CCN(C)C)c2)c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15494",
"routeId": "sa_c672be7e94e241a10c66e1a1",
"moleculeId": "sa_891bb8c2250fc1bddf45ec1a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_891bb8c2250fc1bddf45ec1a",
"inchikey": "GAEJIRUUZOACPW-UHFFFAOYSA-N",
"smiles": "Cc1nn(C)c(-c2ccc(O)c(CCN(C)C)c2)c1C"
},
"smiles": "Cc1nn(C)c(-c2ccc(O)c(CCN(C)C)c2)c1C",
"reactionStepId": "sa_6df07a7b1da93235a6e3baa8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120322842A1;0161;1312781\",\"rsmi\":\"C[O:16][c:15]1[c:9]([CH2:10][CH2:11][N:12]([CH3:13])[CH3:14])[cH:8][c:7](-[c:6]2[n:4]([CH3:5])[n:3][c:2]([CH3:1])[c:19]2[CH3:20])[cH:18][cH:17]1>BrB(Br)Br.CO.ClCCl>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6](-[c:7]2[cH:8][c:9]([CH2:10][CH2:11][N:12]([CH3:13])[CH3:14])[c:15]([OH:16])[cH:17][cH:18]2)[c:19]1[CH3:20]\"},\"mapped_reaction_smiles\":\"C[O:16][c:15]1[c:9]([CH2:10][CH2:11][N:12]([CH3:13])[CH3:14])[cH:8][c:7](-[c:6]2[n:4]([CH3:5])[n:3][c:2]([CH3:1])[c:19]2[CH3:20])[cH:18][cH:17]1>BrB(Br)Br.CO.ClCCl>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6](-[c:7]2[cH:8][c:9]([CH2:10][CH2:11][N:12]([CH3:13])[CH3:14])[c:15]([OH:16])[cH:17][cH:18]2)[c:19]1[CH3:20]\"}",
"reactionStep": {
"id": "sa_6df07a7b1da93235a6e3baa8",
"reactionHash": "a798d580cda3f9d955a96626a1df3f91fa37468ca1247a635eb27537d5951225"
},
"children": [
{
"id": "15495",
"routeId": "sa_c672be7e94e241a10c66e1a1",
"moleculeId": "sa_4f6091750dd0d67eeb63dde8",
"parentId": "15494",
"isLeaf": false,
"molecule": {
"id": "sa_4f6091750dd0d67eeb63dde8",
"inchikey": "ALDZVUPUVREUQG-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2c(C)c(C)nn2C)cc1CCN(C)C"
},
"smiles": "COc1ccc(-c2c(C)c(C)nn2C)cc1CCN(C)C",
"reactionStepId": "sa_85a070116ebe5e7ef40d2531",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120322842A1;0159;1312780\",\"rsmi\":\"CC1(C)OB([c:11]2[cH:10][c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[c:3]([O:2][CH3:1])[cH:21][cH:20]2)OC1(C)C.O=S(=O)(O[c:12]1[c:13]([CH3:14])[c:15]([CH3:16])[n:17][n:18]1[CH3:19])C(F)(F)F>COCCOC.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[cH:10][c:11](-[c:12]2[c:13]([CH3:14])[c:15]([CH3:16])[n:17][n:18]2[CH3:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:11]2[cH:10][c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[c:3]([O:2][CH3:1])[cH:21][cH:20]2)OC1(C)C.O=S(=O)(O[c:12]1[c:13]([CH3:14])[c:15]([CH3:16])[n:17][n:18]1[CH3:19])C(F)(F)F>COCCOC.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[cH:10][c:11](-[c:12]2[c:13]([CH3:14])[c:15]([CH3:16])[n:17][n:18]2[CH3:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_85a070116ebe5e7ef40d2531",
"reactionHash": "042415e75f64ed7e702745016b31322a8fb3c81c03af87e54af1437adb4763ca"
},
"children": [
{
"id": "15496",
"routeId": "sa_c672be7e94e241a10c66e1a1",
"moleculeId": "sa_e2df178ba5e5bc4416704222",
"parentId": "15495",
"isLeaf": true,
"molecule": {
"id": "sa_e2df178ba5e5bc4416704222",
"inchikey": "LONSSJBNBWNHJE-UHFFFAOYSA-N",
"smiles": "Cc1nn(C)c(OS(=O)(=O)C(F)(F)F)c1C"
},
"smiles": "Cc1nn(C)c(OS(=O)(=O)C(F)(F)F)c1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15497",
"routeId": "sa_c672be7e94e241a10c66e1a1",
"moleculeId": "sa_513a2252a98d2b531417408d",
"parentId": "15495",
"isLeaf": false,
"molecule": {
"id": "sa_513a2252a98d2b531417408d",
"inchikey": "PWEUFUXULMVQPC-UHFFFAOYSA-N",
"smiles": "COc1ccc(B2OC(C)(C)C(C)(C)O2)cc1CCN(C)C"
},
"smiles": "COc1ccc(B2OC(C)(C)C(C)(C)O2)cc1CCN(C)C",
"reactionStepId": "sa_6b9ee6ca21fdb34871f48f2d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120322842A1;0150;1312778\",\"rsmi\":\"Br[c:11]1[cH:10][c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[c:3]([O:2][CH3:1])[cH:22][cH:21]1.CC(C)O[B:12]1[O:13][C:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[O:20]1>C1CCOC1.[Li]CCCC>[CH3:1][O:2][c:3]1[c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[cH:10][c:11]([B:12]2[O:13][C:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[O:20]2)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Br[c:11]1[cH:10][c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[c:3]([O:2][CH3:1])[cH:22][cH:21]1.CC(C)O[B:12]1[O:13][C:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[O:20]1>C1CCOC1.[Li]CCCC>[CH3:1][O:2][c:3]1[c:4]([CH2:5][CH2:6][N:7]([CH3:8])[CH3:9])[cH:10][c:11]([B:12]2[O:13][C:14]([CH3:15])([CH3:16])[C:17]([CH3:18])([CH3:19])[O:20]2)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_6b9ee6ca21fdb34871f48f2d",
"reactionHash": "be44edb897d4195e127d4f0ac70a6c9b1db9b8e4096ccaf6a48333352e33ed17"
},
"children": [
{
"id": "15498",
"routeId": "sa_c672be7e94e241a10c66e1a1",
"moleculeId": "sa_1617947046d7827f53088cc9",
"parentId": "15497",
"isLeaf": true,
"molecule": {
"id": "sa_1617947046d7827f53088cc9",
"inchikey": "MKEVRVXKHZKTSM-UHFFFAOYSA-N",
"smiles": "COc1ccc(Br)cc1CCN(C)C"
},
"smiles": "COc1ccc(Br)cc1CCN(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15499",
"routeId": "sa_c672be7e94e241a10c66e1a1",
"moleculeId": "sa_b6e2297b6c44b134993b2a34",
"parentId": "15497",
"isLeaf": true,
"molecule": {
"id": "sa_b6e2297b6c44b134993b2a34",
"inchikey": "MRWWWZLJWNIEEJ-UHFFFAOYSA-N",
"smiles": "CC(C)OB1OC(C)(C)C(C)(C)O1"
},
"smiles": "CC(C)OB1OC(C)(C)C(C)(C)O1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}