Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)N1CCN(c2ccc(-c3nc4cccc(Cl)c4c(=O)[nH]3)cc2)CC1
InChiKey
ILOZJPUVEZZAIF-UHFFFAOYSA-N
Route Signature
7003c84d363493bb99f61e1ca8a998dc3df9675464aa97f0a0dfdf2654738573
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_74ef027dc1cb383577bdabcd",
"signature": "7003c84d363493bb99f61e1ca8a998dc3df9675464aa97f0a0dfdf2654738573",
"contentHash": "cb2173e226ee1552f00bddcba752e48ae11146456cf4829acf2beae51400758f",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_751f57fa9e26ebd89c5bba52",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09530",
"moleculeId": "sa_b1acbcad568bbb0469ade807",
"smiles": "CC(C)N1CCN(c2ccc(-c3nc4cccc(Cl)c4c(=O)[nH]3)cc2)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_b1acbcad568bbb0469ade807",
"inchikey": "ILOZJPUVEZZAIF-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCN(c2ccc(-c3nc4cccc(Cl)c4c(=O)[nH]3)cc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3330",
"routeId": "sa_74ef027dc1cb383577bdabcd",
"moleculeId": "sa_b1acbcad568bbb0469ade807",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b1acbcad568bbb0469ade807",
"inchikey": "ILOZJPUVEZZAIF-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCN(c2ccc(-c3nc4cccc(Cl)c4c(=O)[nH]3)cc2)CC1"
},
"smiles": "CC(C)N1CCN(c2ccc(-c3nc4cccc(Cl)c4c(=O)[nH]3)cc2)CC1",
"reactionStepId": "sa_f1138b20f4534a6f9433ddd8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130281399A1;0527;1439005\",\"rsmi\":\"O=[CH:12][c:11]1[cH:10][cH:9][c:8]([N:7]2[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:27][CH2:26]2)[cH:25][cH:24]1.[NH2:13][c:14]1[cH:15][cH:16][cH:17][c:18]([Cl:19])[c:20]1[C:21](=[O:22])[NH2:23]>CC(=O)N(C)C.Cc1ccc(S(=O)(=O)O)cc1.ClCCl.O=S(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](-[c:12]3[n:13][c:14]4[cH:15][cH:16][cH:17][c:18]([Cl:19])[c:20]4[c:21](=[O:22])[nH:23]3)[cH:24][cH:25]2)[CH2:26][CH2:27]1\"},\"mapped_reaction_smiles\":\"O=[CH:12][c:11]1[cH:10][cH:9][c:8]([N:7]2[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:27][CH2:26]2)[cH:25][cH:24]1.[NH2:13][c:14]1[cH:15][cH:16][cH:17][c:18]([Cl:19])[c:20]1[C:21](=[O:22])[NH2:23]>CC(=O)N(C)C.Cc1ccc(S(=O)(=O)O)cc1.ClCCl.O=S(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](-[c:12]3[n:13][c:14]4[cH:15][cH:16][cH:17][c:18]([Cl:19])[c:20]4[c:21](=[O:22])[nH:23]3)[cH:24][cH:25]2)[CH2:26][CH2:27]1\"}",
"reactionStep": {
"id": "sa_f1138b20f4534a6f9433ddd8",
"reactionHash": "521f5dd79600286df101b59c35cb64036b4a042fb72b64b941c70e118c3ec955"
},
"children": [
{
"id": "3331",
"routeId": "sa_74ef027dc1cb383577bdabcd",
"moleculeId": "sa_71200ac408a27413dd7fec47",
"parentId": "3330",
"isLeaf": false,
"molecule": {
"id": "sa_71200ac408a27413dd7fec47",
"inchikey": "JIIVHMRWUCCJEI-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCN(c2ccc(C=O)cc2)CC1"
},
"smiles": "CC(C)N1CCN(c2ccc(C=O)cc2)CC1",
"reactionStepId": "sa_918468017b529f4dbab6656d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130281399A1;0437;1438953\",\"rsmi\":\"F[c:8]1[cH:9][cH:10][c:11]([CH:12]=[O:13])[cH:14][cH:15]1.[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][NH:7][CH2:16][CH2:17]1>CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH:12]=[O:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"F[c:8]1[cH:9][cH:10][c:11]([CH:12]=[O:13])[cH:14][cH:15]1.[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][NH:7][CH2:16][CH2:17]1>CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH:12]=[O:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_918468017b529f4dbab6656d",
"reactionHash": "082cd755a0f9ac352fdfe556a93f5178e10da8b9d56be72021ad2a09ab49c7c1"
},
"children": [
{
"id": "3332",
"routeId": "sa_74ef027dc1cb383577bdabcd",
"moleculeId": "sa_a61635e67688d155235136cf",
"parentId": "3331",
"isLeaf": true,
"molecule": {
"id": "sa_a61635e67688d155235136cf",
"inchikey": "UOQXIWFBQSVDPP-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(F)cc1"
},
"smiles": "O=Cc1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3333",
"routeId": "sa_74ef027dc1cb383577bdabcd",
"moleculeId": "sa_065dd4fdfbea1fed728895d0",
"parentId": "3331",
"isLeaf": true,
"molecule": {
"id": "sa_065dd4fdfbea1fed728895d0",
"inchikey": "WHKWMTXTYKVFLK-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCNCC1"
},
"smiles": "CC(C)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3334",
"routeId": "sa_74ef027dc1cb383577bdabcd",
"moleculeId": "sa_4393b9cd4a2dfdb5240590e1",
"parentId": "3330",
"isLeaf": false,
"molecule": {
"id": "sa_4393b9cd4a2dfdb5240590e1",
"inchikey": "RMDBIAFBDRRSOK-UHFFFAOYSA-N",
"smiles": "NC(=O)c1c(N)cccc1Cl"
},
"smiles": "NC(=O)c1c(N)cccc1Cl",
"reactionStepId": "sa_049671427e5ad1d7dad8c4b7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130281399A1;0677;1439106\",\"rsmi\":\"O[C:2](=[O:3])[c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Cl:11].[NH3:1]>C1CCOC1.CCN=C=NCCCN(C)C.CN1CCOCC1.On1nnc2ccccc21.O>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Cl:11]\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:3])[c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Cl:11].[NH3:1]>C1CCOC1.CCN=C=NCCCN(C)C.CN1CCOCC1.On1nnc2ccccc21.O>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Cl:11]\"}",
"reactionStep": {
"id": "sa_049671427e5ad1d7dad8c4b7",
"reactionHash": "07ee1fb00b0e778274278970586467a96561f494ed1ae327abc70e9dab57aa29"
},
"children": [
{
"id": "3335",
"routeId": "sa_74ef027dc1cb383577bdabcd",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "3334",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3336",
"routeId": "sa_74ef027dc1cb383577bdabcd",
"moleculeId": "sa_136fb321f628e9c3c5dcde5e",
"parentId": "3334",
"isLeaf": true,
"molecule": {
"id": "sa_136fb321f628e9c3c5dcde5e",
"inchikey": "SZCPTRGBOVXVCA-UHFFFAOYSA-N",
"smiles": "Nc1cccc(Cl)c1C(=O)O"
},
"smiles": "Nc1cccc(Cl)c1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}