Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1
InChiKey
GTZRWABUMPGTQA-IBGZPJMESA-N
Route Signature
325908a828263ae816328632c020b7b15dc7b019719f80bce1db9f0bccd7071e
Synthesis route with 8 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a84d43e7cbc0fca7cd7a9c93",
"signature": "325908a828263ae816328632c020b7b15dc7b019719f80bce1db9f0bccd7071e",
"contentHash": "69aaf748d599dd4347bf488b6caf2550b78ce44618a36c7526fdfd812d774722",
"length": 8,
"isConvergent": true
},
"target": {
"id": "sa_f074f51203e7052e00c87865",
"benchmarkSetId": "a82783729b577c36f2e09a2b6fdd55ae9542aed5546571d67ef9cb74dc21f70a",
"targetId": "n5-00019",
"moleculeId": "sa_cbdd36f98b258eaac31f1e49",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1",
"routeLength": 8,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_cbdd36f98b258eaac31f1e49",
"inchikey": "GTZRWABUMPGTQA-IBGZPJMESA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "17367",
"routeId": "sa_a84d43e7cbc0fca7cd7a9c93",
"moleculeId": "sa_cbdd36f98b258eaac31f1e49",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_cbdd36f98b258eaac31f1e49",
"inchikey": "GTZRWABUMPGTQA-IBGZPJMESA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1"
},
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3)c3cc(NC(=O)NC4CC4)c(Cl)cc3[nH]c2=O)c1",
"reactionStepId": "sa_a26f950c35279199ebb30e75",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06147088;;491564\",\"rsmi\":\"CC(C)(C)OC(=O)[N:18]1[C@H:13]([CH2:12][CH2:11][O:10][c:9]2[c:8](-[c:7]3[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:36]3)[c:34](=[O:35])[nH:33][c:32]3[c:19]2[cH:20][c:21]([NH:22][C:23](=[O:24])[NH:25][CH:26]2[CH2:27][CH2:28]2)[c:29]([Cl:30])[cH:31]3)[CH2:14][CH2:15][CH2:16][CH2:17]1>COc1ccccc1.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][NH:18]3)[c:19]3[cH:20][c:21]([NH:22][C:23](=[O:24])[NH:25][CH:26]4[CH2:27][CH2:28]4)[c:29]([Cl:30])[cH:31][c:32]3[nH:33][c:34]2=[O:35])[cH:36]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:18]1[C@H:13]([CH2:12][CH2:11][O:10][c:9]2[c:8](-[c:7]3[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:36]3)[c:34](=[O:35])[nH:33][c:32]3[c:19]2[cH:20][c:21]([NH:22][C:23](=[O:24])[NH:25][CH:26]2[CH2:27][CH2:28]2)[c:29]([Cl:30])[cH:31]3)[CH2:14][CH2:15][CH2:16][CH2:17]1>COc1ccccc1.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][NH:18]3)[c:19]3[cH:20][c:21]([NH:22][C:23](=[O:24])[NH:25][CH:26]4[CH2:27][CH2:28]4)[c:29]([Cl:30])[cH:31][c:32]3[nH:33][c:34]2=[O:35])[cH:36]1\"}",
"reactionStep": {
"id": "sa_a26f950c35279199ebb30e75",
"reactionHash": "30a6f7ab4da456af9496c1bc17ca19098105ed77ba938a4122b8180a87a0790a"
},
"children": [
{
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"routeId": "sa_a84d43e7cbc0fca7cd7a9c93",
"moleculeId": "sa_e6264c4d6650d5dbda2b966e",
"parentId": "17367",
"isLeaf": false,
"molecule": {
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},
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"reactionStepId": "sa_4905b76c1ef4e01a1bec18d1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06147088;;491563\",\"rsmi\":\"ClC(Cl)(Cl)O[C:30](OC(Cl)(Cl)Cl)=[O:31].[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH2:29])[c:36]([Cl:37])[cH:38][c:39]3[nH:40][c:41]2=[O:42])[cH:43]1.[NH2:32][CH:33]1[CH2:34][CH2:35]1>CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH:29][C:30](=[O:31])[NH:32][CH:33]4[CH2:34][CH2:35]4)[c:36]([Cl:37])[cH:38][c:39]3[nH:40][c:41]2=[O:42])[cH:43]1\"},\"mapped_reaction_smiles\":\"ClC(Cl)(Cl)O[C:30](OC(Cl)(Cl)Cl)=[O:31].[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH2:29])[c:36]([Cl:37])[cH:38][c:39]3[nH:40][c:41]2=[O:42])[cH:43]1.[NH2:32][CH:33]1[CH2:34][CH2:35]1>CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH:29][C:30](=[O:31])[NH:32][CH:33]4[CH2:34][CH2:35]4)[c:36]([Cl:37])[cH:38][c:39]3[nH:40][c:41]2=[O:42])[cH:43]1\"}",
"reactionStep": {
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"reactionHash": "a81559a9c3851fd4935acf121268fc3e39209b5ca5d5e7048ae35469df9833f5"
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"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
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},
{
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"molecule": {
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"inchikey": "LBWXQYKOBUXKQI-FQEVSTJZSA-N",
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3C(=O)OC(C)(C)C)c3cc(N)c(Cl)cc3[nH]c2=O)c1"
},
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3C(=O)OC(C)(C)C)c3cc(N)c(Cl)cc3[nH]c2=O)c1",
"reactionStepId": "sa_dff08d5731cb2d04cd4d66f9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06147088;;491562\",\"rsmi\":\"O=[N+:29]([O-])[c:28]1[cH:27][c:26]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:8](-[c:7]3[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:37]3)[c:35](=[O:36])[nH:34][c:33]2[cH:32][c:30]1[Cl:31]>Cl[Fe](Cl)Cl.NN.O.O.O.O.O.O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH2:29])[c:30]([Cl:31])[cH:32][c:33]3[nH:34][c:35]2=[O:36])[cH:37]1\"},\"mapped_reaction_smiles\":\"O=[N+:29]([O-])[c:28]1[cH:27][c:26]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:8](-[c:7]3[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:37]3)[c:35](=[O:36])[nH:34][c:33]2[cH:32][c:30]1[Cl:31]>Cl[Fe](Cl)Cl.NN.O.O.O.O.O.O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([NH2:29])[c:30]([Cl:31])[cH:32][c:33]3[nH:34][c:35]2=[O:36])[cH:37]1\"}",
"reactionStep": {
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},
"smiles": "Cc1cc(C)cc(-c2c(OCC[C@@H]3CCCCN3C(=O)OC(C)(C)C)c3cc([N+](=O)[O-])c(Cl)cc3[nH]c2=O)c1",
"reactionStepId": "sa_1183ceded180704d6b5ae013",
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"metadata": "{\"annotations\":{\"ID\":\"US06147088;;491558\",\"rsmi\":\"O[c:9]1[c:8](-[c:7]2[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:39]2)[c:37](=[O:38])[nH:36][c:35]2[c:26]1[cH:27][c:28]([N+:29](=[O:30])[O-:31])[c:32]([Cl:33])[cH:34]2.[OH:10][CH2:11][CH2:12][C@@H:13]1[CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25]>CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([N+:29](=[O:30])[O-:31])[c:32]([Cl:33])[cH:34][c:35]3[nH:36][c:37]2=[O:38])[cH:39]1\"},\"mapped_reaction_smiles\":\"O[c:9]1[c:8](-[c:7]2[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:39]2)[c:37](=[O:38])[nH:36][c:35]2[c:26]1[cH:27][c:28]([N+:29](=[O:30])[O-:31])[c:32]([Cl:33])[cH:34]2.[OH:10][CH2:11][CH2:12][C@@H:13]1[CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25]>CCOC(=O)N=NC(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7](-[c:8]2[c:9]([O:10][CH2:11][CH2:12][C@@H:13]3[CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[c:26]3[cH:27][c:28]([N+:29](=[O:30])[O-:31])[c:32]([Cl:33])[cH:34][c:35]3[nH:36][c:37]2=[O:38])[cH:39]1\"}",
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