Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C
InChiKey
IVYPBAKROSECGK-UHFFFAOYSA-N
Route Signature
796f7b4a4dbbed5b332573c3baa5be1b24e2b8f2466967923aadd177beeb405b
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_797ede428278a114fd44440b",
"signature": "796f7b4a4dbbed5b332573c3baa5be1b24e2b8f2466967923aadd177beeb405b",
"contentHash": "cad000dc52e28c9687f782bdb4e56f56a7af8f77f7438d277c7d2b680cc5caea",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_b3dcf77434876c7ed456ffe7",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-00491",
"moleculeId": "sa_b590b2ba8cfe231e57d1ff16",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_b590b2ba8cfe231e57d1ff16",
"inchikey": "IVYPBAKROSECGK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 9
},
"rootNode": {
"id": "789",
"routeId": "sa_797ede428278a114fd44440b",
"moleculeId": "sa_b590b2ba8cfe231e57d1ff16",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b590b2ba8cfe231e57d1ff16",
"inchikey": "IVYPBAKROSECGK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C"
},
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C",
"reactionStepId": "sa_ace09cbaefc395e3b3eb14f9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090312368A1;0273;807650\",\"rsmi\":\"O[C:19](=[O:20])[CH2:21][c:22]1[cH:23][c:24]([CH3:25])[c:26]([O:27][CH3:28])[cH:29][cH:30]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([S:15](=[O:16])(=[O:17])[NH2:18])[CH2:31][CH2:32]2)[c:33]([C:34]#[N:35])[cH:36]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)c1ccncc1.ClCCl.F[B-](F)(F)F.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([S:15](=[O:16])(=[O:17])[NH:18][C:19](=[O:20])[CH2:21][c:22]3[cH:23][c:24]([CH3:25])[c:26]([O:27][CH3:28])[cH:29][cH:30]3)[CH2:31][CH2:32]2)[c:33]([C:34]#[N:35])[cH:36]1\"},\"mapped_reaction_smiles\":\"O[C:19](=[O:20])[CH2:21][c:22]1[cH:23][c:24]([CH3:25])[c:26]([O:27][CH3:28])[cH:29][cH:30]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([S:15](=[O:16])(=[O:17])[NH2:18])[CH2:31][CH2:32]2)[c:33]([C:34]#[N:35])[cH:36]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)c1ccncc1.ClCCl.F[B-](F)(F)F.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([S:15](=[O:16])(=[O:17])[NH:18][C:19](=[O:20])[CH2:21][c:22]3[cH:23][c:24]([CH3:25])[c:26]([O:27][CH3:28])[cH:29][cH:30]3)[CH2:31][CH2:32]2)[c:33]([C:34]#[N:35])[cH:36]1\"}",
"reactionStep": {
"id": "sa_ace09cbaefc395e3b3eb14f9",
"reactionHash": "d61ad5fef2abdb1f590c0ce9a0294df556172e53bef310c84194ac807f1d1a5f"
},
"children": [
{
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"routeId": "sa_797ede428278a114fd44440b",
"moleculeId": "sa_aaf04aa434a1bc8c7f059e3f",
"parentId": "789",
"isLeaf": true,
"molecule": {
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"inchikey": "GYBWDAKGSPTODN-UHFFFAOYSA-N",
"smiles": "COc1ccc(CC(=O)O)cc1C"
},
"smiles": "COc1ccc(CC(=O)O)cc1C",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
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"molecule": {
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"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(N)(=O)=O)CC2)nc1C"
},
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(N)(=O)=O)CC2)nc1C",
"reactionStepId": "sa_0bae02f31ea3ab993c08eafc",
"template": null,
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"reactionStep": {
"id": "sa_0bae02f31ea3ab993c08eafc",
"reactionHash": "2d3dc3f6a4c084d9165641e9c3f124ad71b6ba92ae93b03ca0e0884d99dce3c0"
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"children": [
{
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"isLeaf": false,
"molecule": {
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"inchikey": "QXZBVLFURRXJLB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(Cl)nc1C"
},
"smiles": "CCOC(=O)c1cc(C#N)c(Cl)nc1C",
"reactionStepId": "sa_dff2115e881469351187cc70",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090312368A1;0249;807639\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:11].O=[c:10]1[nH:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][c:12]1[C:13]#[N:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([Cl:11])[c:12]([C:13]#[N:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:11].O=[c:10]1[nH:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][c:12]1[C:13]#[N:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([Cl:11])[c:12]([C:13]#[N:14])[cH:15]1\"}",
"reactionStep": {
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"children": [
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"moleculeId": "sa_dcb8568178fb8210bc9f81d4",
"parentId": "792",
"isLeaf": false,
"molecule": {
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"inchikey": "FCPREFULXHVXGA-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(O)nc1C"
},
"smiles": "CCOC(=O)c1cc(C#N)c(=O)[nH]c1C",
"reactionStepId": "sa_a540fc82c3955fa12f54273a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090312368A1;0247;807638\",\"rsmi\":\"CN(C)[CH:15]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7](=O)[CH3:8].[NH2:9][C:10](=[O:11])[CH2:12][C:13]#[N:14]>C1CCOC1.CC(=O)O.Cl.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:10](=[O:11])[c:12]([C:13]#[N:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:15]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7](=O)[CH3:8].[NH2:9][C:10](=[O:11])[CH2:12][C:13]#[N:14]>C1CCOC1.CC(=O)O.Cl.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:10](=[O:11])[c:12]([C:13]#[N:14])[cH:15]1\"}",
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"molecule": {
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"smiles": "N#CCC(N)=O",
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{
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"smiles": "CCOC(=O)C(=CN(C)C)C(C)=O",
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{
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"smiles": "O=P(Cl)(Cl)Cl"
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"smiles": "O=P(Cl)(Cl)Cl",
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{
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"molecule": {
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"smiles": "NS(=O)(=O)C1CCNCC1"
},
"smiles": "NS(=O)(=O)C1CCNCC1",
"reactionStepId": "sa_5ed6e39c99b63926af55f929",
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"metadata": "{\"annotations\":{\"ID\":\"US20090312368A1;0253;807641\",\"rsmi\":\"O=C(OCc1ccccc1)[N:8]1[CH2:7][CH2:6][CH:5]([S:2]([NH2:1])(=[O:3])=[O:4])[CH2:10][CH2:9]1>CO.O.O.[Pd+2]>[NH2:1][S:2](=[O:3])(=[O:4])[CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:8]1[CH2:7][CH2:6][CH:5]([S:2]([NH2:1])(=[O:3])=[O:4])[CH2:10][CH2:9]1>CO.O.O.[Pd+2]>[NH2:1][S:2](=[O:3])(=[O:4])[CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1\"}",
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}
}