Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCS(=O)(=O)Nc1cccc(-c2cn(C)c(=O)c3ccc(-c4ccccn4)cc23)c1
InChiKey
UYKVRQGEEOOOKW-UHFFFAOYSA-N
Route Signature
142e289b2a7636b786194a43c4afcb6790576df53ec78370b23eeae3fe114737
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e3b59efbb94691943ea19f21",
"signature": "142e289b2a7636b786194a43c4afcb6790576df53ec78370b23eeae3fe114737",
"contentHash": "9125d02fd81744c4e3cfea7cdcd6aec302cb56c565e7f107e316bd270ad6751e",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_1c49e04ece5d1e190eddedf0",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04018",
"moleculeId": "sa_59c508a2f7957cf93be348c1",
"smiles": "CCS(=O)(=O)Nc1cccc(-c2cn(C)c(=O)c3ccc(-c4ccccn4)cc23)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_59c508a2f7957cf93be348c1",
"inchikey": "UYKVRQGEEOOOKW-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)Nc1cccc(-c2cn(C)c(=O)c3ccc(-c4ccccn4)cc23)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7130",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_59c508a2f7957cf93be348c1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_59c508a2f7957cf93be348c1",
"inchikey": "UYKVRQGEEOOOKW-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)Nc1cccc(-c2cn(C)c(=O)c3ccc(-c4ccccn4)cc23)c1"
},
"smiles": "CCS(=O)(=O)Nc1cccc(-c2cn(C)c(=O)c3ccc(-c4ccccn4)cc23)c1",
"reactionStepId": "sa_d681984eacd8377ce31b5fcb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160115134A1;0518;1870163\",\"rsmi\":\"Br[c:10]1[cH:11][n:12]([CH3:13])[c:14](=[O:15])[c:16]2[cH:17][cH:18][c:19](-[c:20]3[n:21][cH:22][cH:23][cH:24][cH:25]3)[cH:26][c:27]12.OB(O)[c:9]1[cH:8][c:7]([NH:6][S:3]([CH2:2][CH3:1])(=[O:4])=[O:5])[cH:30][cH:29][cH:28]1>C1COCCO1.Cl[Pd]Cl.N#N.O=P(O)(O)O.[Fe+2].[K+].[K+].[K+]>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[NH:6][c:7]1[cH:8][c:9](-[c:10]2[cH:11][n:12]([CH3:13])[c:14](=[O:15])[c:16]3[cH:17][cH:18][c:19](-[c:20]4[n:21][cH:22][cH:23][cH:24][cH:25]4)[cH:26][c:27]23)[cH:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Br[c:10]1[cH:11][n:12]([CH3:13])[c:14](=[O:15])[c:16]2[cH:17][cH:18][c:19](-[c:20]3[n:21][cH:22][cH:23][cH:24][cH:25]3)[cH:26][c:27]12.OB(O)[c:9]1[cH:8][c:7]([NH:6][S:3]([CH2:2][CH3:1])(=[O:4])=[O:5])[cH:30][cH:29][cH:28]1>C1COCCO1.Cl[Pd]Cl.N#N.O=P(O)(O)O.[Fe+2].[K+].[K+].[K+]>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[NH:6][c:7]1[cH:8][c:9](-[c:10]2[cH:11][n:12]([CH3:13])[c:14](=[O:15])[c:16]3[cH:17][cH:18][c:19](-[c:20]4[n:21][cH:22][cH:23][cH:24][cH:25]4)[cH:26][c:27]23)[cH:28][cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_d681984eacd8377ce31b5fcb",
"reactionHash": "8b469094504778115eea42583d9c8921fbd1fdba1a6720f95d8352c10541a933"
},
"children": [
{
"id": "7131",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_f2718a43486d3199f099b7de",
"parentId": "7130",
"isLeaf": false,
"molecule": {
"id": "sa_f2718a43486d3199f099b7de",
"inchikey": "FFNPOHXCTWNPAJ-UHFFFAOYSA-N",
"smiles": "Cn1cc(Br)c2cc(-c3ccccn3)ccc2c1=O"
},
"smiles": "Cn1cc(Br)c2cc(-c3ccccn3)ccc2c1=O",
"reactionStepId": "sa_19d4cfba946cac68924da67e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160115134A1;0516;1870162\",\"rsmi\":\"Br[Br:5].[CH3:1][n:2]1[cH:3][cH:4][c:6]2[cH:7][c:8](-[c:9]3[n:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][cH:16][c:17]2[c:18]1=[O:19]>CC(=O)O>[CH3:1][n:2]1[cH:3][c:4]([Br:5])[c:6]2[cH:7][c:8](-[c:9]3[n:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][cH:16][c:17]2[c:18]1=[O:19]\"},\"mapped_reaction_smiles\":\"Br[Br:5].[CH3:1][n:2]1[cH:3][cH:4][c:6]2[cH:7][c:8](-[c:9]3[n:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][cH:16][c:17]2[c:18]1=[O:19]>CC(=O)O>[CH3:1][n:2]1[cH:3][c:4]([Br:5])[c:6]2[cH:7][c:8](-[c:9]3[n:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][cH:16][c:17]2[c:18]1=[O:19]\"}",
"reactionStep": {
"id": "sa_19d4cfba946cac68924da67e",
"reactionHash": "911959d5eedf65aacdcec54d8a40898fe825a5e1a04a95acad06c0679df5c007"
},
"children": [
{
"id": "7132",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "7131",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7133",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_a5f54b57f3bb47ed869f78d4",
"parentId": "7131",
"isLeaf": false,
"molecule": {
"id": "sa_a5f54b57f3bb47ed869f78d4",
"inchikey": "ZJWLINIEQNDOEO-UHFFFAOYSA-N",
"smiles": "Cn1ccc2cc(-c3ccccn3)ccc2c1=O"
},
"smiles": "Cn1ccc2cc(-c3ccccn3)ccc2c1=O",
"reactionStepId": "sa_d9d43c73894325c8de81d1d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160115134A1;0514;1870161\",\"rsmi\":\"Br[c:8]1[n:9][cH:10][cH:11][cH:12][cH:13]1.CC1(C)OB([c:7]2[cH:6][c:5]3[cH:4][cH:3][n:2]([CH3:1])[c:17](=[O:18])[c:16]3[cH:15][cH:14]2)OC1(C)C>CS(C)=O.Cl[Pd]Cl.O=C(O)O.[Fe+2].[Na+]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7](-[c:8]3[n:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][cH:15][c:16]2[c:17]1=[O:18]\"},\"mapped_reaction_smiles\":\"Br[c:8]1[n:9][cH:10][cH:11][cH:12][cH:13]1.CC1(C)OB([c:7]2[cH:6][c:5]3[cH:4][cH:3][n:2]([CH3:1])[c:17](=[O:18])[c:16]3[cH:15][cH:14]2)OC1(C)C>CS(C)=O.Cl[Pd]Cl.O=C(O)O.[Fe+2].[Na+]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7](-[c:8]3[n:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][cH:15][c:16]2[c:17]1=[O:18]\"}",
"reactionStep": {
"id": "sa_d9d43c73894325c8de81d1d8",
"reactionHash": "2c103f0b1d457e09b24db5458c7d101c4826579f5a30181a9571669621161bab"
},
"children": [
{
"id": "7134",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_d303d76c6fd30764645cac79",
"parentId": "7133",
"isLeaf": false,
"molecule": {
"id": "sa_d303d76c6fd30764645cac79",
"inchikey": "HEQORDWDHUJCNR-UHFFFAOYSA-N",
"smiles": "Cn1ccc2cc(B3OC(C)(C)C(C)(C)O3)ccc2c1=O"
},
"smiles": "Cn1ccc2cc(B3OC(C)(C)C(C)(C)O3)ccc2c1=O",
"reactionStepId": "sa_dc9ed27942674011fe6a13f4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160115134A1;0512;1870160\",\"rsmi\":\"Br[c:7]1[cH:6][c:5]2[cH:4][cH:3][n:2]([CH3:1])[c:20](=[O:21])[c:19]2[cH:18][cH:17]1.CC1(C)OB([B:8]2[O:9][C:10]([CH3:11])([CH3:12])[C:13]([CH3:14])([CH3:15])[O:16]2)OC1(C)C>C1COCCO1.CC(=O)O.Cl[Pd]Cl.N#N.[Fe+2].[K+]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([B:8]3[O:9][C:10]([CH3:11])([CH3:12])[C:13]([CH3:14])([CH3:15])[O:16]3)[cH:17][cH:18][c:19]2[c:20]1=[O:21]\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:6][c:5]2[cH:4][cH:3][n:2]([CH3:1])[c:20](=[O:21])[c:19]2[cH:18][cH:17]1.CC1(C)OB([B:8]2[O:9][C:10]([CH3:11])([CH3:12])[C:13]([CH3:14])([CH3:15])[O:16]2)OC1(C)C>C1COCCO1.CC(=O)O.Cl[Pd]Cl.N#N.[Fe+2].[K+]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([B:8]3[O:9][C:10]([CH3:11])([CH3:12])[C:13]([CH3:14])([CH3:15])[O:16]3)[cH:17][cH:18][c:19]2[c:20]1=[O:21]\"}",
"reactionStep": {
"id": "sa_dc9ed27942674011fe6a13f4",
"reactionHash": "7f06fc3545550ff26bc00076d2930fd15d72d7c68161ae62fac84e3c4d17b7c3"
},
"children": [
{
"id": "7135",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "7134",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7136",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_a09ea62a485be4118a5eb0e2",
"parentId": "7134",
"isLeaf": true,
"molecule": {
"id": "sa_a09ea62a485be4118a5eb0e2",
"inchikey": "XWALISSRSGMCSU-UHFFFAOYSA-N",
"smiles": "Cn1ccc2cc(Br)ccc2c1=O"
},
"smiles": "Cn1ccc2cc(Br)ccc2c1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "7137",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_7ad310dd14ddb4f553fd2c7e",
"parentId": "7133",
"isLeaf": true,
"molecule": {
"id": "sa_7ad310dd14ddb4f553fd2c7e",
"inchikey": "IMRWILPUOVGIMU-UHFFFAOYSA-N",
"smiles": "Brc1ccccn1"
},
"smiles": "Brc1ccccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "7138",
"routeId": "sa_e3b59efbb94691943ea19f21",
"moleculeId": "sa_37b8293600e930ef66dacaab",
"parentId": "7130",
"isLeaf": true,
"molecule": {
"id": "sa_37b8293600e930ef66dacaab",
"inchikey": "UODGYEZPCAFKEA-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)Nc1cccc(B(O)O)c1"
},
"smiles": "CCS(=O)(=O)Nc1cccc(B(O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}