Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(N2CC3CN(C(=O)c4ccccc4-c4nnc[nH]4)CC3C2)nc(C)c1C
InChiKey
NVFFGUFTKYIIAU-UHFFFAOYSA-N
Route Signature
8e651e2d8209f156623f7ccb92d032384e9063dc0cc65fc15ed9ab704ad86d69
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_027f978853bcf2893894ff19",
"signature": "8e651e2d8209f156623f7ccb92d032384e9063dc0cc65fc15ed9ab704ad86d69",
"contentHash": "66f6bacee8f9bff6930da169a5c3ae183412ad9f22192145a0b457ff71d3c466",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_256f01727f661b4527bba895",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05221",
"moleculeId": "sa_86b582e33f7008afe67669c3",
"smiles": "Cc1nc(N2CC3CN(C(=O)c4ccccc4-c4nnc[nH]4)CC3C2)nc(C)c1C",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_86b582e33f7008afe67669c3",
"inchikey": "NVFFGUFTKYIIAU-UHFFFAOYSA-N",
"smiles": "Cc1nc(N2CC3CN(C(=O)c4ccccc4-c4nnc[nH]4)CC3C2)nc(C)c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11378",
"routeId": "sa_027f978853bcf2893894ff19",
"moleculeId": "sa_86b582e33f7008afe67669c3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_86b582e33f7008afe67669c3",
"inchikey": "NVFFGUFTKYIIAU-UHFFFAOYSA-N",
"smiles": "Cc1nc(N2CC3CN(C(=O)c4ccccc4-c4nnc[nH]4)CC3C2)nc(C)c1C"
},
"smiles": "Cc1nc(N2CC3CN(C(=O)c4ccccc4-c4nnc[nH]4)CC3C2)nc(C)c1C",
"reactionStepId": "sa_0bef841a779758dee42e6d5d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09079911B2;1032;1642200\",\"rsmi\":\"Cl[c:4]1[n:3][c:2]([CH3:1])[c:29]([CH3:30])[c:27]([CH3:28])[n:26]1.[NH:5]1[CH2:6][CH:7]2[CH2:8][N:9]([C:10](=[O:11])[c:12]3[c:13](-[c:14]4[n:15][n:16][cH:17][nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[CH2:23][CH:24]2[CH2:25]1>CC#N.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[n:3][c:4]([N:5]2[CH2:6][CH:7]3[CH2:8][N:9]([C:10](=[O:11])[c:12]4[c:13](-[c:14]5[n:15][n:16][cH:17][nH:18]5)[cH:19][cH:20][cH:21][cH:22]4)[CH2:23][CH:24]3[CH2:25]2)[n:26][c:27]([CH3:28])[c:29]1[CH3:30]\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[n:3][c:2]([CH3:1])[c:29]([CH3:30])[c:27]([CH3:28])[n:26]1.[NH:5]1[CH2:6][CH:7]2[CH2:8][N:9]([C:10](=[O:11])[c:12]3[c:13](-[c:14]4[n:15][n:16][cH:17][nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[CH2:23][CH:24]2[CH2:25]1>CC#N.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[n:3][c:4]([N:5]2[CH2:6][CH:7]3[CH2:8][N:9]([C:10](=[O:11])[c:12]4[c:13](-[c:14]5[n:15][n:16][cH:17][nH:18]5)[cH:19][cH:20][cH:21][cH:22]4)[CH2:23][CH:24]3[CH2:25]2)[n:26][c:27]([CH3:28])[c:29]1[CH3:30]\"}",
"reactionStep": {
"id": "sa_0bef841a779758dee42e6d5d",
"reactionHash": "a9dcda6975bc4b337e3701c55ac4184ea1c44553f47c0f3fb0adb4916815a66e"
},
"children": [
{
"id": "11379",
"routeId": "sa_027f978853bcf2893894ff19",
"moleculeId": "sa_1572f9e09f1dd43672c933df",
"parentId": "11378",
"isLeaf": false,
"molecule": {
"id": "sa_1572f9e09f1dd43672c933df",
"inchikey": "RGEZZAHULVFHET-UHFFFAOYSA-N",
"smiles": "Cc1nc(Cl)nc(C)c1C"
},
"smiles": "Cc1nc(Cl)nc(C)c1C",
"reactionStepId": "sa_f3dd9b517d7bc594143643a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09079911B2;0307;1642009\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:5].O[c:4]1[n:3][c:2]([CH3:1])[c:9]([CH3:10])[c:7]([CH3:8])[n:6]1>CCN(CC)c1ccccc1>[CH3:1][c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]([CH3:8])[c:9]1[CH3:10]\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:5].O[c:4]1[n:3][c:2]([CH3:1])[c:9]([CH3:10])[c:7]([CH3:8])[n:6]1>CCN(CC)c1ccccc1>[CH3:1][c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]([CH3:8])[c:9]1[CH3:10]\"}",
"reactionStep": {
"id": "sa_f3dd9b517d7bc594143643a3",
"reactionHash": "5196c41736ab6318a350223e27729dd6766891caab709257bb2e473400b17705"
},
"children": [
{
"id": "11380",
"routeId": "sa_027f978853bcf2893894ff19",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "11379",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11381",
"routeId": "sa_027f978853bcf2893894ff19",
"moleculeId": "sa_6ddc6eae0d412ead2a39d15e",
"parentId": "11379",
"isLeaf": true,
"molecule": {
"id": "sa_6ddc6eae0d412ead2a39d15e",
"inchikey": "ZRQPOQRDNYJQNB-UHFFFAOYSA-N",
"smiles": "Cc1nc(O)nc(C)c1C"
},
"smiles": "Cc1nc(O)nc(C)c1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11382",
"routeId": "sa_027f978853bcf2893894ff19",
"moleculeId": "sa_c97fb63c8cbc1e212f5da9c1",
"parentId": "11378",
"isLeaf": false,
"molecule": {
"id": "sa_c97fb63c8cbc1e212f5da9c1",
"inchikey": "YSVDOPXFYZDRFQ-UHFFFAOYSA-N",
"smiles": "O=C(c1ccccc1-c1nnc[nH]1)N1CC2CNCC2C1"
},
"smiles": "O=C(c1ccccc1-c1nnc[nH]1)N1CC2CNCC2C1",
"reactionStepId": "sa_ec1f28d42c00d2975761dbc6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09079911B2;1031;1642199\",\"rsmi\":\"CC(C)(C)OC(=O)[N:18]1[CH2:17][CH:16]2[CH2:15][N:14]([C:2](=[O:1])[c:3]3[c:4](-[c:5]4[n:6][n:7][cH:8][nH:9]4)[cH:10][cH:11][cH:12][cH:13]3)[CH2:21][CH:20]2[CH2:19]1>Cc1ncnc(N2CC3CN(C(=O)c4c(F)cccc4-n4nccn4)CC3C2)n1>[O:1]=[C:2]([c:3]1[c:4](-[c:5]2[n:6][n:7][cH:8][nH:9]2)[cH:10][cH:11][cH:12][cH:13]1)[N:14]1[CH2:15][CH:16]2[CH2:17][NH:18][CH2:19][CH:20]2[CH2:21]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:18]1[CH2:17][CH:16]2[CH2:15][N:14]([C:2](=[O:1])[c:3]3[c:4](-[c:5]4[n:6][n:7][cH:8][nH:9]4)[cH:10][cH:11][cH:12][cH:13]3)[CH2:21][CH:20]2[CH2:19]1>Cc1ncnc(N2CC3CN(C(=O)c4c(F)cccc4-n4nccn4)CC3C2)n1>[O:1]=[C:2]([c:3]1[c:4](-[c:5]2[n:6][n:7][cH:8][nH:9]2)[cH:10][cH:11][cH:12][cH:13]1)[N:14]1[CH2:15][CH:16]2[CH2:17][NH:18][CH2:19][CH:20]2[CH2:21]1\"}",
"reactionStep": {
"id": "sa_ec1f28d42c00d2975761dbc6",
"reactionHash": "a79003854312b4245d6d3678cf8558935f4eaecaa02965b6e86143d1a26838c8"
},
"children": [
{
"id": "11383",
"routeId": "sa_027f978853bcf2893894ff19",
"moleculeId": "sa_bdcbef0e6506fb4addd1b884",
"parentId": "11382",
"isLeaf": true,
"molecule": {
"id": "sa_bdcbef0e6506fb4addd1b884",
"inchikey": "PDLRJRCICUEQCI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CC2CN(C(=O)c3ccccc3-c3nnc[nH]3)CC2C1"
},
"smiles": "CC(C)(C)OC(=O)N1CC2CN(C(=O)c3ccccc3-c3nnc[nH]3)CC2C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}