Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1nc(N2CCOCC2)nc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)c1-c1nc2cc(C3CC3)ccc2s1
InChiKey
ZPWWNNGDQIFQOB-HXUWFJFHSA-N
Route Signature
4160ad9931e509d779803d799c9e990e06551b3c3d715bad7f563c45fd6b71ea
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_8f2a3aeb3ad8402eecd43640",
"signature": "4160ad9931e509d779803d799c9e990e06551b3c3d715bad7f563c45fd6b71ea",
"contentHash": "1dcb188a7c8b9e12e72a1eb6719c8005e2cb79edc28bf7cfc3d101b38c6fc67e",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_fc601ebf782ecd1ab54d55ad",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04985",
"moleculeId": "sa_76c52610888d1e46c00d084e",
"smiles": "COc1nc(N2CCOCC2)nc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)c1-c1nc2cc(C3CC3)ccc2s1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_76c52610888d1e46c00d084e",
"inchikey": "ZPWWNNGDQIFQOB-HXUWFJFHSA-N",
"smiles": "COc1nc(N2CCOCC2)nc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)c1-c1nc2cc(C3CC3)ccc2s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11302",
"routeId": "sa_8f2a3aeb3ad8402eecd43640",
"moleculeId": "sa_76c52610888d1e46c00d084e",
"parentId": null,
"isLeaf": false,
"molecule": {
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"inchikey": "ZPWWNNGDQIFQOB-HXUWFJFHSA-N",
"smiles": "COc1nc(N2CCOCC2)nc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)c1-c1nc2cc(C3CC3)ccc2s1"
},
"smiles": "COc1nc(N2CCOCC2)nc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)c1-c1nc2cc(C3CC3)ccc2s1",
"reactionStepId": "sa_11e5afe577dfd2924b2fda72",
"template": null,
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"reactionStep": {
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"reactionHash": "c00dc42438f63d92f44cbc0cbd334fe7d2e869948c0348a59ce8c58202bc3438"
},
"children": [
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"routeId": "sa_8f2a3aeb3ad8402eecd43640",
"moleculeId": "sa_7e5739915199f0e9a8688473",
"parentId": "11302",
"isLeaf": false,
"molecule": {
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"inchikey": "XQEJDOYMJFYTPO-CYBMUJFWSA-N",
"smiles": "COc1nc(N2CCOCC2)nc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)c1I"
},
"smiles": "COc1nc(N2CCOCC2)nc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)c1I",
"reactionStepId": "sa_c0dfcf187fdca67f1e0611e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329799A1;0346;1607134\",\"rsmi\":\"O=C1CCC(=O)N1[I:5].[CH3:1][O:2][c:3]1[cH:4][c:6]([NH:7][C@@H:8]2[CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20]2)[n:21][c:22]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[n:29]1>CC#N>[CH3:1][O:2][c:3]1[c:4]([I:5])[c:6]([NH:7][C@@H:8]2[CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20]2)[n:21][c:22]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[n:29]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[I:5].[CH3:1][O:2][c:3]1[cH:4][c:6]([NH:7][C@@H:8]2[CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20]2)[n:21][c:22]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[n:29]1>CC#N>[CH3:1][O:2][c:3]1[c:4]([I:5])[c:6]([NH:7][C@@H:8]2[CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20]2)[n:21][c:22]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)[n:29]1\"}",
"reactionStep": {
"id": "sa_c0dfcf187fdca67f1e0611e4",
"reactionHash": "fd1006abdf4bb0dd37f1183078023fc0897df4e7c62394599270139c4c00b59e"
},
"children": [
{
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"routeId": "sa_8f2a3aeb3ad8402eecd43640",
"moleculeId": "sa_33ac4b7e35d9bd05ca35a45b",
"parentId": "11303",
"isLeaf": false,
"molecule": {
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"inchikey": "KKDXDDLTTDHYES-CQSZACIVSA-N",
"smiles": "COc1cc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)nc(N2CCOCC2)n1"
},
"smiles": "COc1cc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)nc(N2CCOCC2)n1",
"reactionStepId": "sa_fb5bec90776681574d3ad2ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329799A1;0345;1607133\",\"rsmi\":\"CS(=O)(=O)[c:21]1[n:20][c:5]([NH:6][C@@H:7]2[CH2:8][CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19]2)[cH:4][c:3]([O:2][CH3:1])[n:28]1.[NH:22]1[CH2:23][CH2:24][O:25][CH2:26][CH2:27]1>CC#N>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][C@@H:7]2[CH2:8][CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19]2)[n:20][c:21]([N:22]2[CH2:23][CH2:24][O:25][CH2:26][CH2:27]2)[n:28]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[c:21]1[n:20][c:5]([NH:6][C@@H:7]2[CH2:8][CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19]2)[cH:4][c:3]([O:2][CH3:1])[n:28]1.[NH:22]1[CH2:23][CH2:24][O:25][CH2:26][CH2:27]1>CC#N>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][C@@H:7]2[CH2:8][CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH2:19]2)[n:20][c:21]([N:22]2[CH2:23][CH2:24][O:25][CH2:26][CH2:27]2)[n:28]1\"}",
"reactionStep": {
"id": "sa_fb5bec90776681574d3ad2ec",
"reactionHash": "57dcf3db09115ac36009c61ea87882554adc9c58c077b615ffe7340057df2228"
},
"children": [
{
"id": "11305",
"routeId": "sa_8f2a3aeb3ad8402eecd43640",
"moleculeId": "sa_89a34e9996a87e35a3397b34",
"parentId": "11304",
"isLeaf": true,
"molecule": {
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"inchikey": "VECJTVHAEKIOGM-LLVKDONJSA-N",
"smiles": "COc1cc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)nc(S(C)(=O)=O)n1"
},
"smiles": "COc1cc(N[C@@H]2CCCN(C(=O)OC(C)(C)C)C2)nc(S(C)(=O)=O)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
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"moleculeId": "sa_39d71c291f7fdf13918cc969",
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"molecule": {
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"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
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"template": null,
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}
]
},
{
"id": "11307",
"routeId": "sa_8f2a3aeb3ad8402eecd43640",
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"parentId": "11303",
"isLeaf": true,
"molecule": {
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"inchikey": "LQZMLBORDGWNPD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1I"
},
"smiles": "O=C1CCC(=O)N1I",
"reactionStepId": null,
"template": null,
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},
{
"id": "11308",
"routeId": "sa_8f2a3aeb3ad8402eecd43640",
"moleculeId": "sa_c055530c85c8b3d3c09dc13d",
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"isLeaf": false,
"molecule": {
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"inchikey": "YHEZORXATMYAHQ-UHFFFAOYSA-N",
"smiles": "c1nc2cc(C3CC3)ccc2s1"
},
"smiles": "c1nc2cc(C3CC3)ccc2s1",
"reactionStepId": "sa_a77af1454ea013c7c949f3d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329799A1;0705;1607185\",\"rsmi\":\"Br[c:6]1[cH:1][cH:2][c:3]2[c:4]([cH:5]1)[n:10][cH:11][s:12]2.OB(O)[CH:7]1[CH2:8][CH2:9]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.Cc1ccccc1.F[B-](F)(F)F.O.O=P(O)(O)O.[H+].[K+].[K+].[K+].[Pd+2]>[cH:1]1[cH:2][c:3]2[c:4]([cH:5][c:6]1[CH:7]1[CH2:8][CH2:9]1)[n:10][cH:11][s:12]2\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:1][cH:2][c:3]2[c:4]([cH:5]1)[n:10][cH:11][s:12]2.OB(O)[CH:7]1[CH2:8][CH2:9]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.Cc1ccccc1.F[B-](F)(F)F.O.O=P(O)(O)O.[H+].[K+].[K+].[K+].[Pd+2]>[cH:1]1[cH:2][c:3]2[c:4]([cH:5][c:6]1[CH:7]1[CH2:8][CH2:9]1)[n:10][cH:11][s:12]2\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"smiles": "Brc1ccc2scnc2c1"
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{
"id": "11310",
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"smiles": "OB(O)C1CC1"
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]
}
}