Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C)c(Nc2nc3cccc(CBr)c3s2)c(C)c1
InChiKey
PDURYSFELRUNPS-UHFFFAOYSA-N
Route Signature
5836badb273715d9ce6f147fe8725cfa3957317a111cec581d5af0b66482bbf9
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_97ef9180402588e2a7da7e5c",
"signature": "5836badb273715d9ce6f147fe8725cfa3957317a111cec581d5af0b66482bbf9",
"contentHash": "db0386d4ae19accfaa14f2b0e09e488bc5a0f07645ad34c007700d0b00bd3790",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_efd0e43a43b7a880e29bc792",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00681",
"moleculeId": "sa_31e5c39b4a24e8df865d3073",
"smiles": "Cc1cc(C)c(Nc2nc3cccc(CBr)c3s2)c(C)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_31e5c39b4a24e8df865d3073",
"inchikey": "PDURYSFELRUNPS-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)c(Nc2nc3cccc(CBr)c3s2)c(C)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4663",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_31e5c39b4a24e8df865d3073",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_31e5c39b4a24e8df865d3073",
"inchikey": "PDURYSFELRUNPS-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)c(Nc2nc3cccc(CBr)c3s2)c(C)c1"
},
"smiles": "Cc1cc(C)c(Nc2nc3cccc(CBr)c3s2)c(C)c1",
"reactionStepId": "sa_75af829898dc798fe7cd521d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070135452A1;0444;463963\",\"rsmi\":\"BrP(Br)[Br:15].O[CH2:14][c:13]1[c:11]2[c:10]([n:9][c:8]([NH:7][c:6]3[c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:21][c:19]3[CH3:20])[s:12]2)[cH:18][cH:17][cH:16]1>ClCCl.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([CH2:14][Br:15])[cH:16][cH:17][cH:18]3)[c:19]([CH3:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"BrP(Br)[Br:15].O[CH2:14][c:13]1[c:11]2[c:10]([n:9][c:8]([NH:7][c:6]3[c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:21][c:19]3[CH3:20])[s:12]2)[cH:18][cH:17][cH:16]1>ClCCl.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([CH2:14][Br:15])[cH:16][cH:17][cH:18]3)[c:19]([CH3:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_75af829898dc798fe7cd521d",
"reactionHash": "c1fdfe5420308faec5fc772f598bd79f9921f996ada1a1276399af910bafa6ca"
},
"children": [
{
"id": "4664",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_dffdccbce5a44ffb8b04e1d2",
"parentId": "4663",
"isLeaf": true,
"molecule": {
"id": "sa_dffdccbce5a44ffb8b04e1d2",
"inchikey": "IPNPIHIZVLFAFP-UHFFFAOYSA-N",
"smiles": "BrP(Br)Br"
},
"smiles": "BrP(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4665",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_964da7968723a7864b6fa327",
"parentId": "4663",
"isLeaf": false,
"molecule": {
"id": "sa_964da7968723a7864b6fa327",
"inchikey": "VBESKIAEWORCCZ-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)c(Nc2nc3cccc(CO)c3s2)c(C)c1"
},
"smiles": "Cc1cc(C)c(Nc2nc3cccc(CO)c3s2)c(C)c1",
"reactionStepId": "sa_ff25c5fb8d46eb8d378a90f2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070135452A1;0442;463962\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][C:8]([NH:9][c:10]2[cH:11][c:13]([CH2:14][OH:15])[cH:16][cH:17][cH:18]2)=[S:12])[c:19]([CH3:20])[cH:21]1>BrBr.CC(=O)O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([CH2:14][OH:15])[cH:16][cH:17][cH:18]3)[c:19]([CH3:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][C:8]([NH:9][c:10]2[cH:11][c:13]([CH2:14][OH:15])[cH:16][cH:17][cH:18]2)=[S:12])[c:19]([CH3:20])[cH:21]1>BrBr.CC(=O)O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([CH2:14][OH:15])[cH:16][cH:17][cH:18]3)[c:19]([CH3:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_ff25c5fb8d46eb8d378a90f2",
"reactionHash": "bee5d6a48a9a636d7e43412949f2752077fa38013445a511867086006a7024c5"
},
"children": [
{
"id": "4666",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_8c75a23cb7fcb50b7313b695",
"parentId": "4665",
"isLeaf": false,
"molecule": {
"id": "sa_8c75a23cb7fcb50b7313b695",
"inchikey": "XPMKBGRHYQWRJC-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)c(NC(=S)Nc2cccc(CO)c2)c(C)c1"
},
"smiles": "Cc1cc(C)c(NC(=S)Nc2cccc(CO)c2)c(C)c1",
"reactionStepId": "sa_2b4ec0f9aed9ce2e14539aef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070135452A1;0440;463961\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:15][CH2:14][c:13]1[cH:12][c:11]([NH:10][C:8]([NH:7][c:6]2[c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:21][c:19]2[CH3:20])=[S:9])[cH:18][cH:17][cH:16]1>CCO.Cl.O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][C:8](=[S:9])[NH:10][c:11]2[cH:12][c:13]([CH2:14][OH:15])[cH:16][cH:17][cH:18]2)[c:19]([CH3:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[Si](C)(C)[O:15][CH2:14][c:13]1[cH:12][c:11]([NH:10][C:8]([NH:7][c:6]2[c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:21][c:19]2[CH3:20])=[S:9])[cH:18][cH:17][cH:16]1>CCO.Cl.O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][C:8](=[S:9])[NH:10][c:11]2[cH:12][c:13]([CH2:14][OH:15])[cH:16][cH:17][cH:18]2)[c:19]([CH3:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_2b4ec0f9aed9ce2e14539aef",
"reactionHash": "897931812941da751f5c10b3bc63078bb2473c175545d48c605cb89d7ea9e5ed"
},
"children": [
{
"id": "4667",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_45133f3218b63a2c3358abb7",
"parentId": "4666",
"isLeaf": false,
"molecule": {
"id": "sa_45133f3218b63a2c3358abb7",
"inchikey": "FPTLOVDASJHYRQ-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)c(NC(=S)Nc2cccc(CO[Si](C)(C)C(C)(C)C)c2)c(C)c1"
},
"smiles": "Cc1cc(C)c(NC(=S)Nc2cccc(CO[Si](C)(C)C(C)(C)C)c2)c(C)c1",
"reactionStepId": "sa_ce8123c67c6f903a3ad26688",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070135452A1;0438;463960\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([N:7]=[C:8]=[S:9])[c:26]([CH3:27])[cH:28]1.[NH2:10][c:11]1[cH:12][c:13]([CH2:14][O:15][Si:16]([CH3:17])([CH3:18])[C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24][cH:25]1>CO>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][C:8](=[S:9])[NH:10][c:11]2[cH:12][c:13]([CH2:14][O:15][Si:16]([CH3:17])([CH3:18])[C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24][cH:25]2)[c:26]([CH3:27])[cH:28]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([N:7]=[C:8]=[S:9])[c:26]([CH3:27])[cH:28]1.[NH2:10][c:11]1[cH:12][c:13]([CH2:14][O:15][Si:16]([CH3:17])([CH3:18])[C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24][cH:25]1>CO>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[c:6]([NH:7][C:8](=[S:9])[NH:10][c:11]2[cH:12][c:13]([CH2:14][O:15][Si:16]([CH3:17])([CH3:18])[C:19]([CH3:20])([CH3:21])[CH3:22])[cH:23][cH:24][cH:25]2)[c:26]([CH3:27])[cH:28]1\"}",
"reactionStep": {
"id": "sa_ce8123c67c6f903a3ad26688",
"reactionHash": "c16dff9c32bf3c0bdb8b77fa79e8f9a081f7ee64630bef619718455f1d393aa3"
},
"children": [
{
"id": "4668",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_a162854cdbcb43709c4d0303",
"parentId": "4667",
"isLeaf": true,
"molecule": {
"id": "sa_a162854cdbcb43709c4d0303",
"inchikey": "KKYMYPLVBCVDPL-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)c(N=C=S)c(C)c1"
},
"smiles": "Cc1cc(C)c(N=C=S)c(C)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4669",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_51a0cd49b7a75f6c3b32fcbc",
"parentId": "4667",
"isLeaf": false,
"molecule": {
"id": "sa_51a0cd49b7a75f6c3b32fcbc",
"inchikey": "VLODOLKTCMEMIT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCc1cccc(N)c1"
},
"smiles": "CC(C)(C)[Si](C)(C)OCc1cccc(N)c1",
"reactionStepId": "sa_5adfad26a0dda48a31097426",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070135452A1;0436;463959\",\"rsmi\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]1>CN(C)C=O.O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]1>CN(C)C=O.O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_5adfad26a0dda48a31097426",
"reactionHash": "61859e195bdd12683ac8d4f26a5ba1534e1105c637cd307d82ff033b2aad18ab"
},
"children": [
{
"id": "4670",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "4669",
"isLeaf": true,
"molecule": {
"id": "sa_1785e67b778eb91f7e04c15a",
"inchikey": "BCNZYOJHNLTNEZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4671",
"routeId": "sa_97ef9180402588e2a7da7e5c",
"moleculeId": "sa_4f48c6be1534e0bc0fc8a2c1",
"parentId": "4669",
"isLeaf": true,
"molecule": {
"id": "sa_4f48c6be1534e0bc0fc8a2c1",
"inchikey": "OJZQOQNSUZLSMV-UHFFFAOYSA-N",
"smiles": "Nc1cccc(CO)c1"
},
"smiles": "Nc1cccc(CO)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}