Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@@H]1C[C@H](NC(=O)OC(C)(C)C)CN(c2ccncc2NC(=O)c2ccc3scc(Br)c3n2)C1
InChiKey
UQHJQUHUUZRYJP-CABCVRRESA-N
Route Signature
92313b2991cc7230c6d0e5022f30bfbb824dce63e513f68cf2f6c45b5a9792a5
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_60600dbf9444907e1c193280",
"signature": "92313b2991cc7230c6d0e5022f30bfbb824dce63e513f68cf2f6c45b5a9792a5",
"contentHash": "9a98280725e7cfb72f1110cc70f722f038bb72167318dbd4a8a8d2623cddd548",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_778d87496caae2a82ea52d55",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01474",
"moleculeId": "sa_9388ad829e7c5be9404e21b2",
"smiles": "C[C@@H]1C[C@H](NC(=O)OC(C)(C)C)CN(c2ccncc2NC(=O)c2ccc3scc(Br)c3n2)C1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_9388ad829e7c5be9404e21b2",
"inchikey": "UQHJQUHUUZRYJP-CABCVRRESA-N",
"smiles": "C[C@@H]1C[C@H](NC(=O)OC(C)(C)C)CN(c2ccncc2NC(=O)c2ccc3scc(Br)c3n2)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10241",
"routeId": "sa_60600dbf9444907e1c193280",
"moleculeId": "sa_9388ad829e7c5be9404e21b2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9388ad829e7c5be9404e21b2",
"inchikey": "UQHJQUHUUZRYJP-CABCVRRESA-N",
"smiles": "C[C@@H]1C[C@H](NC(=O)OC(C)(C)C)CN(c2ccncc2NC(=O)c2ccc3scc(Br)c3n2)C1"
},
"smiles": "C[C@@H]1C[C@H](NC(=O)OC(C)(C)C)CN(c2ccncc2NC(=O)c2ccc3scc(Br)c3n2)C1",
"reactionStepId": "sa_2be104823c2117bf9113539a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009726A1;0744;1819431\",\"rsmi\":\"O[C:18](=[O:19])[c:20]1[cH:21][cH:22][c:23]2[s:24][cH:25][c:26]([Br:27])[c:28]2[n:29]1.[CH3:1][C@@H:2]1[CH2:3][C@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:30][n:31][cH:32][cH:33]2)[CH2:34]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][C@@H:2]1[CH2:3][C@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][N:14]([c:15]2[c:16]([NH:17][C:18](=[O:19])[c:20]3[cH:21][cH:22][c:23]4[s:24][cH:25][c:26]([Br:27])[c:28]4[n:29]3)[cH:30][n:31][cH:32][cH:33]2)[CH2:34]1\"},\"mapped_reaction_smiles\":\"O[C:18](=[O:19])[c:20]1[cH:21][cH:22][c:23]2[s:24][cH:25][c:26]([Br:27])[c:28]2[n:29]1.[CH3:1][C@@H:2]1[CH2:3][C@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:30][n:31][cH:32][cH:33]2)[CH2:34]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][C@@H:2]1[CH2:3][C@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][N:14]([c:15]2[c:16]([NH:17][C:18](=[O:19])[c:20]3[cH:21][cH:22][c:23]4[s:24][cH:25][c:26]([Br:27])[c:28]4[n:29]3)[cH:30][n:31][cH:32][cH:33]2)[CH2:34]1\"}",
"reactionStep": {
"id": "sa_2be104823c2117bf9113539a",
"reactionHash": "f4162075878be4df5f47d497f7df1d06e53fad446ac379f50011aaf2d54a8d8d"
},
"children": [
{
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"routeId": "sa_60600dbf9444907e1c193280",
"moleculeId": "sa_a0dea5ff9bb44bfe60e7d3b1",
"parentId": "10241",
"isLeaf": false,
"molecule": {
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"inchikey": "JVFOFYRUBRMCQD-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc2scc(Br)c2n1"
},
"smiles": "O=C(O)c1ccc2scc(Br)c2n1",
"reactionStepId": "sa_1dfb9757923909890832f83f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009726A1;0742;1819430\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][cH:6][c:7]2[s:8][cH:9][c:10]([Br:11])[c:12]2[n:13]1>C1CCOC1.CO.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]2[s:8][cH:9][c:10]([Br:11])[c:12]2[n:13]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][cH:6][c:7]2[s:8][cH:9][c:10]([Br:11])[c:12]2[n:13]1>C1CCOC1.CO.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]2[s:8][cH:9][c:10]([Br:11])[c:12]2[n:13]1\"}",
"reactionStep": {
"id": "sa_1dfb9757923909890832f83f",
"reactionHash": "f350e5ee198ad4f62ab6cc9036a446204232735c672cca96baa3c0d1db0df709"
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"children": [
{
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"moleculeId": "sa_72684dad273ac15dc7262880",
"parentId": "10242",
"isLeaf": false,
"molecule": {
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"inchikey": "SDBGBSJXCGBSFU-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc2scc(Br)c2n1"
},
"smiles": "COC(=O)c1ccc2scc(Br)c2n1",
"reactionStepId": "sa_bf77f3ce57186b574500fd9d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009726A1;0740;1819429\",\"rsmi\":\"Br[Br:12].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][cH:11][c:13]2[n:14]1>CC(=O)O.ClCCl.O.O=C1CCC(=O)N1Br.O=S(O)(O)=S.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][c:11]([Br:12])[c:13]2[n:14]1\"},\"mapped_reaction_smiles\":\"Br[Br:12].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][cH:11][c:13]2[n:14]1>CC(=O)O.ClCCl.O.O=C1CCC(=O)N1Br.O=S(O)(O)=S.[Na+].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][c:11]([Br:12])[c:13]2[n:14]1\"}",
"reactionStep": {
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"reactionHash": "66ffff887bec15719f2b1a58bbc3d46e40cb1f4fe5b4a88350b8d7f55b941a2e"
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"children": [
{
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"moleculeId": "sa_24211e89e565c162ea935f73",
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"molecule": {
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"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "10245",
"routeId": "sa_60600dbf9444907e1c193280",
"moleculeId": "sa_b11611536baeebdf1980521b",
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"molecule": {
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"inchikey": "GNXOMTZDQFHWEL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc2sccc2n1"
},
"smiles": "COC(=O)c1ccc2sccc2n1",
"reactionStepId": "sa_0bd038d43db989dad99d2b45",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009726A1;0738;1819428\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][cH:11][c:12]2[n:13]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][cH:11][c:12]2[n:13]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][cH:11][c:12]2[n:13]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[s:9][cH:10][cH:11][c:12]2[n:13]1\"}",
"reactionStep": {
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"children": [
{
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"isLeaf": true,
"molecule": {
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"inchikey": "CWBYTSQAVGCXFW-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc2sccc2n1"
},
"smiles": "O=C(O)c1ccc2sccc2n1",
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{
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"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
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},
{
"id": "10248",
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"molecule": {
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"inchikey": "OYVHBKYSQSWGEV-NEPJUHHUSA-N",
"smiles": "C[C@@H]1C[C@H](NC(=O)OC(C)(C)C)CN(c2ccncc2N)C1"
},
"smiles": "C[C@@H]1C[C@H](NC(=O)OC(C)(C)C)CN(c2ccncc2N)C1",
"reactionStepId": "sa_ec0cf088bb5922f456264396",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009726A1;0506;1819381\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[c:15]([N:14]2[CH2:13][C@@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:3][C@@H:2]([CH3:1])[CH2:22]2)[cH:21][cH:20][n:19][cH:18]1>CC(=O)O.O.[Fe]>[CH3:1][C@@H:2]1[CH2:3][C@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:18][n:19][cH:20][cH:21]2)[CH2:22]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([O-])[c:16]1[c:15]([N:14]2[CH2:13][C@@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:3][C@@H:2]([CH3:1])[CH2:22]2)[cH:21][cH:20][n:19][cH:18]1>CC(=O)O.O.[Fe]>[CH3:1][C@@H:2]1[CH2:3][C@H:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:18][n:19][cH:20][cH:21]2)[CH2:22]1\"}",
"reactionStep": {
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{
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"smiles": "O=[N+]([O-])c1cnccc1Cl"
},
"smiles": "O=[N+]([O-])c1cnccc1Cl",
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}
]
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]
}
]
}
}