Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNc2nc(-c3cccc(Br)n3)cs2)CC1
InChiKey
YEKOIFBQDHWRKU-HDJSIYSDSA-N
Route Signature
b8b1a404a099646bc7c92fae6f4fc1cd576596049498418c84a59b8f60328b78
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9fc16167bfe48f04cda8db5f",
"signature": "b8b1a404a099646bc7c92fae6f4fc1cd576596049498418c84a59b8f60328b78",
"contentHash": "bca83827c2d8ae301f34e020eb570872cb1cd13b67f3fd9160388967aee34355",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_00d9630a26e9d5868331a31f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01970",
"moleculeId": "sa_dfac2db8c05a0b051859968f",
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNc2nc(-c3cccc(Br)n3)cs2)CC1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_dfac2db8c05a0b051859968f",
"inchikey": "YEKOIFBQDHWRKU-HDJSIYSDSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNc2nc(-c3cccc(Br)n3)cs2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6108",
"routeId": "sa_9fc16167bfe48f04cda8db5f",
"moleculeId": "sa_dfac2db8c05a0b051859968f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_dfac2db8c05a0b051859968f",
"inchikey": "YEKOIFBQDHWRKU-HDJSIYSDSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNc2nc(-c3cccc(Br)n3)cs2)CC1"
},
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNc2nc(-c3cccc(Br)n3)cs2)CC1",
"reactionStepId": "sa_8648b16881bf17bda9b197e6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213376A1;0143;494943\",\"rsmi\":\"O=[C:16]([c:17]1[n:18][c:19]([Br:20])[cH:21][cH:22][cH:23]1)[CH2:24]Br.[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14]([NH2:15])=[S:25])[CH2:26][CH2:27]1>Br>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][c:14]2[n:15][c:16](-[c:17]3[n:18][c:19]([Br:20])[cH:21][cH:22][cH:23]3)[cH:24][s:25]2)[CH2:26][CH2:27]1\"},\"mapped_reaction_smiles\":\"O=[C:16]([c:17]1[n:18][c:19]([Br:20])[cH:21][cH:22][cH:23]1)[CH2:24]Br.[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14]([NH2:15])=[S:25])[CH2:26][CH2:27]1>Br>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][c:14]2[n:15][c:16](-[c:17]3[n:18][c:19]([Br:20])[cH:21][cH:22][cH:23]3)[cH:24][s:25]2)[CH2:26][CH2:27]1\"}",
"reactionStep": {
"id": "sa_8648b16881bf17bda9b197e6",
"reactionHash": "869d2c12c1eb5a3363aa905cb3a09c8296bd9d4002ed4cd258ea5e1593644835"
},
"children": [
{
"id": "6109",
"routeId": "sa_9fc16167bfe48f04cda8db5f",
"moleculeId": "sa_f28031bf3aa50e8a26e6d4ab",
"parentId": "6108",
"isLeaf": true,
"molecule": {
"id": "sa_f28031bf3aa50e8a26e6d4ab",
"inchikey": "SXXDYQVZPQXUQJ-UHFFFAOYSA-N",
"smiles": "O=C(CBr)c1cccc(Br)n1"
},
"smiles": "O=C(CBr)c1cccc(Br)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6110",
"routeId": "sa_9fc16167bfe48f04cda8db5f",
"moleculeId": "sa_92c0e5d496f8755715fef579",
"parentId": "6108",
"isLeaf": false,
"molecule": {
"id": "sa_92c0e5d496f8755715fef579",
"inchikey": "YUELVNKWZHOZNT-MGCOHNPYSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNC(N)=S)CC1"
},
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNC(N)=S)CC1",
"reactionStepId": "sa_a94577fad3936caa2a4e0505",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213376A1;0088;494931\",\"rsmi\":\"O=C(c1ccccc1)[NH:15][C:14]([NH:13][CH2:12][C@H:11]1[CH2:10][CH2:9][C@H:8]([NH:7][S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6])[CH2:18][CH2:17]1)=[S:16]>CC(C)=O.CO.O.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14]([NH2:15])=[S:16])[CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"O=C(c1ccccc1)[NH:15][C:14]([NH:13][CH2:12][C@H:11]1[CH2:10][CH2:9][C@H:8]([NH:7][S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6])[CH2:18][CH2:17]1)=[S:16]>CC(C)=O.CO.O.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14]([NH2:15])=[S:16])[CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_a94577fad3936caa2a4e0505",
"reactionHash": "b5ad4850a7335733640429756d7ddff0f89fd8fbbb63b838f32dd084d4588be7"
},
"children": [
{
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"routeId": "sa_9fc16167bfe48f04cda8db5f",
"moleculeId": "sa_2c04850e14e685cc79492b02",
"parentId": "6110",
"isLeaf": false,
"molecule": {
"id": "sa_2c04850e14e685cc79492b02",
"inchikey": "IUIQBVZLIOTCCR-KOMQPUFPSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNC(=S)NC(=O)c2ccccc2)CC1"
},
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNC(=S)NC(=O)c2ccccc2)CC1",
"reactionStepId": "sa_14fe77bdcbdc6b473ba3f619",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213376A1;0087;494930\",\"rsmi\":\"[C:14](=[S:15])=[N:16][C:17](=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1.[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH2:13])[CH2:25][CH2:26]1>C1CCOC1>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14](=[S:15])[NH:16][C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"[C:14](=[S:15])=[N:16][C:17](=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1.[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH2:13])[CH2:25][CH2:26]1>C1CCOC1>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14](=[S:15])[NH:16][C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_14fe77bdcbdc6b473ba3f619",
"reactionHash": "9686c33e701719872a63a9a93275ff9973b2e2e3f9951bd458f20a3468014687"
},
"children": [
{
"id": "6112",
"routeId": "sa_9fc16167bfe48f04cda8db5f",
"moleculeId": "sa_da820465b0365eb32fb2a64a",
"parentId": "6111",
"isLeaf": true,
"molecule": {
"id": "sa_da820465b0365eb32fb2a64a",
"inchikey": "CPEKAXYCDKETEN-UHFFFAOYSA-N",
"smiles": "O=C(N=C=S)c1ccccc1"
},
"smiles": "O=C(N=C=S)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6113",
"routeId": "sa_9fc16167bfe48f04cda8db5f",
"moleculeId": "sa_fa94a82231faecfbd21e08a6",
"parentId": "6111",
"isLeaf": false,
"molecule": {
"id": "sa_fa94a82231faecfbd21e08a6",
"inchikey": "PLLFTCPZXGTOCK-MGCOHNPYSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CN)CC1"
},
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CN)CC1",
"reactionStepId": "sa_ff42922da7f3fa7858947204",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213376A1;0086;494929\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:13][CH2:12][C@H:11]1[CH2:10][CH2:9][C@H:8]([NH:7][S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6])[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH2:13])[CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:13][CH2:12][C@H:11]1[CH2:10][CH2:9][C@H:8]([NH:7][S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6])[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH2:13])[CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_ff42922da7f3fa7858947204",
"reactionHash": "213c650f9b9741f23c3719d54a747e44e8cf462aec28df1180b5cd24f566869f"
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"children": [
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"moleculeId": "sa_1c6e7b0e3c16d35fbac8418b",
"parentId": "6113",
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"molecule": {
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"inchikey": "OXKBZVLFTKIQDT-JOCQHMNTSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNC(=O)OC(C)(C)C)CC1"
},
"smiles": "CC(C)S(=O)(=O)N[C@H]1CC[C@H](CNC(=O)OC(C)(C)C)CC1",
"reactionStepId": "sa_0e05ecb24152d30fbe424057",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213376A1;0085;494928\",\"rsmi\":\"Cl[S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6].[NH2:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]1>CCOCC.[Na+].O>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"Cl[S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6].[NH2:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]1>CCOCC.[Na+].O>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@H:8]1[CH2:9][CH2:10][C@H:11]([CH2:12][NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]1\"}",
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"children": [
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"moleculeId": "sa_5be025789093d90de2147dcb",
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"molecule": {
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"inchikey": "DRINJBFRTLBHNF-UHFFFAOYSA-N",
"smiles": "CC(C)S(=O)(=O)Cl"
},
"smiles": "CC(C)S(=O)(=O)Cl",
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{
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"molecule": {
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"inchikey": "HMMYZMWDTDJTRR-MGCOHNPYSA-N",
"smiles": "CC(C)(C)OC(=O)NC[C@H]1CC[C@H](N)CC1"
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"smiles": "CC(C)(C)OC(=O)NC[C@H]1CC[C@H](N)CC1",
"reactionStepId": "sa_4a437b5aa7f1bd222997fa83",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070213376A1;0084;494927\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:14][C@H:13]1[CH2:12][CH2:11][C@H:10]([CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:16][CH2:15]1>CCOC(C)=O.CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C@H:13]([NH2:14])[CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:14][C@H:13]1[CH2:12][CH2:11][C@H:10]([CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:16][CH2:15]1>CCOC(C)=O.CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C@H:13]([NH2:14])[CH2:15][CH2:16]1\"}",
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]
}
]
}
}