Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=Cc1cc2c(-c3ccc(S(=O)(=O)N4CCCC4)cc3)ccnc2n1S(=O)(=O)c1ccccc1
InChiKey
WSUFKGSXPYYUCA-UHFFFAOYSA-N
Route Signature
d7525e4463bb59a63449ff739db40f2e3ce21ba24c5f1a84bb237c37537495d8
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6a35c8e9094a3d7b64f5176f",
"signature": "d7525e4463bb59a63449ff739db40f2e3ce21ba24c5f1a84bb237c37537495d8",
"contentHash": "1da5e7886bc81df275272af63bd7e37df61f20b7c4bb50a1f79e606ef7c99b43",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_5035e153f20c7b3cb5da2dcf",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09891",
"moleculeId": "sa_98a17751e81040c71a3436b2",
"smiles": "O=Cc1cc2c(-c3ccc(S(=O)(=O)N4CCCC4)cc3)ccnc2n1S(=O)(=O)c1ccccc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_98a17751e81040c71a3436b2",
"inchikey": "WSUFKGSXPYYUCA-UHFFFAOYSA-N",
"smiles": "O=Cc1cc2c(-c3ccc(S(=O)(=O)N4CCCC4)cc3)ccnc2n1S(=O)(=O)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "9133",
"routeId": "sa_6a35c8e9094a3d7b64f5176f",
"moleculeId": "sa_98a17751e81040c71a3436b2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_98a17751e81040c71a3436b2",
"inchikey": "WSUFKGSXPYYUCA-UHFFFAOYSA-N",
"smiles": "O=Cc1cc2c(-c3ccc(S(=O)(=O)N4CCCC4)cc3)ccnc2n1S(=O)(=O)c1ccccc1"
},
"smiles": "O=Cc1cc2c(-c3ccc(S(=O)(=O)N4CCCC4)cc3)ccnc2n1S(=O)(=O)c1ccccc1",
"reactionStepId": "sa_8c07e2a08ee5835289eda0d1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080146606A1;0579;584148\",\"rsmi\":\"CN(C)[CH:2]=[O:1].[cH:3]1[cH:4][c:5]2[c:6](-[c:7]3[cH:8][cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]4[CH2:15][CH2:16][CH2:17][CH2:18]4)[cH:19][cH:20]3)[cH:21][cH:22][n:23][c:24]2[n:25]1[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1>C1CCOC1.C1CCOC1.CC(C)NC(C)C.CCCCCCC.CCc1ccccc1.[Li+]>[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6](-[c:7]3[cH:8][cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]4[CH2:15][CH2:16][CH2:17][CH2:18]4)[cH:19][cH:20]3)[cH:21][cH:22][n:23][c:24]2[n:25]1[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:2]=[O:1].[cH:3]1[cH:4][c:5]2[c:6](-[c:7]3[cH:8][cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]4[CH2:15][CH2:16][CH2:17][CH2:18]4)[cH:19][cH:20]3)[cH:21][cH:22][n:23][c:24]2[n:25]1[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1>C1CCOC1.C1CCOC1.CC(C)NC(C)C.CCCCCCC.CCc1ccccc1.[Li+]>[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6](-[c:7]3[cH:8][cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]4[CH2:15][CH2:16][CH2:17][CH2:18]4)[cH:19][cH:20]3)[cH:21][cH:22][n:23][c:24]2[n:25]1[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1\"}",
"reactionStep": {
"id": "sa_8c07e2a08ee5835289eda0d1",
"reactionHash": "135a40040027ba2c91931e5673ca707a23346f4502738f4bca64728b697569e4"
},
"children": [
{
"id": "9134",
"routeId": "sa_6a35c8e9094a3d7b64f5176f",
"moleculeId": "sa_29ecf71525cf77ffb63dfbf4",
"parentId": "9133",
"isLeaf": false,
"molecule": {
"id": "sa_29ecf71525cf77ffb63dfbf4",
"inchikey": "YVZIPOALSPOQQX-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccc(-c2ccnc3c2ccn3S(=O)(=O)c2ccccc2)cc1)N1CCCC1"
},
"smiles": "O=S(=O)(c1ccc(-c2ccnc3c2ccn3S(=O)(=O)c2ccccc2)cc1)N1CCCC1",
"reactionStepId": "sa_276ee61fcc3bfbea14403c98",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080146606A1;0576;584147\",\"rsmi\":\"Br[c:8]1[c:9]2[cH:10][cH:11][n:12]([S:13](=[O:14])(=[O:15])[c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[c:22]2[n:23][cH:24][cH:25]1.OB(O)[c:7]1[cH:6][cH:5][c:4]([S:2](=[O:1])(=[O:3])[N:28]2[CH2:29][CH2:30][CH2:31][CH2:32]2)[cH:27][cH:26]1>C1COCCO1.O.O=C(O)O.[Fe+2].[Na+].[Na+].[Pd]>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][c:7](-[c:8]2[c:9]3[cH:10][cH:11][n:12]([S:13](=[O:14])(=[O:15])[c:16]4[cH:17][cH:18][cH:19][cH:20][cH:21]4)[c:22]3[n:23][cH:24][cH:25]2)[cH:26][cH:27]1)[N:28]1[CH2:29][CH2:30][CH2:31][CH2:32]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[c:9]2[cH:10][cH:11][n:12]([S:13](=[O:14])(=[O:15])[c:16]3[cH:17][cH:18][cH:19][cH:20][cH:21]3)[c:22]2[n:23][cH:24][cH:25]1.OB(O)[c:7]1[cH:6][cH:5][c:4]([S:2](=[O:1])(=[O:3])[N:28]2[CH2:29][CH2:30][CH2:31][CH2:32]2)[cH:27][cH:26]1>C1COCCO1.O.O=C(O)O.[Fe+2].[Na+].[Na+].[Pd]>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][c:7](-[c:8]2[c:9]3[cH:10][cH:11][n:12]([S:13](=[O:14])(=[O:15])[c:16]4[cH:17][cH:18][cH:19][cH:20][cH:21]4)[c:22]3[n:23][cH:24][cH:25]2)[cH:26][cH:27]1)[N:28]1[CH2:29][CH2:30][CH2:31][CH2:32]1\"}",
"reactionStep": {
"id": "sa_276ee61fcc3bfbea14403c98",
"reactionHash": "ce5e62270fe2e82cc06b52458d1239d618ff581c089db8ea74fd2620edc0c1ae"
},
"children": [
{
"id": "9135",
"routeId": "sa_6a35c8e9094a3d7b64f5176f",
"moleculeId": "sa_99750d398be6bd960e933ae9",
"parentId": "9134",
"isLeaf": false,
"molecule": {
"id": "sa_99750d398be6bd960e933ae9",
"inchikey": "HSCQVANUQCLSJL-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccccc1)n1ccc2c(Br)ccnc21"
},
"smiles": "O=S(=O)(c1ccccc1)n1ccc2c(Br)ccnc21",
"reactionStepId": "sa_1a69e40060dc3a0866031c0f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080146606A1;0573;584146\",\"rsmi\":\"Cl[S:2](=[O:1])(=[O:3])[c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1.[nH:10]1[cH:11][cH:12][c:13]2[c:14]([Br:15])[cH:16][cH:17][n:18][c:19]12>C1COCCO1.ClCCl.[Na+].O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[n:10]1[cH:11][cH:12][c:13]2[c:14]([Br:15])[cH:16][cH:17][n:18][c:19]12\"},\"mapped_reaction_smiles\":\"Cl[S:2](=[O:1])(=[O:3])[c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1.[nH:10]1[cH:11][cH:12][c:13]2[c:14]([Br:15])[cH:16][cH:17][n:18][c:19]12>C1COCCO1.ClCCl.[Na+].O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[n:10]1[cH:11][cH:12][c:13]2[c:14]([Br:15])[cH:16][cH:17][n:18][c:19]12\"}",
"reactionStep": {
"id": "sa_1a69e40060dc3a0866031c0f",
"reactionHash": "374e707492e803283bd1caa2b9351fc350c5bbac9a107b101c886347d8cf3d4f"
},
"children": [
{
"id": "9136",
"routeId": "sa_6a35c8e9094a3d7b64f5176f",
"moleculeId": "sa_2e449791516bfe12bcac6036",
"parentId": "9135",
"isLeaf": true,
"molecule": {
"id": "sa_2e449791516bfe12bcac6036",
"inchikey": "CSKNSYBAZOQPLR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccccc1"
},
"smiles": "O=S(=O)(Cl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9137",
"routeId": "sa_6a35c8e9094a3d7b64f5176f",
"moleculeId": "sa_20968c8713ce583fd98f6c9e",
"parentId": "9135",
"isLeaf": true,
"molecule": {
"id": "sa_20968c8713ce583fd98f6c9e",
"inchikey": "LEZHTYOQWQEBLH-UHFFFAOYSA-N",
"smiles": "Brc1ccnc2[nH]ccc12"
},
"smiles": "Brc1ccnc2[nH]ccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9138",
"routeId": "sa_6a35c8e9094a3d7b64f5176f",
"moleculeId": "sa_a705877bbead8c1c6546231d",
"parentId": "9134",
"isLeaf": true,
"molecule": {
"id": "sa_a705877bbead8c1c6546231d",
"inchikey": "LSQCNEYLDWKDHO-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccc(B(O)O)cc1)N1CCCC1"
},
"smiles": "O=S(=O)(c1ccc(B(O)O)cc1)N1CCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9139",
"routeId": "sa_6a35c8e9094a3d7b64f5176f",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "9133",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}