Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
c1cn(-c2ccc3c(c2)OCCN(CCC2CCCCC2)CCO3)cn1
InChiKey
DEFYESWMZZNKMZ-UHFFFAOYSA-N
Route Signature
c44950c9eea8bd71503bc5c3b9df82875501d4bf04431435a07f5ddf850d320a
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_df46e76724e2b112ea37ee4a",
"signature": "c44950c9eea8bd71503bc5c3b9df82875501d4bf04431435a07f5ddf850d320a",
"contentHash": "d1166b15ad2cfb69060b06cdd510a6a22cc1170e686b77e6b6a6e9f17ed2fcbf",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_103af325fe4eeb95e045d044",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01117",
"moleculeId": "sa_c00556ca5149d7ad810eb9fa",
"smiles": "c1cn(-c2ccc3c(c2)OCCN(CCC2CCCCC2)CCO3)cn1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c00556ca5149d7ad810eb9fa",
"inchikey": "DEFYESWMZZNKMZ-UHFFFAOYSA-N",
"smiles": "c1cn(-c2ccc3c(c2)OCCN(CCC2CCCCC2)CCO3)cn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14093",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_c00556ca5149d7ad810eb9fa",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c00556ca5149d7ad810eb9fa",
"inchikey": "DEFYESWMZZNKMZ-UHFFFAOYSA-N",
"smiles": "c1cn(-c2ccc3c(c2)OCCN(CCC2CCCCC2)CCO3)cn1"
},
"smiles": "c1cn(-c2ccc3c(c2)OCCN(CCC2CCCCC2)CCO3)cn1",
"reactionStepId": "sa_5351bfac92df1e2b87ff2f9b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04966967;;220942\",\"rsmi\":\"O=[CH:14][CH2:15][CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1.[cH:1]1[cH:2][n:3](-[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[O:10][CH2:11][CH2:12][NH:13][CH2:22][CH2:23][O:24]3)[cH:25][n:26]1>BC#N.[Na+]>[cH:1]1[cH:2][n:3](-[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[O:10][CH2:11][CH2:12][N:13]([CH2:14][CH2:15][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:22][CH2:23][O:24]3)[cH:25][n:26]1\"},\"mapped_reaction_smiles\":\"O=[CH:14][CH2:15][CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1.[cH:1]1[cH:2][n:3](-[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[O:10][CH2:11][CH2:12][NH:13][CH2:22][CH2:23][O:24]3)[cH:25][n:26]1>BC#N.[Na+]>[cH:1]1[cH:2][n:3](-[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[O:10][CH2:11][CH2:12][N:13]([CH2:14][CH2:15][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:22][CH2:23][O:24]3)[cH:25][n:26]1\"}",
"reactionStep": {
"id": "sa_5351bfac92df1e2b87ff2f9b",
"reactionHash": "417ea23dcd9a45e57c654d9b68561eef2ce73fee71d662dea69d7bab5a6c05c7"
},
"children": [
{
"id": "14094",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_8cae5601169671306d8905c1",
"parentId": "14093",
"isLeaf": false,
"molecule": {
"id": "sa_8cae5601169671306d8905c1",
"inchikey": "HYOFFTCWXBFJRR-UHFFFAOYSA-N",
"smiles": "c1cn(-c2ccc3c(c2)OCCNCCO3)cn1"
},
"smiles": "c1cn(-c2ccc3c(c2)OCCNCCO3)cn1",
"reactionStepId": "sa_1e3fec6eab4515313abd47af",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04966967;;220941\",\"rsmi\":\"Cc1ccc(S(=O)(=O)[N:13]2[CH2:12][CH2:11][O:10][c:7]3[c:6]([cH:5][c:4](-[n:3]4[cH:2][cH:1][n:18][cH:17]4)[cH:9][cH:8]3)[O:16][CH2:15][CH2:14]2)cc1>CO.N.[Na]>[cH:1]1[cH:2][n:3](-[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[O:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][O:16]3)[cH:17][n:18]1\"},\"mapped_reaction_smiles\":\"Cc1ccc(S(=O)(=O)[N:13]2[CH2:12][CH2:11][O:10][c:7]3[c:6]([cH:5][c:4](-[n:3]4[cH:2][cH:1][n:18][cH:17]4)[cH:9][cH:8]3)[O:16][CH2:15][CH2:14]2)cc1>CO.N.[Na]>[cH:1]1[cH:2][n:3](-[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[O:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][O:16]3)[cH:17][n:18]1\"}",
"reactionStep": {
"id": "sa_1e3fec6eab4515313abd47af",
"reactionHash": "3c7b749682071e98f4451b10c4671984d3ba5b6b6382d4a4d3e2b55e8379f3cf"
},
"children": [
{
"id": "14095",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_96ab6035b597df2523a66057",
"parentId": "14094",
"isLeaf": false,
"molecule": {
"id": "sa_96ab6035b597df2523a66057",
"inchikey": "XWQQYQNQWBFJJC-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)N2CCOc3ccc(-n4ccnc4)cc3OCC2)cc1"
},
"smiles": "Cc1ccc(S(=O)(=O)N2CCOc3ccc(-n4ccnc4)cc3OCC2)cc1",
"reactionStepId": "sa_0f11ee891d136d8c69af43e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04966967;;220933\",\"rsmi\":\"O=[CH2:21].O=[CH:18][CH:19]=O.[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[N:9]2[CH2:10][CH2:11][O:12][c:13]3[c:14]([cH:15][c:16]([NH2:17])[cH:22][cH:23]3)[O:24][CH2:25][CH2:26]2)[cH:27][cH:28]1.[NH3:20]>O>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[N:9]2[CH2:10][CH2:11][O:12][c:13]3[c:14]([cH:15][c:16](-[n:17]4[cH:18][cH:19][n:20][cH:21]4)[cH:22][cH:23]3)[O:24][CH2:25][CH2:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"O=[CH2:21].O=[CH:18][CH:19]=O.[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[N:9]2[CH2:10][CH2:11][O:12][c:13]3[c:14]([cH:15][c:16]([NH2:17])[cH:22][cH:23]3)[O:24][CH2:25][CH2:26]2)[cH:27][cH:28]1.[NH3:20]>O>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[N:9]2[CH2:10][CH2:11][O:12][c:13]3[c:14]([cH:15][c:16](-[n:17]4[cH:18][cH:19][n:20][cH:21]4)[cH:22][cH:23]3)[O:24][CH2:25][CH2:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_0f11ee891d136d8c69af43e8",
"reactionHash": "74fe6b46b7a802c9e6e95e93c59e20d3f6d0298c23ea83403b0586aef53e75d9"
},
"children": [
{
"id": "14096",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_80cb1dc039b996356ff18318",
"parentId": "14095",
"isLeaf": true,
"molecule": {
"id": "sa_80cb1dc039b996356ff18318",
"inchikey": "LEQAOMBKQFMDFZ-UHFFFAOYSA-N",
"smiles": "O=CC=O"
},
"smiles": "O=CC=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14097",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_c7829091b20122fb75eb5d7b",
"parentId": "14095",
"isLeaf": false,
"molecule": {
"id": "sa_c7829091b20122fb75eb5d7b",
"inchikey": "LGFSVPWQCMJHGC-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)N2CCOc3ccc(N)cc3OCC2)cc1"
},
"smiles": "Cc1ccc(S(=O)(=O)N2CCOc3ccc(N)cc3OCC2)cc1",
"reactionStepId": "sa_5b17431c8ed897d95b25712c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04966967;;220932\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[cH:15][c:14]2[c:13]([cH:19][cH:18]1)[O:12][CH2:11][CH2:10][N:9]([S:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[cH:24][cH:23]1)(=[O:7])=[O:8])[CH2:22][CH2:21][O:20]2>CCOC(C)=O.[H][H].O.O.[Pd+2]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[N:9]2[CH2:10][CH2:11][O:12][c:13]3[c:14]([cH:15][c:16]([NH2:17])[cH:18][cH:19]3)[O:20][CH2:21][CH2:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([O-])[c:16]1[cH:15][c:14]2[c:13]([cH:19][cH:18]1)[O:12][CH2:11][CH2:10][N:9]([S:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[cH:24][cH:23]1)(=[O:7])=[O:8])[CH2:22][CH2:21][O:20]2>CCOC(C)=O.[H][H].O.O.[Pd+2]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[N:9]2[CH2:10][CH2:11][O:12][c:13]3[c:14]([cH:15][c:16]([NH2:17])[cH:18][cH:19]3)[O:20][CH2:21][CH2:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_5b17431c8ed897d95b25712c",
"reactionHash": "e20812ecb3d5c416ac6e4ee1bcb59bfcd230d8c91a454cdb92320539e5d5a452"
},
"children": [
{
"id": "14098",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_67e7d89b678470f1b29a5f89",
"parentId": "14097",
"isLeaf": true,
"molecule": {
"id": "sa_67e7d89b678470f1b29a5f89",
"inchikey": "KGUUFVQBOZIRCG-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)N2CCOc3ccc([N+](=O)[O-])cc3OCC2)cc1"
},
"smiles": "Cc1ccc(S(=O)(=O)N2CCOc3ccc([N+](=O)[O-])cc3OCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14099",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "14095",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14100",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "14095",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14101",
"routeId": "sa_df46e76724e2b112ea37ee4a",
"moleculeId": "sa_839756a07637448e8cd2dc5c",
"parentId": "14093",
"isLeaf": true,
"molecule": {
"id": "sa_839756a07637448e8cd2dc5c",
"inchikey": "JJMDTERTPNYIGZ-UHFFFAOYSA-N",
"smiles": "O=CCC1CCCCC1"
},
"smiles": "O=CCC1CCCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}