Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)CCc1ccc(OCc2ccc(CN(CCC(C)C)c3nc(-c4ccc(C(F)(F)F)cc4)cs3)cc2)cc1
InChiKey
KQXJRBCFGRQECD-UHFFFAOYSA-N
Route Signature
d694c3d60d461e278cfc67f4117402a53b748bded6ecb9bce871ba98bdfc5338
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_9064283bb92e79ce60faae53",
"signature": "d694c3d60d461e278cfc67f4117402a53b748bded6ecb9bce871ba98bdfc5338",
"contentHash": "536fff0cc3d09848e79a9c2a4d28546417d5af302192a9f5d7d01be1f3e83add",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_5fa53914f79de4f2c7c5fb25",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08109",
"moleculeId": "sa_8f9419f759719ead2076158b",
"smiles": "COC(=O)CCc1ccc(OCc2ccc(CN(CCC(C)C)c3nc(-c4ccc(C(F)(F)F)cc4)cs3)cc2)cc1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_8f9419f759719ead2076158b",
"inchikey": "KQXJRBCFGRQECD-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1ccc(OCc2ccc(CN(CCC(C)C)c3nc(-c4ccc(C(F)(F)F)cc4)cs3)cc2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11857",
"routeId": "sa_9064283bb92e79ce60faae53",
"moleculeId": "sa_8f9419f759719ead2076158b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8f9419f759719ead2076158b",
"inchikey": "KQXJRBCFGRQECD-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1ccc(OCc2ccc(CN(CCC(C)C)c3nc(-c4ccc(C(F)(F)F)cc4)cs3)cc2)cc1"
},
"smiles": "COC(=O)CCc1ccc(OCc2ccc(CN(CCC(C)C)c3nc(-c4ccc(C(F)(F)F)cc4)cs3)cc2)cc1",
"reactionStepId": "sa_dc4541ad1e74a8e5f6087880",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070155808A1;0405;472028\",\"rsmi\":\"Cl[CH2:17][c:16]1[cH:15][cH:14][c:13]([CH2:12][O:11][c:10]2[cH:9][cH:8][c:7]([CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:42][cH:41]2)[cH:40][cH:39]1.[NH:18]([CH2:19][CH2:20][CH:21]([CH3:22])[CH3:23])[c:24]1[n:25][c:26](-[c:27]2[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]2)[cH:37][s:38]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][c:16]([CH2:17][N:18]([CH2:19][CH2:20][CH:21]([CH3:22])[CH3:23])[c:24]3[n:25][c:26](-[c:27]4[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]4)[cH:37][s:38]3)[cH:39][cH:40]2)[cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:17][c:16]1[cH:15][cH:14][c:13]([CH2:12][O:11][c:10]2[cH:9][cH:8][c:7]([CH2:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:42][cH:41]2)[cH:40][cH:39]1.[NH:18]([CH2:19][CH2:20][CH:21]([CH3:22])[CH3:23])[c:24]1[n:25][c:26](-[c:27]2[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]2)[cH:37][s:38]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][c:16]([CH2:17][N:18]([CH2:19][CH2:20][CH:21]([CH3:22])[CH3:23])[c:24]3[n:25][c:26](-[c:27]4[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]4)[cH:37][s:38]3)[cH:39][cH:40]2)[cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_dc4541ad1e74a8e5f6087880",
"reactionHash": "de48aae1f2e8f997107ee32404169e938ac49733ab1934a43cec982161513ba8"
},
"children": [
{
"id": "11858",
"routeId": "sa_9064283bb92e79ce60faae53",
"moleculeId": "sa_b606587d565dbfb0c5d5340d",
"parentId": "11857",
"isLeaf": false,
"molecule": {
"id": "sa_b606587d565dbfb0c5d5340d",
"inchikey": "OLLJPMUJHXSARJ-UHFFFAOYSA-N",
"smiles": "CC(C)CCNc1nc(-c2ccc(C(F)(F)F)cc2)cs1"
},
"smiles": "CC(C)CCNc1nc(-c2ccc(C(F)(F)F)cc2)cs1",
"reactionStepId": "sa_7af21fe12e874338d1df0386",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070155808A1;0402;472027\",\"rsmi\":\"O=[C:9]([c:10]1[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1)[CH2:20]Br.[CH3:1][CH:2]([CH3:3])[CH2:4][CH2:5][NH:6][C:7]([NH2:8])=[S:21]>CC(=O)O.CCO.O.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][CH2:5][NH:6][c:7]1[n:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]2)[cH:20][s:21]1\"},\"mapped_reaction_smiles\":\"O=[C:9]([c:10]1[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1)[CH2:20]Br.[CH3:1][CH:2]([CH3:3])[CH2:4][CH2:5][NH:6][C:7]([NH2:8])=[S:21]>CC(=O)O.CCO.O.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][CH2:5][NH:6][c:7]1[n:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]2)[cH:20][s:21]1\"}",
"reactionStep": {
"id": "sa_7af21fe12e874338d1df0386",
"reactionHash": "0b2f2f1e11c7200b84e15f9372221c76832d26edf76d04a4363a5b7e7340572f"
},
"children": [
{
"id": "11859",
"routeId": "sa_9064283bb92e79ce60faae53",
"moleculeId": "sa_0494e8f0b8a001623e9637ec",
"parentId": "11858",
"isLeaf": true,
"molecule": {
"id": "sa_0494e8f0b8a001623e9637ec",
"inchikey": "HEMROKPXTCOASZ-UHFFFAOYSA-N",
"smiles": "O=C(CBr)c1ccc(C(F)(F)F)cc1"
},
"smiles": "O=C(CBr)c1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11860",
"routeId": "sa_9064283bb92e79ce60faae53",
"moleculeId": "sa_667aec88fa1f68e3b044885c",
"parentId": "11858",
"isLeaf": true,
"molecule": {
"id": "sa_667aec88fa1f68e3b044885c",
"inchikey": "XVKNFXXEGDACNC-UHFFFAOYSA-N",
"smiles": "CC(C)CCNC(=N)S"
},
"smiles": "CC(C)CCNC(N)=S",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11861",
"routeId": "sa_9064283bb92e79ce60faae53",
"moleculeId": "sa_bf98810265b0a0d5deaaba3f",
"parentId": "11857",
"isLeaf": false,
"molecule": {
"id": "sa_bf98810265b0a0d5deaaba3f",
"inchikey": "ZJBZIPWUMMGOCI-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1ccc(OCc2ccc(CCl)cc2)cc1"
},
"smiles": "COC(=O)CCc1ccc(OCc2ccc(CCl)cc2)cc1",
"reactionStepId": "sa_1a71cdb68e0908063914dcbd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070155808A1;0303;472001\",\"rsmi\":\"O[CH2:12][c:13]1[cH:14][cH:15][c:16]([CH2:17][Cl:18])[cH:19][cH:20]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:21][cH:22]1>C1CCOC1.CCOC(=O)N=NC(=O)OCC.Cc1ccccc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][c:16]([CH2:17][Cl:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"O[CH2:12][c:13]1[cH:14][cH:15][c:16]([CH2:17][Cl:18])[cH:19][cH:20]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:21][cH:22]1>C1CCOC1.CCOC(=O)N=NC(=O)OCC.Cc1ccccc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][c:13]2[cH:14][cH:15][c:16]([CH2:17][Cl:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_1a71cdb68e0908063914dcbd",
"reactionHash": "373f8b590cd8394fcd85bca6307df5394c987cb976583551ddea8c9cf1e9a5a3"
},
"children": [
{
"id": "11862",
"routeId": "sa_9064283bb92e79ce60faae53",
"moleculeId": "sa_641b65fb44b4b38395cc1a88",
"parentId": "11861",
"isLeaf": true,
"molecule": {
"id": "sa_641b65fb44b4b38395cc1a88",
"inchikey": "OGALXJIOJZXBBP-UHFFFAOYSA-N",
"smiles": "OCc1ccc(CCl)cc1"
},
"smiles": "OCc1ccc(CCl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11863",
"routeId": "sa_9064283bb92e79ce60faae53",
"moleculeId": "sa_06b9a345f3d4a47435a479f0",
"parentId": "11861",
"isLeaf": true,
"molecule": {
"id": "sa_06b9a345f3d4a47435a479f0",
"inchikey": "XRAMJHXWXCMGJM-UHFFFAOYSA-N",
"smiles": "COC(=O)CCc1ccc(O)cc1"
},
"smiles": "COC(=O)CCc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}