Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1
InChiKey
ZUAIKXPYDVUTIG-UHFFFAOYSA-N
Route Signature
907840839e85a20ef85626653d2b1a00fc5b70e0fe02cc03bb8a7607bf41059e
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_974ffd152710237cd73955a9",
"signature": "907840839e85a20ef85626653d2b1a00fc5b70e0fe02cc03bb8a7607bf41059e",
"contentHash": "ac97e80128bd2a0e2fa599a8fb929de7fdf7ab4e6f590b049c84a5ad2bc08547",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_57b41a81155809e5cfab4acd",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-01576",
"moleculeId": "sa_4772a13e2d4a391b6398166b",
"smiles": "CCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4772a13e2d4a391b6398166b",
"inchikey": "ZUAIKXPYDVUTIG-UHFFFAOYSA-N",
"smiles": "CCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1508",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_4772a13e2d4a391b6398166b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4772a13e2d4a391b6398166b",
"inchikey": "ZUAIKXPYDVUTIG-UHFFFAOYSA-N",
"smiles": "CCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "CCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": "sa_fbd3e127173e306b06dd0215",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080125468A1;0581;576754\",\"rsmi\":\"C[O:18][C:16]([CH2:15][CH2:14][NH:13][C:11]([c:10]1[cH:9][cH:8][c:7]([O:6][CH:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:21]2[cH:22][cH:23][c:24](-[c:25]3[n:26][cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34]3)[cH:35][cH:36]2)[cH:20][cH:19]1)=[O:12])=[O:17]>C1CCOC1.Cl.[Na+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([O:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][CH2:14][CH2:15][C:16](=[O:17])[OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24](-[c:25]2[n:26][cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34]2)[cH:35][cH:36]1\"},\"mapped_reaction_smiles\":\"C[O:18][C:16]([CH2:15][CH2:14][NH:13][C:11]([c:10]1[cH:9][cH:8][c:7]([O:6][CH:5]([CH2:4][CH2:3][CH2:2][CH3:1])[c:21]2[cH:22][cH:23][c:24](-[c:25]3[n:26][cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34]3)[cH:35][cH:36]2)[cH:20][cH:19]1)=[O:12])=[O:17]>C1CCOC1.Cl.[Na+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([O:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][CH2:14][CH2:15][C:16](=[O:17])[OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24](-[c:25]2[n:26][cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[cH:33][cH:34]2)[cH:35][cH:36]1\"}",
"reactionStep": {
"id": "sa_fbd3e127173e306b06dd0215",
"reactionHash": "fb97ff74d8f11e04b055f93f3422fe11f6c24afba0cb827fae7550c0004351a1"
},
"children": [
{
"id": "1509",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_77b63552dd787938c1018f0e",
"parentId": "1508",
"isLeaf": false,
"molecule": {
"id": "sa_77b63552dd787938c1018f0e",
"inchikey": "ANKQLBSHXVUQRG-UHFFFAOYSA-N",
"smiles": "CCCCC(Oc1ccc(C(=O)NCCC(=O)OC)cc1)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "CCCCC(Oc1ccc(C(=O)NCCC(=O)OC)cc1)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": "sa_5b2d6c847da268b9a79164a8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080125468A1;0580;576753\",\"rsmi\":\"O[c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][CH2:14][CH2:15][C:16](=[O:17])[O:18][CH3:19])[cH:20][cH:21]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([OH:6])[c:22]1[cH:23][cH:24][c:25](-[c:26]2[n:27][cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[cH:36][cH:37]1>CCCCP(CCCC)CCCC.Cc1ccccc1.O=C(N=NC(=O)N1CCCCC1)N1CCCCC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([O:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][CH2:14][CH2:15][C:16](=[O:17])[O:18][CH3:19])[cH:20][cH:21]1)[c:22]1[cH:23][cH:24][c:25](-[c:26]2[n:27][cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"O[c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][CH2:14][CH2:15][C:16](=[O:17])[O:18][CH3:19])[cH:20][cH:21]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([OH:6])[c:22]1[cH:23][cH:24][c:25](-[c:26]2[n:27][cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[cH:36][cH:37]1>CCCCP(CCCC)CCCC.Cc1ccccc1.O=C(N=NC(=O)N1CCCCC1)N1CCCCC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([O:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][CH2:14][CH2:15][C:16](=[O:17])[O:18][CH3:19])[cH:20][cH:21]1)[c:22]1[cH:23][cH:24][c:25](-[c:26]2[n:27][cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_5b2d6c847da268b9a79164a8",
"reactionHash": "527039a235d1a71690a53c2e449e46b31c9facdc1b2194bb929659eb945f1845"
},
"children": [
{
"id": "1510",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_aa5c145ea4f1823b1badd4b7",
"parentId": "1509",
"isLeaf": false,
"molecule": {
"id": "sa_aa5c145ea4f1823b1badd4b7",
"inchikey": "QOXJIXIGTLIJKT-UHFFFAOYSA-N",
"smiles": "CCCCC(O)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "CCCCC(O)c1ccc(-c2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": "sa_67f665acf2a41ae30425c386",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080125468A1;0579;576752\",\"rsmi\":\"Br[Mg][CH2:4][CH2:3][CH2:2][CH3:1].[CH:5](=[O:6])[c:7]1[cH:8][cH:9][c:10](-[c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1>C1CCOC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([OH:6])[c:7]1[cH:8][cH:9][c:10](-[c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Br[Mg][CH2:4][CH2:3][CH2:2][CH3:1].[CH:5](=[O:6])[c:7]1[cH:8][cH:9][c:10](-[c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1>C1CCOC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([OH:6])[c:7]1[cH:8][cH:9][c:10](-[c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_67f665acf2a41ae30425c386",
"reactionHash": "f42129051b0e86914a31f31aea8dd700aaad2912bff51054637c250951eccec0"
},
"children": [
{
"id": "1511",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_78017a76c226987fa038848a",
"parentId": "1510",
"isLeaf": true,
"molecule": {
"id": "sa_78017a76c226987fa038848a",
"inchikey": "OKULOIZBIQQWSM-UHFFFAOYSA-M",
"smiles": "CCC[CH2][Mg][Br]"
},
"smiles": "CCC[CH2][Mg][Br]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1512",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_83c10606b0ad0aeb22c817ae",
"parentId": "1510",
"isLeaf": true,
"molecule": {
"id": "sa_83c10606b0ad0aeb22c817ae",
"inchikey": "SBXWMOPSHGIWEN-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(-c2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "O=Cc1ccc(-c2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1513",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_c562f832520729b1e2e5c1d8",
"parentId": "1509",
"isLeaf": false,
"molecule": {
"id": "sa_c562f832520729b1e2e5c1d8",
"inchikey": "UHOIUZFPTOBBTI-UHFFFAOYSA-N",
"smiles": "COC(=O)CCNC(=O)c1ccc(O)cc1"
},
"smiles": "COC(=O)CCNC(=O)c1ccc(O)cc1",
"reactionStepId": "sa_2725a1bfd6fbfadd5f52280f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080125468A1;0179;576671\",\"rsmi\":\"c1ccc(C[O:14][c:13]2[cH:12][cH:11][c:10]([C:8]([NH:7][CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])=[O:9])[cH:16][cH:15]2)cc1>CO.O.O.[Pd+2]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:14][c:13]2[cH:12][cH:11][c:10]([C:8]([NH:7][CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])=[O:9])[cH:16][cH:15]2)cc1>CO.O.O.[Pd+2]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_2725a1bfd6fbfadd5f52280f",
"reactionHash": "87f828d25446ab534b04261c35ac3a62f95957bddcc7bd51b263cae0b563ed0d"
},
"children": [
{
"id": "1514",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_9f353c2faf98757f72e61acc",
"parentId": "1513",
"isLeaf": false,
"molecule": {
"id": "sa_9f353c2faf98757f72e61acc",
"inchikey": "RDYUQGULKOZXAJ-UHFFFAOYSA-N",
"smiles": "COC(=O)CCNC(=O)c1ccc(OCc2ccccc2)cc1"
},
"smiles": "COC(=O)CCNC(=O)c1ccc(OCc2ccccc2)cc1",
"reactionStepId": "sa_fa5407e97d5a549b8bdd3be7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080125468A1;0178;576670\",\"rsmi\":\"O[C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][NH2:7]>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O[C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][NH2:7]>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_fa5407e97d5a549b8bdd3be7",
"reactionHash": "c8c1ecf40c1761096eef414a12f13e00522904b64f066060a392faceed956b65"
},
"children": [
{
"id": "1515",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_36981047d387b92835d5b0f5",
"parentId": "1514",
"isLeaf": true,
"molecule": {
"id": "sa_36981047d387b92835d5b0f5",
"inchikey": "AQSCHALQLXXKKC-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(OCc2ccccc2)cc1"
},
"smiles": "O=C(O)c1ccc(OCc2ccccc2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1516",
"routeId": "sa_974ffd152710237cd73955a9",
"moleculeId": "sa_90adaa5fe4d82e870c9ddc98",
"parentId": "1514",
"isLeaf": true,
"molecule": {
"id": "sa_90adaa5fe4d82e870c9ddc98",
"inchikey": "UZCXPYDBYUEZCV-UHFFFAOYSA-N",
"smiles": "COC(=O)CCN"
},
"smiles": "COC(=O)CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}