Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nn(-c2c(F)cccc2F)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12
InChiKey
QTOTZWFQCWGMHS-UHFFFAOYSA-N
Route Signature
a0facebec4a0c465d413996c38c14aa62f9f74482c3542a43448aefcc67de0a3
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_566355b2bcb09978d5abb8b2",
"signature": "a0facebec4a0c465d413996c38c14aa62f9f74482c3542a43448aefcc67de0a3",
"contentHash": "26280c4e2e1121450154fa47ca3be30646048c9956b298629ff0e803657830cd",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_fbb8acdf8ded68a7f95dd5db",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02903",
"moleculeId": "sa_c7820ff532bd0753f6ef56ad",
"smiles": "Cc1nn(-c2c(F)cccc2F)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c7820ff532bd0753f6ef56ad",
"inchikey": "QTOTZWFQCWGMHS-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2c(F)cccc2F)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10890",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_c7820ff532bd0753f6ef56ad",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c7820ff532bd0753f6ef56ad",
"inchikey": "QTOTZWFQCWGMHS-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2c(F)cccc2F)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12"
},
"smiles": "Cc1nn(-c2c(F)cccc2F)cc1CN1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12",
"reactionStepId": "sa_6a5a7aa158705582278f97cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214784A1;0187;1258767\",\"rsmi\":\"O=[CH:15][c:14]1[c:2]([CH3:1])[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13]1.[NH:16]1[CH2:17][CH2:18][C:19]2([CH2:20][CH2:21]1)[O:22][CH2:23][C:24]([F:25])([F:26])[c:27]1[c:28]2[s:29][c:30]([Cl:31])[cH:32]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][c:14]1[CH2:15][N:16]1[CH2:17][CH2:18][C:19]2([CH2:20][CH2:21]1)[O:22][CH2:23][C:24]([F:25])([F:26])[c:27]1[c:28]2[s:29][c:30]([Cl:31])[cH:32]1\"},\"mapped_reaction_smiles\":\"O=[CH:15][c:14]1[c:2]([CH3:1])[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13]1.[NH:16]1[CH2:17][CH2:18][C:19]2([CH2:20][CH2:21]1)[O:22][CH2:23][C:24]([F:25])([F:26])[c:27]1[c:28]2[s:29][c:30]([Cl:31])[cH:32]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][c:14]1[CH2:15][N:16]1[CH2:17][CH2:18][C:19]2([CH2:20][CH2:21]1)[O:22][CH2:23][C:24]([F:25])([F:26])[c:27]1[c:28]2[s:29][c:30]([Cl:31])[cH:32]1\"}",
"reactionStep": {
"id": "sa_6a5a7aa158705582278f97cb",
"reactionHash": "5f7d0cd67aea86251b835db8fe02f7698aa32d9daa4eaaa985996b7966fd1d39"
},
"children": [
{
"id": "10891",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_ae175b19d83e6e6a420795fb",
"parentId": "10890",
"isLeaf": false,
"molecule": {
"id": "sa_ae175b19d83e6e6a420795fb",
"inchikey": "KCKTYCCHSDKBOJ-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2c(F)cccc2F)cc1C=O"
},
"smiles": "Cc1nn(-c2c(F)cccc2F)cc1C=O",
"reactionStepId": "sa_36cee4e8c067522fea1accfe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214784A1;0109;1258733\",\"rsmi\":\"CN(C)[CH:15]=[O:16].[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][cH:14]1>O.O=C(O)O.O=P(Cl)(Cl)Cl.[Na+].[Na+].O>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][c:14]1[CH:15]=[O:16]\"},\"mapped_reaction_smiles\":\"CN(C)[CH:15]=[O:16].[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][cH:14]1>O.O=C(O)O.O=P(Cl)(Cl)Cl.[Na+].[Na+].O>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][c:14]1[CH:15]=[O:16]\"}",
"reactionStep": {
"id": "sa_36cee4e8c067522fea1accfe",
"reactionHash": "02f772217407ee5aeac7ff7f01e960dae2137f223eab06f1a67e1c0275a6ba56"
},
"children": [
{
"id": "10892",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_29bb4bf9427dd7f51acd9c48",
"parentId": "10891",
"isLeaf": false,
"molecule": {
"id": "sa_29bb4bf9427dd7f51acd9c48",
"inchikey": "QRNGMOREKMNTGF-UHFFFAOYSA-N",
"smiles": "Cc1ccn(-c2c(F)cccc2F)n1"
},
"smiles": "Cc1ccn(-c2c(F)cccc2F)n1",
"reactionStepId": "sa_a38bb8653f3d13e992f9c7e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214784A1;0108;1258732\",\"rsmi\":\"Br[c:5]1[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]1[F:12].[CH3:1][c:2]1[n:3][nH:4][cH:13][cH:14]1>CN[C@@H]1CCCC[C@H]1NC.O.O=C(O)O.[Cu]I.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Br[c:5]1[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]1[F:12].[CH3:1][c:2]1[n:3][nH:4][cH:13][cH:14]1>CN[C@@H]1CCCC[C@H]1NC.O.O=C(O)O.[Cu]I.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][cH:9][cH:10][c:11]2[F:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_a38bb8653f3d13e992f9c7e8",
"reactionHash": "d00d83c8bec3e1243cb97bb74c754ea5e7a207903ad38b56070e9cd9f6abe915"
},
"children": [
{
"id": "10893",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_420baf98509af6a3024349b9",
"parentId": "10892",
"isLeaf": true,
"molecule": {
"id": "sa_420baf98509af6a3024349b9",
"inchikey": "HRZTZLCMURHWFY-UHFFFAOYSA-N",
"smiles": "Fc1cccc(F)c1Br"
},
"smiles": "Fc1cccc(F)c1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10894",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_c029d16325b74d4b8c78fcb6",
"parentId": "10892",
"isLeaf": true,
"molecule": {
"id": "sa_c029d16325b74d4b8c78fcb6",
"inchikey": "XKVUYEYANWFIJX-UHFFFAOYSA-N",
"smiles": "Cc1cc[nH]n1"
},
"smiles": "Cc1cc[nH]n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10895",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "10891",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10896",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_1e96e1b26f91bec12f69c8b7",
"parentId": "10890",
"isLeaf": false,
"molecule": {
"id": "sa_1e96e1b26f91bec12f69c8b7",
"inchikey": "YYNOJCBVROUTEB-UHFFFAOYSA-N",
"smiles": "FC1(F)COC2(CCNCC2)c2sc(Cl)cc21"
},
"smiles": "FC1(F)COC2(CCNCC2)c2sc(Cl)cc21",
"reactionStepId": "sa_b75d7ed509a8e7bd3981e996",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214784A1;0096;1258729\",\"rsmi\":\"CC(C)(C)OC(=O)[N:9]1[CH2:8][CH2:7][C:6]2([O:5][CH2:4][C:2]([F:1])([F:3])[c:13]3[c:12]2[s:17][c:15]([Cl:16])[cH:14]3)[CH2:11][CH2:10]1>CC(C)O.Cl.O.[Na+].O>[F:1][C:2]1([F:3])[CH2:4][O:5][C:6]2([CH2:7][CH2:8][NH:9][CH2:10][CH2:11]2)[c:12]2[c:13]1[cH:14][c:15]([Cl:16])[s:17]2\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:9]1[CH2:8][CH2:7][C:6]2([O:5][CH2:4][C:2]([F:1])([F:3])[c:13]3[c:12]2[s:17][c:15]([Cl:16])[cH:14]3)[CH2:11][CH2:10]1>CC(C)O.Cl.O.[Na+].O>[F:1][C:2]1([F:3])[CH2:4][O:5][C:6]2([CH2:7][CH2:8][NH:9][CH2:10][CH2:11]2)[c:12]2[c:13]1[cH:14][c:15]([Cl:16])[s:17]2\"}",
"reactionStep": {
"id": "sa_b75d7ed509a8e7bd3981e996",
"reactionHash": "bfe979d67e6de0d603526a167bd536dd627766f67ec08146601bf1efad5a658d"
},
"children": [
{
"id": "10897",
"routeId": "sa_566355b2bcb09978d5abb8b2",
"moleculeId": "sa_2087e306f44f61e87269a383",
"parentId": "10896",
"isLeaf": true,
"molecule": {
"id": "sa_2087e306f44f61e87269a383",
"inchikey": "CJZBPDGXEFFTMB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12"
},
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)OCC(F)(F)c1cc(Cl)sc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}