Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC[C@H]1NC(=O)N(c2cnc(Oc3ccc(C)c4c3C3(CC3)CO4)nc2)C1=O
InChiKey
LWGBRPAONSBLOJ-CYBMUJFWSA-N
Route Signature
b7064c670b6563e095063683dd2cfd5f7bbc7f368ca1a1bd905be491adfdc433
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9b55a6b3f84f9c2e7f001a18",
"signature": "b7064c670b6563e095063683dd2cfd5f7bbc7f368ca1a1bd905be491adfdc433",
"contentHash": "8ea65b66426f327eff28bf1ecf398dc131e3eb0a73f56d46444f3948cb6a6fbf",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_03ab13043cd1807ebff039bd",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01522",
"moleculeId": "sa_e7e564a760f15f4379b1a651",
"smiles": "CC[C@H]1NC(=O)N(c2cnc(Oc3ccc(C)c4c3C3(CC3)CO4)nc2)C1=O",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e7e564a760f15f4379b1a651",
"inchikey": "LWGBRPAONSBLOJ-CYBMUJFWSA-N",
"smiles": "CC[C@H]1NC(=O)N(c2cnc(Oc3ccc(C)c4c3C3(CC3)CO4)nc2)C1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14415",
"routeId": "sa_9b55a6b3f84f9c2e7f001a18",
"moleculeId": "sa_e7e564a760f15f4379b1a651",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e7e564a760f15f4379b1a651",
"inchikey": "LWGBRPAONSBLOJ-CYBMUJFWSA-N",
"smiles": "CC[C@H]1NC(=O)N(c2cnc(Oc3ccc(C)c4c3C3(CC3)CO4)nc2)C1=O"
},
"smiles": "CC[C@H]1NC(=O)N(c2cnc(Oc3ccc(C)c4c3C3(CC3)CO4)nc2)C1=O",
"reactionStepId": "sa_d94aba0b7e176de8c90cf0a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150336936A1;0340;1790246\",\"rsmi\":\"ClC(Cl)(Cl)O[C:5](OC(Cl)(Cl)Cl)=[O:6].[CH3:1][CH2:2][C@@H:3]([NH2:4])[C:27]([NH:7][c:8]1[cH:9][n:10][c:11]([O:12][c:13]2[cH:14][cH:15][c:16]([CH3:17])[c:18]3[c:19]2[C:20]2([CH2:21][CH2:22]2)[CH2:23][O:24]3)[n:25][cH:26]1)=[O:28]>ClCCl>[CH3:1][CH2:2][C@H:3]1[NH:4][C:5](=[O:6])[N:7]([c:8]2[cH:9][n:10][c:11]([O:12][c:13]3[cH:14][cH:15][c:16]([CH3:17])[c:18]4[c:19]3[C:20]3([CH2:21][CH2:22]3)[CH2:23][O:24]4)[n:25][cH:26]2)[C:27]1=[O:28]\"},\"mapped_reaction_smiles\":\"ClC(Cl)(Cl)O[C:5](OC(Cl)(Cl)Cl)=[O:6].[CH3:1][CH2:2][C@@H:3]([NH2:4])[C:27]([NH:7][c:8]1[cH:9][n:10][c:11]([O:12][c:13]2[cH:14][cH:15][c:16]([CH3:17])[c:18]3[c:19]2[C:20]2([CH2:21][CH2:22]2)[CH2:23][O:24]3)[n:25][cH:26]1)=[O:28]>ClCCl>[CH3:1][CH2:2][C@H:3]1[NH:4][C:5](=[O:6])[N:7]([c:8]2[cH:9][n:10][c:11]([O:12][c:13]3[cH:14][cH:15][c:16]([CH3:17])[c:18]4[c:19]3[C:20]3([CH2:21][CH2:22]3)[CH2:23][O:24]4)[n:25][cH:26]2)[C:27]1=[O:28]\"}",
"reactionStep": {
"id": "sa_d94aba0b7e176de8c90cf0a2",
"reactionHash": "25e7f175a6b80b9cb667788046ac531156bc7b76de6a9d04803c9b1cc9cfe648"
},
"children": [
{
"id": "14416",
"routeId": "sa_9b55a6b3f84f9c2e7f001a18",
"moleculeId": "sa_2f6a18c24b3b29f2b4f262dd",
"parentId": "14415",
"isLeaf": false,
"molecule": {
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"inchikey": "MHYKPTLWFPVUCD-CYBMUJFWSA-N",
"smiles": "CC[C@@H](N)C(=O)Nc1cnc(Oc2ccc(C)c3c2C2(CC2)CO3)nc1"
},
"smiles": "CC[C@@H](N)C(=O)Nc1cnc(Oc2ccc(C)c3c2C2(CC2)CO3)nc1",
"reactionStepId": "sa_3214f0cc6b4201348e177f5e",
"template": null,
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"reactionStep": {
"id": "sa_3214f0cc6b4201348e177f5e",
"reactionHash": "f07293306cdd7ffa1b6a552d3658d3782f8a93373a0df7546ac3ca5ad51cfde7"
},
"children": [
{
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"routeId": "sa_9b55a6b3f84f9c2e7f001a18",
"moleculeId": "sa_1b645ac5aa5a058f7cfdefbe",
"parentId": "14416",
"isLeaf": false,
"molecule": {
"id": "sa_1b645ac5aa5a058f7cfdefbe",
"inchikey": "BOUQJVHQAIJSOA-MRXNPFEDSA-N",
"smiles": "CC[C@@H](NC(=O)OC(C)(C)C)C(=O)Nc1cnc(Oc2ccc(C)c3c2C2(CC2)CO3)nc1"
},
"smiles": "CC[C@@H](NC(=O)OC(C)(C)C)C(=O)Nc1cnc(Oc2ccc(C)c3c2C2(CC2)CO3)nc1",
"reactionStepId": "sa_c76ee5d0ea1a610054080a12",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150336936A1;0265;1790226\",\"rsmi\":\"O[C:12]([C@@H:3]([CH2:2][CH3:1])[NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])=[O:13].[NH2:14][c:15]1[cH:16][n:17][c:18]([O:19][c:20]2[cH:21][cH:22][c:23]([CH3:24])[c:25]3[c:26]2[C:27]2([CH2:28][CH2:29]2)[CH2:30][O:31]3)[n:32][cH:33]1>CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][CH2:2][C@@H:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[C:12](=[O:13])[NH:14][c:15]1[cH:16][n:17][c:18]([O:19][c:20]2[cH:21][cH:22][c:23]([CH3:24])[c:25]3[c:26]2[C:27]2([CH2:28][CH2:29]2)[CH2:30][O:31]3)[n:32][cH:33]1\"},\"mapped_reaction_smiles\":\"O[C:12]([C@@H:3]([CH2:2][CH3:1])[NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])=[O:13].[NH2:14][c:15]1[cH:16][n:17][c:18]([O:19][c:20]2[cH:21][cH:22][c:23]([CH3:24])[c:25]3[c:26]2[C:27]2([CH2:28][CH2:29]2)[CH2:30][O:31]3)[n:32][cH:33]1>CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][CH2:2][C@@H:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[C:12](=[O:13])[NH:14][c:15]1[cH:16][n:17][c:18]([O:19][c:20]2[cH:21][cH:22][c:23]([CH3:24])[c:25]3[c:26]2[C:27]2([CH2:28][CH2:29]2)[CH2:30][O:31]3)[n:32][cH:33]1\"}",
"reactionStep": {
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"reactionHash": "5b0cf9ab0c95c715b9d4e4ade6c975d3202cded9fca35d6ce4670a4418d1bea6"
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"children": [
{
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"moleculeId": "sa_8200001e5cd9ed477d61541f",
"parentId": "14417",
"isLeaf": false,
"molecule": {
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"inchikey": "LOHVEMWJPFFJJJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Oc2ncc(N)cn2)c2c1OCC21CC1"
},
"smiles": "Cc1ccc(Oc2ncc(N)cn2)c2c1OCC21CC1",
"reactionStepId": "sa_3d13132030f9f31253df8bf2",
"template": null,
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"children": [
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"smiles": "Cc1ccc(Oc2ncc([N+](=O)[O-])cn2)c2c1OCC21CC1",
"reactionStepId": "sa_cea7b7f81da3683ad3808019",
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"metadata": "{\"annotations\":{\"ID\":\"US20150336936A1;0259;1790224\",\"rsmi\":\"Cl[c:7]1[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([OH:6])[c:16]2[c:17]1[O:18][CH2:19][C:20]21[CH2:21][CH2:22]1>CC#N>[CH3:1][c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15]2)[c:16]2[c:17]1[O:18][CH2:19][C:20]21[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([OH:6])[c:16]2[c:17]1[O:18][CH2:19][C:20]21[CH2:21][CH2:22]1>CC#N>[CH3:1][c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15]2)[c:16]2[c:17]1[O:18][CH2:19][C:20]21[CH2:21][CH2:22]1\"}",
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"metadata": "{\"annotations\":{\"ID\":\"US20150336936A1;0244;1790219\",\"rsmi\":\"COC[O:11][c:10]1[c:9]2[c:3]([c:2]([CH3:1])[cH:13][cH:12]1)[O:4][CH2:5][C:6]21[CH2:7][CH2:8]1>CCO.Cl.O>[CH3:1][c:2]1[c:3]2[c:9]([c:10]([OH:11])[cH:12][cH:13]1)[C:6]1([CH2:5][O:4]2)[CH2:7][CH2:8]1\"},\"mapped_reaction_smiles\":\"COC[O:11][c:10]1[c:9]2[c:3]([c:2]([CH3:1])[cH:13][cH:12]1)[O:4][CH2:5][C:6]21[CH2:7][CH2:8]1>CCO.Cl.O>[CH3:1][c:2]1[c:3]2[c:9]([c:10]([OH:11])[cH:12][cH:13]1)[C:6]1([CH2:5][O:4]2)[CH2:7][CH2:8]1\"}",
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{
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},
"smiles": "O=[N+]([O-])c1cnc(Cl)nc1",
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{
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},
"smiles": "CC[C@@H](NC(=O)OC(C)(C)C)C(=O)O",
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},
{
"id": "14425",
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"molecule": {
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"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl"
},
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl",
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}
]
}
}