Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=Cc1cc(-c2ccccc2)n(S(=O)(=O)c2ccc3ncsc3c2)c1
InChiKey
JNFTTWOIIUYWFL-UHFFFAOYSA-N
Route Signature
a52a8ebdd90183f7400a25484121a7420174ef06b50480017c060d51e1258adb
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_51e87fcba31e591c0eefb26d",
"signature": "a52a8ebdd90183f7400a25484121a7420174ef06b50480017c060d51e1258adb",
"contentHash": "bf9b5c6da650dc1164890285b9549b64d9ee91bd2ab0cdb97064fb58194d0e4c",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_d1825a08743ba225a9a9cf56",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03243",
"moleculeId": "sa_db94547670cc667894b38616",
"smiles": "O=Cc1cc(-c2ccccc2)n(S(=O)(=O)c2ccc3ncsc3c2)c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_db94547670cc667894b38616",
"inchikey": "JNFTTWOIIUYWFL-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(-c2ccccc2)n(S(=O)(=O)c2ccc3ncsc3c2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6743",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_db94547670cc667894b38616",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_db94547670cc667894b38616",
"inchikey": "JNFTTWOIIUYWFL-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(-c2ccccc2)n(S(=O)(=O)c2ccc3ncsc3c2)c1"
},
"smiles": "O=Cc1cc(-c2ccccc2)n(S(=O)(=O)c2ccc3ncsc3c2)c1",
"reactionStepId": "sa_72b4b9cf4fc07865a0fd1c6a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080139639A1;0785;581047\",\"rsmi\":\"Cl[S:6](=[O:7])(=[O:8])[c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14]1)[n:15][cH:16][s:17]2.[O:1]=[CH:2][c:3]1[cH:4][nH:5][c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25]1>C1COCCOCCOCCOCCO1.[HH].[Na+]>[O:1]=[CH:2][c:3]1[cH:4][n:5]([S:6](=[O:7])(=[O:8])[c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[n:15][cH:16][s:17]3)[c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25]1\"},\"mapped_reaction_smiles\":\"Cl[S:6](=[O:7])(=[O:8])[c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14]1)[n:15][cH:16][s:17]2.[O:1]=[CH:2][c:3]1[cH:4][nH:5][c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25]1>C1COCCOCCOCCOCCO1.[HH].[Na+]>[O:1]=[CH:2][c:3]1[cH:4][n:5]([S:6](=[O:7])(=[O:8])[c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[n:15][cH:16][s:17]3)[c:18](-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25]1\"}",
"reactionStep": {
"id": "sa_72b4b9cf4fc07865a0fd1c6a",
"reactionHash": "afc42d038477dd428afaacb8da3d1e1cc1e97ad692c2ba8c0b901533c3d2428f"
},
"children": [
{
"id": "6744",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_3d21879324c1677b1d701a08",
"parentId": "6743",
"isLeaf": false,
"molecule": {
"id": "sa_3d21879324c1677b1d701a08",
"inchikey": "CXRIBBUJKKGAGS-UHFFFAOYSA-N",
"smiles": "O=Cc1c[nH]c(-c2ccccc2)c1"
},
"smiles": "O=Cc1c[nH]c(-c2ccccc2)c1",
"reactionStepId": "sa_b59bde0fbf64e01896e0f5c6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080139639A1;0458;580928\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1>CC#N.CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.O=[Ru](=O)(=O)O>[O:1]=[CH:2][c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1>CC#N.CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.O=[Ru](=O)(=O)O>[O:1]=[CH:2][c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1\"}",
"reactionStep": {
"id": "sa_b59bde0fbf64e01896e0f5c6",
"reactionHash": "25b438853e6b1ee3bb8463fa7d3f905fbcbcf3703efefc6c8fd79948317fd972"
},
"children": [
{
"id": "6745",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_b581a3fa9589083f12d2f245",
"parentId": "6744",
"isLeaf": false,
"molecule": {
"id": "sa_b581a3fa9589083f12d2f245",
"inchikey": "NPBVSIUUFVFERM-UHFFFAOYSA-N",
"smiles": "OCc1c[nH]c(-c2ccccc2)c1"
},
"smiles": "OCc1c[nH]c(-c2ccccc2)c1",
"reactionStepId": "sa_1e1caf02d9797251f66f7477",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080139639A1;0456;580927\",\"rsmi\":\"CCO[C:2](=[O:1])[c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1>C1CCOC1.CC(C)C[Al+]CC(C)C.Cc1ccccc1.O.O=S(=O)(O)O.[HH].[Mg+2]>[OH:1][CH2:2][c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1>C1CCOC1.CC(C)C[Al+]CC(C)C.Cc1ccccc1.O.O=S(=O)(O)O.[HH].[Mg+2]>[OH:1][CH2:2][c:3]1[cH:4][nH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13]1\"}",
"reactionStep": {
"id": "sa_1e1caf02d9797251f66f7477",
"reactionHash": "e94948b80aca43f5e1c7c7f23f5150fc687a3b6d024381c016cc17df438fb7b2"
},
"children": [
{
"id": "6746",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_8285538621f509b78a1174f3",
"parentId": "6745",
"isLeaf": false,
"molecule": {
"id": "sa_8285538621f509b78a1174f3",
"inchikey": "XGAUDZLAAYUFKN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c[nH]c(-c2ccccc2)c1"
},
"smiles": "CCOC(=O)c1c[nH]c(-c2ccccc2)c1",
"reactionStepId": "sa_f7e77bce8b79baafeb4d455d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080139639A1;0334;580888\",\"rsmi\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:16][c:9](-[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[nH:8]1>C.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][nH:8][c:9](-[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:16][c:9](-[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[nH:8]1>C.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][nH:8][c:9](-[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16]1\"}",
"reactionStep": {
"id": "sa_f7e77bce8b79baafeb4d455d",
"reactionHash": "1c021e0555d44a0006c380ce44650a581c0649a5643831badb7bb18923dc7914"
},
"children": [
{
"id": "6747",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_817827f84d399e9a5e298435",
"parentId": "6746",
"isLeaf": false,
"molecule": {
"id": "sa_817827f84d399e9a5e298435",
"inchikey": "QBPWMTWJWXELRX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(-c2ccccc2)[nH]c1Cl"
},
"smiles": "CCOC(=O)c1cc(-c2ccccc2)[nH]c1Cl",
"reactionStepId": "sa_3679f42a96fa315b2efbda6b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080139639A1;0332;580887\",\"rsmi\":\"O=[C:10]([c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1)[CH2:17][CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7]#[N:9].[ClH:8]>C1CCOC1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([Cl:8])[nH:9][c:10](-[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:10]([c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1)[CH2:17][CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7]#[N:9].[ClH:8]>C1CCOC1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([Cl:8])[nH:9][c:10](-[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_3679f42a96fa315b2efbda6b",
"reactionHash": "c1029714782d31161c3e7a13b8a6fbde115f5ac89edd371d610fea1115834f9a"
},
"children": [
{
"id": "6748",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_7bce565aaa155bd989d119eb",
"parentId": "6747",
"isLeaf": false,
"molecule": {
"id": "sa_7bce565aaa155bd989d119eb",
"inchikey": "RUJHSLCAIKFIGF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C#N)CC(=O)c1ccccc1"
},
"smiles": "CCOC(=O)C(C#N)CC(=O)c1ccccc1",
"reactionStepId": "sa_3ff2ca6c179748c52027026e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080139639A1;0330;580886\",\"rsmi\":\"Br[CH2:9][C:10](=[O:11])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7]#[N:8]>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([C:7]#[N:8])[CH2:9][C:10](=[O:11])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Br[CH2:9][C:10](=[O:11])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7]#[N:8]>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([C:7]#[N:8])[CH2:9][C:10](=[O:11])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_3ff2ca6c179748c52027026e",
"reactionHash": "af5a01256fff11b0446cca00b7bc1751e98ac5258ac5501fed8f8ceed7e25fb2"
},
"children": [
{
"id": "6749",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_63acd154d5fa5824436878dd",
"parentId": "6748",
"isLeaf": true,
"molecule": {
"id": "sa_63acd154d5fa5824436878dd",
"inchikey": "LIGACIXOYTUXAW-UHFFFAOYSA-N",
"smiles": "O=C(CBr)c1ccccc1"
},
"smiles": "O=C(CBr)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6750",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_065e13191da7c2aa80ed8ce8",
"parentId": "6748",
"isLeaf": true,
"molecule": {
"id": "sa_065e13191da7c2aa80ed8ce8",
"inchikey": "ZIUSEGSNTOUIPT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC#N"
},
"smiles": "CCOC(=O)CC#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6751",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_a83c1a0812f8cec033186c77",
"parentId": "6747",
"isLeaf": true,
"molecule": {
"id": "sa_a83c1a0812f8cec033186c77",
"inchikey": "VEXZGXHMUGYJMC-UHFFFAOYSA-N",
"smiles": "Cl"
},
"smiles": "Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "6752",
"routeId": "sa_51e87fcba31e591c0eefb26d",
"moleculeId": "sa_91e8348575ccfe85ed1146da",
"parentId": "6743",
"isLeaf": true,
"molecule": {
"id": "sa_91e8348575ccfe85ed1146da",
"inchikey": "XQOLJTWXFUSVOR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc2ncsc2c1"
},
"smiles": "O=S(=O)(Cl)c1ccc2ncsc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}