Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1F)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1
InChiKey
DFLDGRNLQYJKGV-UHFFFAOYSA-N
Route Signature
ceee104d6504564fae044497851dfa4debce52fff4654c7335522b71da7a56a6
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_6992a007aa7b5b3215e5ada2",
"signature": "ceee104d6504564fae044497851dfa4debce52fff4654c7335522b71da7a56a6",
"contentHash": "1cc71e9a9d1a583bd209ef0886b3469d992b75952171c875b48a3faac3904fdb",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_5a25611fd105d4fdb45fb54f",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01042",
"moleculeId": "sa_b44caa75be6c084a69b96af3",
"smiles": "CCCCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1F)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_b44caa75be6c084a69b96af3",
"inchikey": "DFLDGRNLQYJKGV-UHFFFAOYSA-N",
"smiles": "CCCCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1F)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9918",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_b44caa75be6c084a69b96af3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b44caa75be6c084a69b96af3",
"inchikey": "DFLDGRNLQYJKGV-UHFFFAOYSA-N",
"smiles": "CCCCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1F)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1"
},
"smiles": "CCCCCCC(Oc1ccc(C(=O)NCCC(=O)O)cc1F)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1",
"reactionStepId": "sa_4da2116005b2d558b5a3d9a1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07989457B2;0775;1097773\",\"rsmi\":\"CC[O:21][C:19]([CH2:18][CH2:17][NH:16][C:14]([c:13]1[cH:12][c:10]([F:11])[c:9]([O:8][CH:7]([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:24]2[cH:25][c:26]([CH3:27])[c:28](-[c:29]3[cH:30][cH:31][c:32]([C:33]([F:34])([F:35])[F:36])[cH:37][cH:38]3)[cH:39][cH:40]2)[cH:23][cH:22]1)=[O:15])=[O:20]>CCO.[Na+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([O:8][c:9]1[c:10]([F:11])[cH:12][c:13]([C:14](=[O:15])[NH:16][CH2:17][CH2:18][C:19](=[O:20])[OH:21])[cH:22][cH:23]1)[c:24]1[cH:25][c:26]([CH3:27])[c:28](-[c:29]2[cH:30][cH:31][c:32]([C:33]([F:34])([F:35])[F:36])[cH:37][cH:38]2)[cH:39][cH:40]1\"},\"mapped_reaction_smiles\":\"CC[O:21][C:19]([CH2:18][CH2:17][NH:16][C:14]([c:13]1[cH:12][c:10]([F:11])[c:9]([O:8][CH:7]([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:24]2[cH:25][c:26]([CH3:27])[c:28](-[c:29]3[cH:30][cH:31][c:32]([C:33]([F:34])([F:35])[F:36])[cH:37][cH:38]3)[cH:39][cH:40]2)[cH:23][cH:22]1)=[O:15])=[O:20]>CCO.[Na+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([O:8][c:9]1[c:10]([F:11])[cH:12][c:13]([C:14](=[O:15])[NH:16][CH2:17][CH2:18][C:19](=[O:20])[OH:21])[cH:22][cH:23]1)[c:24]1[cH:25][c:26]([CH3:27])[c:28](-[c:29]2[cH:30][cH:31][c:32]([C:33]([F:34])([F:35])[F:36])[cH:37][cH:38]2)[cH:39][cH:40]1\"}",
"reactionStep": {
"id": "sa_4da2116005b2d558b5a3d9a1",
"reactionHash": "aca6c7551c0ae19cf316bf8f6957d7789b4a73544343ba5d48388fd3e8baeb15"
},
"children": [
{
"id": "9919",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_9f1eca0201138cfa82d584b1",
"parentId": "9918",
"isLeaf": false,
"molecule": {
"id": "sa_9f1eca0201138cfa82d584b1",
"inchikey": "LBIYHJDFXFSPBA-UHFFFAOYSA-N",
"smiles": "CCCCCCC(Oc1ccc(C(=O)NCCC(=O)OCC)cc1F)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1"
},
"smiles": "CCCCCCC(Oc1ccc(C(=O)NCCC(=O)OCC)cc1F)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1",
"reactionStepId": "sa_939246f332ced3054a1fbd7a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07989457B2;0774;1097772\",\"rsmi\":\"O[c:9]1[c:10]([F:11])[cH:12][c:13]([C:14](=[O:15])[NH:16][CH2:17][CH2:18][C:19](=[O:20])[O:21][CH2:22][CH3:23])[cH:24][cH:25]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([OH:8])[c:26]1[cH:27][c:28]([CH3:29])[c:30](-[c:31]2[cH:32][cH:33][c:34]([C:35]([F:36])([F:37])[F:38])[cH:39][cH:40]2)[cH:41][cH:42]1>CCCCP(CCCC)CCCC.CCOC(C)=O.Cc1ccccc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([O:8][c:9]1[c:10]([F:11])[cH:12][c:13]([C:14](=[O:15])[NH:16][CH2:17][CH2:18][C:19](=[O:20])[O:21][CH2:22][CH3:23])[cH:24][cH:25]1)[c:26]1[cH:27][c:28]([CH3:29])[c:30](-[c:31]2[cH:32][cH:33][c:34]([C:35]([F:36])([F:37])[F:38])[cH:39][cH:40]2)[cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"O[c:9]1[c:10]([F:11])[cH:12][c:13]([C:14](=[O:15])[NH:16][CH2:17][CH2:18][C:19](=[O:20])[O:21][CH2:22][CH3:23])[cH:24][cH:25]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([OH:8])[c:26]1[cH:27][c:28]([CH3:29])[c:30](-[c:31]2[cH:32][cH:33][c:34]([C:35]([F:36])([F:37])[F:38])[cH:39][cH:40]2)[cH:41][cH:42]1>CCCCP(CCCC)CCCC.CCOC(C)=O.Cc1ccccc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([O:8][c:9]1[c:10]([F:11])[cH:12][c:13]([C:14](=[O:15])[NH:16][CH2:17][CH2:18][C:19](=[O:20])[O:21][CH2:22][CH3:23])[cH:24][cH:25]1)[c:26]1[cH:27][c:28]([CH3:29])[c:30](-[c:31]2[cH:32][cH:33][c:34]([C:35]([F:36])([F:37])[F:38])[cH:39][cH:40]2)[cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_939246f332ced3054a1fbd7a",
"reactionHash": "be9f681dcb91cb4dfbd9031ed49f212802ba119506728eaaf4516dc2afec2143"
},
"children": [
{
"id": "9920",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_d512e9341f82049d97507c48",
"parentId": "9919",
"isLeaf": false,
"molecule": {
"id": "sa_d512e9341f82049d97507c48",
"inchikey": "CNDXMQQBRJZNBU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCNC(=O)c1ccc(O)c(F)c1"
},
"smiles": "CCOC(=O)CCNC(=O)c1ccc(O)c(F)c1",
"reactionStepId": "sa_59238328db32e22f4a0f4935",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07989457B2;0758;1097765\",\"rsmi\":\"O[C:9](=[O:10])[c:11]1[cH:12][c:13]([F:14])[c:15]([OH:16])[cH:17][cH:18]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH2:8]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.Cl.F[PH](F)(F)(F)(F)F.O.Cl.N.c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[cH:12][c:13]([F:14])[c:15]([OH:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[c:11]1[cH:12][c:13]([F:14])[c:15]([OH:16])[cH:17][cH:18]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH2:8]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.Cl.F[PH](F)(F)(F)(F)F.O.Cl.N.c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[cH:12][c:13]([F:14])[c:15]([OH:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_59238328db32e22f4a0f4935",
"reactionHash": "f0526f4c6324a1e9a978fe94baff1789385fd63dda371497165e377f3ed49d93"
},
"children": [
{
"id": "9921",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_93cd859c76b306f8b3cfc428",
"parentId": "9920",
"isLeaf": true,
"molecule": {
"id": "sa_93cd859c76b306f8b3cfc428",
"inchikey": "GSQBIOQCECCMOQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCN"
},
"smiles": "CCOC(=O)CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9922",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_7d114a3660d74bdddd939df3",
"parentId": "9920",
"isLeaf": true,
"molecule": {
"id": "sa_7d114a3660d74bdddd939df3",
"inchikey": "IUSDEKNMCOUBEE-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(O)c(F)c1"
},
"smiles": "O=C(O)c1ccc(O)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9923",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_a0dedc0d32f935b42e8ef1ed",
"parentId": "9919",
"isLeaf": false,
"molecule": {
"id": "sa_a0dedc0d32f935b42e8ef1ed",
"inchikey": "QXIYDNYOTREBEF-UHFFFAOYSA-N",
"smiles": "CCCCCCC(O)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1"
},
"smiles": "CCCCCCC(O)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1",
"reactionStepId": "sa_b79a6bed6bd5ca021aaca1c3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07989457B2;0772;1097771\",\"rsmi\":\"[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1>CCO.CCOC(C)=O.O=C(O)O.B.Cl.[Na+].[Na+].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([OH:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1>CCO.CCOC(C)=O.O=C(O)O.B.Cl.[Na+].[Na+].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([OH:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_b79a6bed6bd5ca021aaca1c3",
"reactionHash": "b2e5da93411ff484f5f7c7640b801d8609290302899ccf2170a78c13f211140f"
},
"children": [
{
"id": "9924",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_5f427f85e367aa43d80558ef",
"parentId": "9923",
"isLeaf": false,
"molecule": {
"id": "sa_5f427f85e367aa43d80558ef",
"inchikey": "XOUUNOLAHYWWPK-UHFFFAOYSA-N",
"smiles": "CCCCCCC(=O)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1"
},
"smiles": "CCCCCCC(=O)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1",
"reactionStepId": "sa_257233dfbdaf61d51497fecc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07989457B2;0770;1097770\",\"rsmi\":\"Br[Mg][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].CON(C)[C:7](=[O:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1>C1CCOC1.CCOC(C)=O.O.Cl.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[Mg][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].CON(C)[C:7](=[O:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1>C1CCOC1.CCOC(C)=O.O.Cl.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[c:9]1[cH:10][c:11]([CH3:12])[c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_257233dfbdaf61d51497fecc",
"reactionHash": "90241d3ffc7e226b57197ffd4809c2630f0421f5f7e35d83e4409e59b326e135"
},
"children": [
{
"id": "9925",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_fc5c539fbf4b9214ae2c9bb9",
"parentId": "9924",
"isLeaf": true,
"molecule": {
"id": "sa_fc5c539fbf4b9214ae2c9bb9",
"inchikey": "SFXUWNMDTWQSHE-UHFFFAOYSA-M",
"smiles": "CCCCC[CH2][Mg][Br]"
},
"smiles": "CCCCC[CH2][Mg][Br]",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "9926",
"routeId": "sa_6992a007aa7b5b3215e5ada2",
"moleculeId": "sa_811c573da7e90ff18aba510f",
"parentId": "9924",
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"molecule": {
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"inchikey": "WDRPPNKLJBRLGP-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1"
},
"smiles": "CON(C)C(=O)c1ccc(-c2ccc(C(F)(F)F)cc2)c(C)c1",
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}
]
}
]
}
]
}
]
}
}