Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(Oc2ccccc2)ccc1-c1cn([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2ncnc(N)c12
InChiKey
CJCOTDGWUKUPBH-YHBQERECSA-N
Route Signature
f6cdb1b7786be20cb7e2c01316b636faf6ce56505659c21b1fba247e8514ea5f
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_d0aae37a3166b9df8c16bea4",
"signature": "f6cdb1b7786be20cb7e2c01316b636faf6ce56505659c21b1fba247e8514ea5f",
"contentHash": "912388367722370506863c4e1016d6c53ba2df1056800f710dc8bc34c2a08bee",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_708b7152d1482f103335982a",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03202",
"moleculeId": "sa_ad5dea236f3b520218e06a38",
"smiles": "Cc1cc(Oc2ccccc2)ccc1-c1cn([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2ncnc(N)c12",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_ad5dea236f3b520218e06a38",
"inchikey": "CJCOTDGWUKUPBH-YHBQERECSA-N",
"smiles": "Cc1cc(Oc2ccccc2)ccc1-c1cn([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2ncnc(N)c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10991",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_ad5dea236f3b520218e06a38",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ad5dea236f3b520218e06a38",
"inchikey": "CJCOTDGWUKUPBH-YHBQERECSA-N",
"smiles": "Cc1cc(Oc2ccccc2)ccc1-c1cn([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2ncnc(N)c12"
},
"smiles": "Cc1cc(Oc2ccccc2)ccc1-c1cn([C@H]2CC[C@H](N3CCN(C)CC3)CC2)c2ncnc(N)c12",
"reactionStepId": "sa_6b7cbe9a780eaa0b5b4d6553",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06713474B2;;643566\",\"rsmi\":\"CC1(C)OB([c:3]2[c:2]([CH3:1])[cH:37][c:29]([O:30][c:31]3[cH:32][cH:33][cH:34][cH:35][cH:36]3)[cH:28][cH:27]2)OC1(C)C.I[c:4]1[cH:5][n:6]([C@H:7]2[CH2:8][CH2:9][C@H:10]([N:11]3[CH2:12][CH2:13][N:14]([CH3:15])[CH2:16][CH2:17]3)[CH2:18][CH2:19]2)[c:20]2[c:21]1[c:22]([NH2:23])[n:24][cH:25][n:26]2>CN(C)C=O.O.O=C(O)O.[Na+].[Na+]>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([C@H:7]3[CH2:8][CH2:9][C@H:10]([N:11]4[CH2:12][CH2:13][N:14]([CH3:15])[CH2:16][CH2:17]4)[CH2:18][CH2:19]3)[c:20]3[c:21]2[c:22]([NH2:23])[n:24][cH:25][n:26]3)[cH:27][cH:28][c:29]([O:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:3]2[c:2]([CH3:1])[cH:37][c:29]([O:30][c:31]3[cH:32][cH:33][cH:34][cH:35][cH:36]3)[cH:28][cH:27]2)OC1(C)C.I[c:4]1[cH:5][n:6]([C@H:7]2[CH2:8][CH2:9][C@H:10]([N:11]3[CH2:12][CH2:13][N:14]([CH3:15])[CH2:16][CH2:17]3)[CH2:18][CH2:19]2)[c:20]2[c:21]1[c:22]([NH2:23])[n:24][cH:25][n:26]2>CN(C)C=O.O.O=C(O)O.[Na+].[Na+]>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([C@H:7]3[CH2:8][CH2:9][C@H:10]([N:11]4[CH2:12][CH2:13][N:14]([CH3:15])[CH2:16][CH2:17]4)[CH2:18][CH2:19]3)[c:20]3[c:21]2[c:22]([NH2:23])[n:24][cH:25][n:26]3)[cH:27][cH:28][c:29]([O:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37]1\"}",
"reactionStep": {
"id": "sa_6b7cbe9a780eaa0b5b4d6553",
"reactionHash": "c91b90e1bb7f5484104bf8ad57d6241204467c76c4080e28c94644efb5720481"
},
"children": [
{
"id": "10992",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_4be48b49ac785fae38154289",
"parentId": "10991",
"isLeaf": false,
"molecule": {
"id": "sa_4be48b49ac785fae38154289",
"inchikey": "DEKNBIOFDZJCBM-JOCQHMNTSA-N",
"smiles": "CN1CCN([C@H]2CC[C@H](n3cc(I)c4c(N)ncnc43)CC2)CC1"
},
"smiles": "CN1CCN([C@H]2CC[C@H](n3cc(I)c4c(N)ncnc43)CC2)CC1",
"reactionStepId": "sa_919b58e15fecfb0717b12b39",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06713474B2;;643565\",\"rsmi\":\"Cl[c:19]1[c:14]2[c:12]([I:13])[cH:11][n:10]([C@H:9]3[CH2:8][CH2:7][C@H:6]([N:5]4[CH2:4][CH2:3][N:2]([CH3:1])[CH2:24][CH2:23]4)[CH2:22][CH2:21]3)[c:15]2[n:16][cH:17][n:18]1.[NH3:20]>C1COCCO1.O>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C@H:6]2[CH2:7][CH2:8][C@H:9]([n:10]3[cH:11][c:12]([I:13])[c:14]4[c:15]3[n:16][cH:17][n:18][c:19]4[NH2:20])[CH2:21][CH2:22]2)[CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"Cl[c:19]1[c:14]2[c:12]([I:13])[cH:11][n:10]([C@H:9]3[CH2:8][CH2:7][C@H:6]([N:5]4[CH2:4][CH2:3][N:2]([CH3:1])[CH2:24][CH2:23]4)[CH2:22][CH2:21]3)[c:15]2[n:16][cH:17][n:18]1.[NH3:20]>C1COCCO1.O>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C@H:6]2[CH2:7][CH2:8][C@H:9]([n:10]3[cH:11][c:12]([I:13])[c:14]4[c:15]3[n:16][cH:17][n:18][c:19]4[NH2:20])[CH2:21][CH2:22]2)[CH2:23][CH2:24]1\"}",
"reactionStep": {
"id": "sa_919b58e15fecfb0717b12b39",
"reactionHash": "fec4a04cd9720049dcafe14233f93cd5e9ca6668cd2f5d7f77fb8cf3f8cab5cd"
},
"children": [
{
"id": "10993",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_b0b9cbb134acc247abfa7a62",
"parentId": "10992",
"isLeaf": true,
"molecule": {
"id": "sa_b0b9cbb134acc247abfa7a62",
"inchikey": "HHNAPLZQLGPHEJ-JOCQHMNTSA-N",
"smiles": "CN1CCN([C@H]2CC[C@H](n3cc(I)c4c(Cl)ncnc43)CC2)CC1"
},
"smiles": "CN1CCN([C@H]2CC[C@H](n3cc(I)c4c(Cl)ncnc43)CC2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10994",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "10992",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10995",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_6c77c6f9790f5f474164365c",
"parentId": "10991",
"isLeaf": false,
"molecule": {
"id": "sa_6c77c6f9790f5f474164365c",
"inchikey": "HCTGQGPRWYEMNQ-UHFFFAOYSA-N",
"smiles": "Cc1cc(Oc2ccccc2)ccc1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cc1cc(Oc2ccccc2)ccc1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": "sa_c15d836ac389470a039d541c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06713474B2;;643562\",\"rsmi\":\"Br[c:3]1[c:2]([CH3:1])[cH:23][c:15]([O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:14][cH:13]1.CC1(C)OB([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)OC1(C)C>CC(=O)O.CN(C)C=O.ClCCl.[K+]>[CH3:1][c:2]1[c:3]([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)[cH:13][cH:14][c:15]([O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[c:2]([CH3:1])[cH:23][c:15]([O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:14][cH:13]1.CC1(C)OB([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)OC1(C)C>CC(=O)O.CN(C)C=O.ClCCl.[K+]>[CH3:1][c:2]1[c:3]([B:4]2[O:5][C:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[O:12]2)[cH:13][cH:14][c:15]([O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_c15d836ac389470a039d541c",
"reactionHash": "892ba95851a987f1df75fa06929f0bbeae22c8d18244315056589299b749cc19"
},
"children": [
{
"id": "10996",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "10995",
"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": "10997",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_da56df921740f8d959978ce6",
"parentId": "10995",
"isLeaf": false,
"molecule": {
"id": "sa_da56df921740f8d959978ce6",
"inchikey": "JUSIZHSBPCWCMC-UHFFFAOYSA-N",
"smiles": "Cc1cc(Oc2ccccc2)ccc1Br"
},
"smiles": "Cc1cc(Oc2ccccc2)ccc1Br",
"reactionStepId": "sa_d5275019cfc53543fc505d88",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06713474B2;;643561\",\"rsmi\":\"O=C1CCC(=O)N1[Br:4].[CH3:1][c:2]1[cH:3][cH:5][cH:6][c:7]([O:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1>CC#N>[CH3:1][c:2]1[c:3]([Br:4])[cH:5][cH:6][c:7]([O:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:4].[CH3:1][c:2]1[cH:3][cH:5][cH:6][c:7]([O:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1>CC#N>[CH3:1][c:2]1[c:3]([Br:4])[cH:5][cH:6][c:7]([O:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15]1\"}",
"reactionStep": {
"id": "sa_d5275019cfc53543fc505d88",
"reactionHash": "f4bdda772d59804fcf515552830e8f39889fddef92d9211f2257d06bb7da305e"
},
"children": [
{
"id": "10998",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "10997",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10999",
"routeId": "sa_d0aae37a3166b9df8c16bea4",
"moleculeId": "sa_df1a7a31cf9d596f1eedaef1",
"parentId": "10997",
"isLeaf": true,
"molecule": {
"id": "sa_df1a7a31cf9d596f1eedaef1",
"inchikey": "UDONPJKEOAWFGI-UHFFFAOYSA-N",
"smiles": "Cc1cccc(Oc2ccccc2)c1"
},
"smiles": "Cc1cccc(Oc2ccccc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}