Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Oc1ccc(C=Cc2nc(CC3CCCCC3)no2)cc1O
InChiKey
XZUMYEHFMKSHGD-UHFFFAOYSA-N
Route Signature
a107dbc8787f6d028c3c822e4990f8a7e3729f788003a137c6bc29a5328d094c
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_96b049ab286d1065c36faf9c",
"signature": "a107dbc8787f6d028c3c822e4990f8a7e3729f788003a137c6bc29a5328d094c",
"contentHash": "4a65769607301545d480e8e9668ec45a3249fa35d0b1cca62c29ad95347955e0",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_1405f465a464f016b54ac9fc",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02093",
"moleculeId": "sa_d26276adc42d0aada9bb58e5",
"smiles": "Oc1ccc(C=Cc2nc(CC3CCCCC3)no2)cc1O",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_d26276adc42d0aada9bb58e5",
"inchikey": "XZUMYEHFMKSHGD-UHFFFAOYSA-N",
"smiles": "Oc1ccc(C=Cc2nc(CC3CCCCC3)no2)cc1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10588",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_d26276adc42d0aada9bb58e5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d26276adc42d0aada9bb58e5",
"inchikey": "XZUMYEHFMKSHGD-UHFFFAOYSA-N",
"smiles": "Oc1ccc(C=Cc2nc(CC3CCCCC3)no2)cc1O"
},
"smiles": "Oc1ccc(C=Cc2nc(CC3CCCCC3)no2)cc1O",
"reactionStepId": "sa_da4bf178e97021c4b97af5b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08629277B2;0453;1414161\",\"rsmi\":\"C[O:1][c:2]1[c:3]([O:22]C)[cH:4][c:5]([CH:6]=[CH:7][c:8]2[n:9][c:10]([CH2:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[n:18][o:19]2)[cH:20][cH:21]1>BrB(Br)Br.ClCCl>[OH:1][c:2]1[cH:3][cH:4][c:5]([CH:6]=[CH:7][c:8]2[n:9][c:10]([CH2:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[n:18][o:19]2)[cH:20][c:21]1[OH:22]\"},\"mapped_reaction_smiles\":\"C[O:1][c:2]1[c:3]([O:22]C)[cH:4][c:5]([CH:6]=[CH:7][c:8]2[n:9][c:10]([CH2:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[n:18][o:19]2)[cH:20][cH:21]1>BrB(Br)Br.ClCCl>[OH:1][c:2]1[cH:3][cH:4][c:5]([CH:6]=[CH:7][c:8]2[n:9][c:10]([CH2:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[n:18][o:19]2)[cH:20][c:21]1[OH:22]\"}",
"reactionStep": {
"id": "sa_da4bf178e97021c4b97af5b6",
"reactionHash": "4ccee81900ee6e7058736e32e08fc734d6dd43206e9354ba09793cbb7658910d"
},
"children": [
{
"id": "10589",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_a117e63494090b4455970063",
"parentId": "10588",
"isLeaf": false,
"molecule": {
"id": "sa_a117e63494090b4455970063",
"inchikey": "RQMVBCIAJXLZDZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(C=Cc2nc(CC3CCCCC3)no2)cc1OC"
},
"smiles": "COc1ccc(C=Cc2nc(CC3CCCCC3)no2)cc1OC",
"reactionStepId": "sa_c88e721149c3899b6c9b98fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08629277B2;0451;1414160\",\"rsmi\":\"O=[C:11](O)[CH:10]=[CH:9][c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:24][cH:23]1.[NH:12]=[C:13]([CH2:14][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1)[NH:21][OH:22]>Cc1ccccc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([CH:9]=[CH:10][c:11]2[n:12][c:13]([CH2:14][CH:15]3[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]3)[n:21][o:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O=[C:11](O)[CH:10]=[CH:9][c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:24][cH:23]1.[NH:12]=[C:13]([CH2:14][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1)[NH:21][OH:22]>Cc1ccccc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([CH:9]=[CH:10][c:11]2[n:12][c:13]([CH2:14][CH:15]3[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]3)[n:21][o:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_c88e721149c3899b6c9b98fc",
"reactionHash": "ebc41624663adc184df1bc0ac7b5e8418d7c97cb1bd00a6435b9d50f927acead"
},
"children": [
{
"id": "10590",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_22f23d4006132791d160d0d7",
"parentId": "10589",
"isLeaf": false,
"molecule": {
"id": "sa_22f23d4006132791d160d0d7",
"inchikey": "HJBWJAPEBGSQPR-UHFFFAOYSA-N",
"smiles": "COc1ccc(C=CC(=O)O)cc1OC"
},
"smiles": "COc1ccc(C=CC(=O)O)cc1OC",
"reactionStepId": "sa_4bf01d7a582e203b1e8beadd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08629277B2;0338;1414117\",\"rsmi\":\"O=C(O)[CH2:10][C:11](=[O:12])[OH:13].O=[CH:9][c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:15][cH:14]1>C1CCNCC1.O.[Na+].O.c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([CH:9]=[CH:10][C:11](=[O:12])[OH:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=C(O)[CH2:10][C:11](=[O:12])[OH:13].O=[CH:9][c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:15][cH:14]1>C1CCNCC1.O.[Na+].O.c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([CH:9]=[CH:10][C:11](=[O:12])[OH:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_4bf01d7a582e203b1e8beadd",
"reactionHash": "2cfb8172141828cf7354458023779f3b7da21b11f0a113a6926f733d1d9c9d69"
},
"children": [
{
"id": "10591",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_4a1b0ed29ccb7ff1c5d04fc6",
"parentId": "10590",
"isLeaf": true,
"molecule": {
"id": "sa_4a1b0ed29ccb7ff1c5d04fc6",
"inchikey": "OFOBLEOULBTSOW-UHFFFAOYSA-N",
"smiles": "O=C(O)CC(=O)O"
},
"smiles": "O=C(O)CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10592",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_cba8a029c3f2e4319133d9bc",
"parentId": "10590",
"isLeaf": true,
"molecule": {
"id": "sa_cba8a029c3f2e4319133d9bc",
"inchikey": "WJUFSDZVCOTFON-UHFFFAOYSA-N",
"smiles": "COc1ccc(C=O)cc1OC"
},
"smiles": "COc1ccc(C=O)cc1OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10593",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_68583789dc60b11b880863dc",
"parentId": "10589",
"isLeaf": false,
"molecule": {
"id": "sa_68583789dc60b11b880863dc",
"inchikey": "NGBKKVXCFFKISP-UHFFFAOYSA-N",
"smiles": "N=C(CC1CCCCC1)NO"
},
"smiles": "N=C(CC1CCCCC1)NO",
"reactionStepId": "sa_33443bfc3807dcb8070f9501",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08629277B2;0449;1414159\",\"rsmi\":\"[N:1]#[C:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1.[NH2:10][OH:11]>CC(C)O.Cc1ccccc1.Cl.O=C(O)O.[Na+]>[NH:1]=[C:2]([CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1)[NH:10][OH:11]\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1.[NH2:10][OH:11]>CC(C)O.Cc1ccccc1.Cl.O=C(O)O.[Na+]>[NH:1]=[C:2]([CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1)[NH:10][OH:11]\"}",
"reactionStep": {
"id": "sa_33443bfc3807dcb8070f9501",
"reactionHash": "fefcaa2f3cc35713b9859d6193867862bda9b3b05e689d2163173025acdd1716"
},
"children": [
{
"id": "10594",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "10593",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10595",
"routeId": "sa_96b049ab286d1065c36faf9c",
"moleculeId": "sa_b73f3bdbb3f766a4efcb7fd0",
"parentId": "10593",
"isLeaf": true,
"molecule": {
"id": "sa_b73f3bdbb3f766a4efcb7fd0",
"inchikey": "MXFPACNADGXIQY-UHFFFAOYSA-N",
"smiles": "N#CCC1CCCCC1"
},
"smiles": "N#CCC1CCCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}