Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)c1ccc(NC(=O)c2nc(C#N)cn2COCC[Si](C)(C)C)c(C2=CCCCC2)c1
InChiKey
PHXZDJRURMHULT-UHFFFAOYSA-N
Route Signature
d4ce1ac5c1873a6a42752444311d830467ac478207ff8bb302463c70a5af6f89
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a7c167a6956dea9c77b36009",
"signature": "d4ce1ac5c1873a6a42752444311d830467ac478207ff8bb302463c70a5af6f89",
"contentHash": "35ced3820bf37bf0db4630b3478518958706a165fa6e20dd7c7fe8d2849ace39",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_bb727ddf73903da42ae45430",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05890",
"moleculeId": "sa_4ed2bcd2d6a41c4a12c8c58a",
"smiles": "CC(=O)c1ccc(NC(=O)c2nc(C#N)cn2COCC[Si](C)(C)C)c(C2=CCCCC2)c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4ed2bcd2d6a41c4a12c8c58a",
"inchikey": "PHXZDJRURMHULT-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(NC(=O)c2nc(C#N)cn2COCC[Si](C)(C)C)c(C2=CCCCC2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15813",
"routeId": "sa_a7c167a6956dea9c77b36009",
"moleculeId": "sa_4ed2bcd2d6a41c4a12c8c58a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4ed2bcd2d6a41c4a12c8c58a",
"inchikey": "PHXZDJRURMHULT-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(NC(=O)c2nc(C#N)cn2COCC[Si](C)(C)C)c(C2=CCCCC2)c1"
},
"smiles": "CC(=O)c1ccc(NC(=O)c2nc(C#N)cn2COCC[Si](C)(C)C)c(C2=CCCCC2)c1",
"reactionStepId": "sa_00c6f2b4837ade932959bec3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160122334A1;0169;1871625\",\"rsmi\":\"Br[c:4]1[cH:5][c:6]([C:7]2=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[c:13]([NH:14][C:15](=[O:16])[c:17]2[n:18][c:19]([C:20]#[N:21])[cH:22][n:23]2[CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]1.CCCC[Sn](CCCC)(CCCC)[C:2](=[CH2:1])[O:3]CC>C1COCCO1.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]2=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[c:13]([NH:14][C:15](=[O:16])[c:17]2[n:18][c:19]([C:20]#[N:21])[cH:22][n:23]2[CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:5][c:6]([C:7]2=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[c:13]([NH:14][C:15](=[O:16])[c:17]2[n:18][c:19]([C:20]#[N:21])[cH:22][n:23]2[CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]1.CCCC[Sn](CCCC)(CCCC)[C:2](=[CH2:1])[O:3]CC>C1COCCO1.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]2=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[c:13]([NH:14][C:15](=[O:16])[c:17]2[n:18][c:19]([C:20]#[N:21])[cH:22][n:23]2[CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_00c6f2b4837ade932959bec3",
"reactionHash": "c6e51460a28a2b92a449ce1109b7bd3e69633549f7f5b0dbf8206fcbb377d716"
},
"children": [
{
"id": "15814",
"routeId": "sa_a7c167a6956dea9c77b36009",
"moleculeId": "sa_1ea9e182d7de920290d9ddd9",
"parentId": "15813",
"isLeaf": true,
"molecule": {
"id": "sa_1ea9e182d7de920290d9ddd9",
"inchikey": "HGXJOXHYPGNVNK-UHFFFAOYSA-N",
"smiles": "C=[C](OCC)[Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC"
},
"smiles": "C=[C](OCC)[Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15815",
"routeId": "sa_a7c167a6956dea9c77b36009",
"moleculeId": "sa_748f5ce4e49f16537ca14954",
"parentId": "15813",
"isLeaf": false,
"molecule": {
"id": "sa_748f5ce4e49f16537ca14954",
"inchikey": "MBQLHRKSLLCFTQ-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cc(C#N)nc1C(=O)Nc1ccc(Br)cc1C1=CCCCC1"
},
"smiles": "C[Si](C)(C)CCOCn1cc(C#N)nc1C(=O)Nc1ccc(Br)cc1C1=CCCCC1",
"reactionStepId": "sa_9895cbf0087db89417bcef32",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160122334A1;0167;1871624\",\"rsmi\":\"[NH2:18][c:19]1[c:20]([C:21]2=[CH:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[cH:27][c:28]([Br:29])[cH:30][cH:31]1.O[C:16]([c:15]1[n:9]([CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4])[cH:10][c:11]([C:12]#[N:13])[n:14]1)=[O:17]>Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1.CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.F[PH](F)(F)(F)(F)F.[K+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[cH:10][c:11]([C:12]#[N:13])[n:14][c:15]1[C:16](=[O:17])[NH:18][c:19]1[c:20]([C:21]2=[CH:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[cH:27][c:28]([Br:29])[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"[NH2:18][c:19]1[c:20]([C:21]2=[CH:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[cH:27][c:28]([Br:29])[cH:30][cH:31]1.O[C:16]([c:15]1[n:9]([CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4])[cH:10][c:11]([C:12]#[N:13])[n:14]1)=[O:17]>Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1.CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.F[PH](F)(F)(F)(F)F.[K+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[cH:10][c:11]([C:12]#[N:13])[n:14][c:15]1[C:16](=[O:17])[NH:18][c:19]1[c:20]([C:21]2=[CH:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[cH:27][c:28]([Br:29])[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_9895cbf0087db89417bcef32",
"reactionHash": "12649e3f7a19f8d9b85b962e83e6d8a9f07caa3e5b0f906a1a418dd6c143ed5d"
},
"children": [
{
"id": "15816",
"routeId": "sa_a7c167a6956dea9c77b36009",
"moleculeId": "sa_521641cf8deca863486c7524",
"parentId": "15815",
"isLeaf": false,
"molecule": {
"id": "sa_521641cf8deca863486c7524",
"inchikey": "LREROYBIQZYZLO-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Br)cc1C1=CCCCC1"
},
"smiles": "Nc1ccc(Br)cc1C1=CCCCC1",
"reactionStepId": "sa_98639755932da9d7df3c9906",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160122334A1;0165;1871623\",\"rsmi\":\"CC1(C)OB([C:4]2=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9]2)OC1(C)C.I[c:3]1[c:2]([NH2:1])[cH:14][cH:13][c:11]([Br:12])[cH:10]1>C1COCCO1.CCOC(C)=O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[c:3]([C:4]2=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9]2)[cH:10][c:11]([Br:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([C:4]2=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9]2)OC1(C)C.I[c:3]1[c:2]([NH2:1])[cH:14][cH:13][c:11]([Br:12])[cH:10]1>C1COCCO1.CCOC(C)=O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[c:3]([C:4]2=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9]2)[cH:10][c:11]([Br:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_98639755932da9d7df3c9906",
"reactionHash": "c76b082d9af13a36ed842a2dfb75d07ee493866f09ae357bd28b38f3159d50bb"
},
"children": [
{
"id": "15817",
"routeId": "sa_a7c167a6956dea9c77b36009",
"moleculeId": "sa_6f7847c1c39f3369c0f8733f",
"parentId": "15816",
"isLeaf": true,
"molecule": {
"id": "sa_6f7847c1c39f3369c0f8733f",
"inchikey": "HHTYEQWCHQEJNV-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Br)cc1I"
},
"smiles": "Nc1ccc(Br)cc1I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15818",
"routeId": "sa_a7c167a6956dea9c77b36009",
"moleculeId": "sa_7edb53911a427084e82c719a",
"parentId": "15816",
"isLeaf": true,
"molecule": {
"id": "sa_7edb53911a427084e82c719a",
"inchikey": "QNZFUMVTUFOLRT-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(C2=CCCCC2)OC1(C)C"
},
"smiles": "CC1(C)OB(C2=CCCCC2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15819",
"routeId": "sa_a7c167a6956dea9c77b36009",
"moleculeId": "sa_4cbcb4cf2d562e6bf7a55aee",
"parentId": "15815",
"isLeaf": true,
"molecule": {
"id": "sa_4cbcb4cf2d562e6bf7a55aee",
"inchikey": "SQMINWFWFXVWHK-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cc(C#N)nc1C(=O)O"
},
"smiles": "C[Si](C)(C)CCOCn1cc(C#N)nc1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}