Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)n1nc(-c2ccc3c(c2)CCN3C(=O)Cc2cc(F)ccc2F)c2c(N)ncnc21
InChiKey
MEYQSOXIDZBADD-UHFFFAOYSA-N
Route Signature
cf19bcefe088b0993226c5bf07584954c176689f3ecfa2a400dbe5c64be8cd29
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_91d43be4e46df05959c203ef",
"signature": "cf19bcefe088b0993226c5bf07584954c176689f3ecfa2a400dbe5c64be8cd29",
"contentHash": "2a0f128598ef42a9deaf724d167f0f663a59d642da23c79dd9e6fa7a0e1364d7",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a5df39978e30b7b93b783f75",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03816",
"moleculeId": "sa_cf37bab817630d88b89bf8b2",
"smiles": "CC(C)n1nc(-c2ccc3c(c2)CCN3C(=O)Cc2cc(F)ccc2F)c2c(N)ncnc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_cf37bab817630d88b89bf8b2",
"inchikey": "MEYQSOXIDZBADD-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(-c2ccc3c(c2)CCN3C(=O)Cc2cc(F)ccc2F)c2c(N)ncnc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2374",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_cf37bab817630d88b89bf8b2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_cf37bab817630d88b89bf8b2",
"inchikey": "MEYQSOXIDZBADD-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(-c2ccc3c(c2)CCN3C(=O)Cc2cc(F)ccc2F)c2c(N)ncnc21"
},
"smiles": "CC(C)n1nc(-c2ccc3c(c2)CCN3C(=O)Cc2cc(F)ccc2F)c2c(N)ncnc21",
"reactionStepId": "sa_a2e054ea93ada3f971262ac2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120077828A1;0750;1197140\",\"rsmi\":\"CC1(C)OB([c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[CH2:13][CH2:14][N:15]3[C:16](=[O:17])[CH2:18][c:19]2[c:20]([F:21])[cH:22][cH:23][c:24]([F:25])[cH:26]2)OC1(C)C.I[c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:33]2[c:27]1[c:28]([NH2:29])[n:30][cH:31][n:32]2>C1COCCO1.O.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[CH2:13][CH2:14][N:15]3[C:16](=[O:17])[CH2:18][c:19]2[c:20]([F:21])[cH:22][cH:23][c:24]([F:25])[cH:26]2)[c:27]2[c:28]([NH2:29])[n:30][cH:31][n:32][c:33]12\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[CH2:13][CH2:14][N:15]3[C:16](=[O:17])[CH2:18][c:19]2[c:20]([F:21])[cH:22][cH:23][c:24]([F:25])[cH:26]2)OC1(C)C.I[c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:33]2[c:27]1[c:28]([NH2:29])[n:30][cH:31][n:32]2>C1COCCO1.O.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[CH2:13][CH2:14][N:15]3[C:16](=[O:17])[CH2:18][c:19]2[c:20]([F:21])[cH:22][cH:23][c:24]([F:25])[cH:26]2)[c:27]2[c:28]([NH2:29])[n:30][cH:31][n:32][c:33]12\"}",
"reactionStep": {
"id": "sa_a2e054ea93ada3f971262ac2",
"reactionHash": "4977a31a98c32a94c048799ee0b6a5788384f68b1f1c3a0444984121e9122e4f"
},
"children": [
{
"id": "2375",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_3c570bb3f6b8a536519a653a",
"parentId": "2374",
"isLeaf": false,
"molecule": {
"id": "sa_3c570bb3f6b8a536519a653a",
"inchikey": "KUMFVKULPVCPOV-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc3c(c2)CCN3C(=O)Cc2cc(F)ccc2F)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc3c(c2)CCN3C(=O)Cc2cc(F)ccc2F)OC1(C)C",
"reactionStepId": "sa_b235df27e03b2b899c774941",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120077828A1;0793;1197161\",\"rsmi\":\"Br[c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[CH2:12][CH2:13][N:14]2[C:15](=[O:16])[CH2:17][c:18]1[c:19]([F:20])[cH:21][cH:22][c:23]([F:24])[cH:25]1.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:27]([CH3:28])([CH3:29])[O:26]2)OC1(C)C>C1COCCO1.CC(=O)O.CCOC(C)=O.[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]3[c:10]([cH:11]2)[CH2:12][CH2:13][N:14]3[C:15](=[O:16])[CH2:17][c:18]2[c:19]([F:20])[cH:21][cH:22][c:23]([F:24])[cH:25]2)[O:26][C:27]1([CH3:28])[CH3:29]\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[CH2:12][CH2:13][N:14]2[C:15](=[O:16])[CH2:17][c:18]1[c:19]([F:20])[cH:21][cH:22][c:23]([F:24])[cH:25]1.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:27]([CH3:28])([CH3:29])[O:26]2)OC1(C)C>C1COCCO1.CC(=O)O.CCOC(C)=O.[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]3[c:10]([cH:11]2)[CH2:12][CH2:13][N:14]3[C:15](=[O:16])[CH2:17][c:18]2[c:19]([F:20])[cH:21][cH:22][c:23]([F:24])[cH:25]2)[O:26][C:27]1([CH3:28])[CH3:29]\"}",
"reactionStep": {
"id": "sa_b235df27e03b2b899c774941",
"reactionHash": "a150f10bc8d220ae82b9bf400590737eb646b67a07b478c1421aae07003ce42e"
},
"children": [
{
"id": "2376",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "2375",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2377",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_37b92c56adc658072d6774e6",
"parentId": "2375",
"isLeaf": false,
"molecule": {
"id": "sa_37b92c56adc658072d6774e6",
"inchikey": "VABCKUZSJTWHQV-UHFFFAOYSA-N",
"smiles": "O=C(Cc1cc(F)ccc1F)N1CCc2cc(Br)ccc21"
},
"smiles": "O=C(Cc1cc(F)ccc1F)N1CCc2cc(Br)ccc21",
"reactionStepId": "sa_a09abcaea180672aaedaa99f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120077828A1;0538;1197040\",\"rsmi\":\"O[C:2](=[O:1])[CH2:3][c:4]1[c:5]([F:6])[cH:7][cH:8][c:9]([F:10])[cH:11]1.[NH:12]1[CH2:13][CH2:14][c:15]2[cH:16][c:17]([Br:18])[cH:19][cH:20][c:21]21>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][cH:8][c:9]([F:10])[cH:11]1)[N:12]1[CH2:13][CH2:14][c:15]2[cH:16][c:17]([Br:18])[cH:19][cH:20][c:21]21\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[CH2:3][c:4]1[c:5]([F:6])[cH:7][cH:8][c:9]([F:10])[cH:11]1.[NH:12]1[CH2:13][CH2:14][c:15]2[cH:16][c:17]([Br:18])[cH:19][cH:20][c:21]21>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][cH:8][c:9]([F:10])[cH:11]1)[N:12]1[CH2:13][CH2:14][c:15]2[cH:16][c:17]([Br:18])[cH:19][cH:20][c:21]21\"}",
"reactionStep": {
"id": "sa_a09abcaea180672aaedaa99f",
"reactionHash": "008297a00f91336fcd4889369c7f58f8fb0ed6dc5450c5c02d78a12cb61af06a"
},
"children": [
{
"id": "2378",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_17bf017291fb244d9f3adbb6",
"parentId": "2377",
"isLeaf": true,
"molecule": {
"id": "sa_17bf017291fb244d9f3adbb6",
"inchikey": "FKCRTRYQHZHXES-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cc(F)ccc1F"
},
"smiles": "O=C(O)Cc1cc(F)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2379",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_7108217bb0d1bf8cb43f4e55",
"parentId": "2377",
"isLeaf": true,
"molecule": {
"id": "sa_7108217bb0d1bf8cb43f4e55",
"inchikey": "QEDCHCLHHGGYBT-UHFFFAOYSA-N",
"smiles": "Brc1ccc2c(c1)CCN2"
},
"smiles": "Brc1ccc2c(c1)CCN2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "2380",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_b54909660e16eef6c28ede76",
"parentId": "2374",
"isLeaf": false,
"molecule": {
"id": "sa_b54909660e16eef6c28ede76",
"inchikey": "OZULUFUHMFFLQF-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(I)c2c(N)ncnc21"
},
"smiles": "CC(C)n1nc(I)c2c(N)ncnc21",
"reactionStepId": "sa_a1fb8e22f32d0084c4c074fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120077828A1;0732;1197130\",\"rsmi\":\"I[CH:2]([CH3:1])[CH3:3].[nH:4]1[n:5][c:6]([I:7])[c:8]2[c:9]([NH2:10])[n:11][cH:12][n:13][c:14]12>CCOC(C)=O.CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([I:7])[c:8]2[c:9]([NH2:10])[n:11][cH:12][n:13][c:14]12\"},\"mapped_reaction_smiles\":\"I[CH:2]([CH3:1])[CH3:3].[nH:4]1[n:5][c:6]([I:7])[c:8]2[c:9]([NH2:10])[n:11][cH:12][n:13][c:14]12>CCOC(C)=O.CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([I:7])[c:8]2[c:9]([NH2:10])[n:11][cH:12][n:13][c:14]12\"}",
"reactionStep": {
"id": "sa_a1fb8e22f32d0084c4c074fe",
"reactionHash": "fc68aae49e14498eecdab5a4ec5ad3444caf230e11738505d1154913a61bddc4"
},
"children": [
{
"id": "2381",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_1c18b9a29c101d82cfd154ef",
"parentId": "2380",
"isLeaf": true,
"molecule": {
"id": "sa_1c18b9a29c101d82cfd154ef",
"inchikey": "FMKOJHQHASLBPH-UHFFFAOYSA-N",
"smiles": "CC(C)I"
},
"smiles": "CC(C)I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2382",
"routeId": "sa_91d43be4e46df05959c203ef",
"moleculeId": "sa_3f1ba960a5a51678ed557789",
"parentId": "2380",
"isLeaf": true,
"molecule": {
"id": "sa_3f1ba960a5a51678ed557789",
"inchikey": "HQAIUXZORKJOJY-UHFFFAOYSA-N",
"smiles": "N=c1ncnc2[nH][nH]c(I)c1-2"
},
"smiles": "Nc1ncnc2[nH]nc(I)c12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}