Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CS(=O)(=O)Cc1cccc(Nc2ncnc(-c3ccccc3OC(F)(F)F)n2)c1
InChiKey
OBRCBIWWZHOAFX-UHFFFAOYSA-N
Route Signature
7a1e9feb129aa4dda306acf78f826a9937e90437388f3fe253ba36ac339595e8
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f4d85efa285d3b790a2adaf0",
"signature": "7a1e9feb129aa4dda306acf78f826a9937e90437388f3fe253ba36ac339595e8",
"contentHash": "5442074d8a28272d28f3c9164ac4fbdbc4a16f6653bfea5391137f561c87ad3d",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_d76e64b03afc33db59258c97",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00738",
"moleculeId": "sa_6287e7391c581e7d20db6536",
"smiles": "CS(=O)(=O)Cc1cccc(Nc2ncnc(-c3ccccc3OC(F)(F)F)n2)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6287e7391c581e7d20db6536",
"inchikey": "OBRCBIWWZHOAFX-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cc1cccc(Nc2ncnc(-c3ccccc3OC(F)(F)F)n2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "4787",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_6287e7391c581e7d20db6536",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6287e7391c581e7d20db6536",
"inchikey": "OBRCBIWWZHOAFX-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cc1cccc(Nc2ncnc(-c3ccccc3OC(F)(F)F)n2)c1"
},
"smiles": "CS(=O)(=O)Cc1cccc(Nc2ncnc(-c3ccccc3OC(F)(F)F)n2)c1",
"reactionStepId": "sa_b1f833c37a6923a2f6d09b98",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140045852A1;0656;1486381\",\"rsmi\":\"Cl[c:16]1[n:15][cH:14][n:13][c:12]([NH:11][c:10]2[cH:9][cH:8][cH:7][c:6]([CH2:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:29]2)[n:28]1.OB(O)[c:17]1[c:18]([O:19][C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26][cH:27]1>>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH:11][c:12]2[n:13][cH:14][n:15][c:16](-[c:17]3[c:18]([O:19][C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26][cH:27]3)[n:28]2)[cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:16]1[n:15][cH:14][n:13][c:12]([NH:11][c:10]2[cH:9][cH:8][cH:7][c:6]([CH2:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:29]2)[n:28]1.OB(O)[c:17]1[c:18]([O:19][C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26][cH:27]1>>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH:11][c:12]2[n:13][cH:14][n:15][c:16](-[c:17]3[c:18]([O:19][C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26][cH:27]3)[n:28]2)[cH:29]1\"}",
"reactionStep": {
"id": "sa_b1f833c37a6923a2f6d09b98",
"reactionHash": "10b86760ae736cd4ccebe077d11b139586f80e1a8da2ffe44a541d2f03181d2a"
},
"children": [
{
"id": "4788",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_d93d33ed5cf9f82076407de4",
"parentId": "4787",
"isLeaf": true,
"molecule": {
"id": "sa_d93d33ed5cf9f82076407de4",
"inchikey": "AIJCNTOYZPKURP-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1OC(F)(F)F"
},
"smiles": "OB(O)c1ccccc1OC(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4789",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_523b1586d0025d2358098762",
"parentId": "4787",
"isLeaf": false,
"molecule": {
"id": "sa_523b1586d0025d2358098762",
"inchikey": "MQUXVJOIFGANRK-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cc1cccc(Nc2ncnc(Cl)n2)c1"
},
"smiles": "CS(=O)(=O)Cc1cccc(Nc2ncnc(Cl)n2)c1",
"reactionStepId": "sa_af930eb1922b8a2ebf6c18c5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140045852A1;0637;1486375\",\"rsmi\":\"Cl[c:12]1[n:13][cH:14][n:15][c:16]([Cl:17])[n:18]1.[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH2:11])[cH:19]1>C1CCOC1.CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH:11][c:12]2[n:13][cH:14][n:15][c:16]([Cl:17])[n:18]2)[cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:12]1[n:13][cH:14][n:15][c:16]([Cl:17])[n:18]1.[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH2:11])[cH:19]1>C1CCOC1.CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH:11][c:12]2[n:13][cH:14][n:15][c:16]([Cl:17])[n:18]2)[cH:19]1\"}",
"reactionStep": {
"id": "sa_af930eb1922b8a2ebf6c18c5",
"reactionHash": "2069346961c266399ea8687bef22996fef8045fdfa82ca55344eb50b275c1300"
},
"children": [
{
"id": "4790",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_3c80af201ecccc132a4bc4b2",
"parentId": "4789",
"isLeaf": false,
"molecule": {
"id": "sa_3c80af201ecccc132a4bc4b2",
"inchikey": "GECSZAKQFLIPNJ-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cc1cccc(N)c1"
},
"smiles": "CS(=O)(=O)Cc1cccc(N)c1",
"reactionStepId": "sa_27cca192f60db28c27daed5c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140045852A1;0634;1486374\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[cH:9][cH:8][cH:7][c:6]([CH2:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:12]1>C1CCOC1.Cl.Cl.Cl.Cl.[Na+].O.[Ti+3]>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH2:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[cH:9][cH:8][cH:7][c:6]([CH2:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:12]1>C1CCOC1.Cl.Cl.Cl.Cl.[Na+].O.[Ti+3]>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][c:10]([NH2:11])[cH:12]1\"}",
"reactionStep": {
"id": "sa_27cca192f60db28c27daed5c",
"reactionHash": "51a1e4af45ba4f46ad98cb1ba80ff0aa124edacee3b3d9e16241f3ba75ea3bcb"
},
"children": [
{
"id": "4791",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_104e885e148dd5acc5544907",
"parentId": "4790",
"isLeaf": false,
"molecule": {
"id": "sa_104e885e148dd5acc5544907",
"inchikey": "NDFOSCHZAAFGGU-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cc1cccc([N+](=O)[O-])c1"
},
"smiles": "CS(=O)(=O)Cc1cccc([N+](=O)[O-])c1",
"reactionStepId": "sa_a1215937ca1344c64292e05e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140045852A1;0631;1486373\",\"rsmi\":\"Clc1cccc(C(O[OH:3])=[O:4])c1.[CH3:1][S:2][CH2:5][c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14]1>ClCCl.O.O=C(O)O.[Na+]>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Clc1cccc(C(O[OH:3])=[O:4])c1.[CH3:1][S:2][CH2:5][c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14]1>ClCCl.O.O=C(O)O.[Na+]>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_a1215937ca1344c64292e05e",
"reactionHash": "4d7531a11b957622808dc4427345fbd8741391949f1ce081847d044e38d795aa"
},
"children": [
{
"id": "4792",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "4791",
"isLeaf": true,
"molecule": {
"id": "sa_292aab804b3670e84ce954f3",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"smiles": "O=C(OO)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4793",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_4123b5c5133cb95d6fa8339e",
"parentId": "4791",
"isLeaf": false,
"molecule": {
"id": "sa_4123b5c5133cb95d6fa8339e",
"inchikey": "RVUYCFUSWBGCKF-UHFFFAOYSA-N",
"smiles": "CSCc1cccc([N+](=O)[O-])c1"
},
"smiles": "CSCc1cccc([N+](=O)[O-])c1",
"reactionStepId": "sa_f12ba0ba3a93b8b2027448e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140045852A1;0628;1486372\",\"rsmi\":\"Cl[CH2:3][c:4]1[cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11][cH:12]1.[CH3:1][SH:2]>CCO.[Na+]>[CH3:1][S:2][CH2:3][c:4]1[cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][c:4]1[cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11][cH:12]1.[CH3:1][SH:2]>CCO.[Na+]>[CH3:1][S:2][CH2:3][c:4]1[cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_f12ba0ba3a93b8b2027448e5",
"reactionHash": "546f4fea771452e79602f87756f293da03e28f19182d4ee7957bf3cbce01cdd0"
},
"children": [
{
"id": "4794",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_0d05c700ebb62e10ab4f6241",
"parentId": "4793",
"isLeaf": true,
"molecule": {
"id": "sa_0d05c700ebb62e10ab4f6241",
"inchikey": "APGGSERFJKEWFG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(CCl)c1"
},
"smiles": "O=[N+]([O-])c1cccc(CCl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4795",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_4ff6ad4ca1f9c12687e811c2",
"parentId": "4793",
"isLeaf": true,
"molecule": {
"id": "sa_4ff6ad4ca1f9c12687e811c2",
"inchikey": "LSDPWZHWYPCBBB-UHFFFAOYSA-N",
"smiles": "CS"
},
"smiles": "CS",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "4796",
"routeId": "sa_f4d85efa285d3b790a2adaf0",
"moleculeId": "sa_16be833f58786ee31fc4d7d7",
"parentId": "4789",
"isLeaf": true,
"molecule": {
"id": "sa_16be833f58786ee31fc4d7d7",
"inchikey": "OMRXVBREYFZQHU-UHFFFAOYSA-N",
"smiles": "Clc1ncnc(Cl)n1"
},
"smiles": "Clc1ncnc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}