Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cccc(-c2nn3c(c2-c2ccnc4cc(C(=O)NC(C)(C)CNC(=O)OC(C)(C)C)ccc24)CCC3)n1
InChiKey
JOUYMUHQQRFNQR-UHFFFAOYSA-N
Route Signature
efb821e5c15d24e2ae34ad1b43d9de874c284a14d54e79be119d60b3178a72a4
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5dcaa367bfa2c1243586966a",
"signature": "efb821e5c15d24e2ae34ad1b43d9de874c284a14d54e79be119d60b3178a72a4",
"contentHash": "892ac5d0e2dee18c739b240bc9e2ef5029c909125f36a4bd2cbc8e5a31739cd2",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_a4babae25f9725c46228d53b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02977",
"moleculeId": "sa_3043f0849a6fce6cb6dad847",
"smiles": "Cc1cccc(-c2nn3c(c2-c2ccnc4cc(C(=O)NC(C)(C)CNC(=O)OC(C)(C)C)ccc24)CCC3)n1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_3043f0849a6fce6cb6dad847",
"inchikey": "JOUYMUHQQRFNQR-UHFFFAOYSA-N",
"smiles": "Cc1cccc(-c2nn3c(c2-c2ccnc4cc(C(=O)NC(C)(C)CNC(=O)OC(C)(C)C)ccc24)CCC3)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10924",
"routeId": "sa_5dcaa367bfa2c1243586966a",
"moleculeId": "sa_3043f0849a6fce6cb6dad847",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3043f0849a6fce6cb6dad847",
"inchikey": "JOUYMUHQQRFNQR-UHFFFAOYSA-N",
"smiles": "Cc1cccc(-c2nn3c(c2-c2ccnc4cc(C(=O)NC(C)(C)CNC(=O)OC(C)(C)C)ccc24)CCC3)n1"
},
"smiles": "Cc1cccc(-c2nn3c(c2-c2ccnc4cc(C(=O)NC(C)(C)CNC(=O)OC(C)(C)C)ccc24)CCC3)n1",
"reactionStepId": "sa_9a90ee5bee4e195bf1d5ebb0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040106604A1;0706;159583\",\"rsmi\":\"O[C:22]([c:21]1[cH:20][c:19]2[n:18][cH:17][cH:16][c:15](-[c:14]3[c:7](-[c:6]4[cH:5][cH:4][cH:3][c:2]([CH3:1])[n:40]4)[n:8][n:9]4[c:13]3[CH2:12][CH2:11][CH2:10]4)[c:39]2[cH:38][cH:37]1)=[O:23].[NH2:24][C:25]([CH3:26])([CH3:27])[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36]>CCN(C(C)C)C(C)C.ClCCCl.ClCCl.On1nnc2ccccc21>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]3[c:13]([c:14]2-[c:15]2[cH:16][cH:17][n:18][c:19]4[cH:20][c:21]([C:22](=[O:23])[NH:24][C:25]([CH3:26])([CH3:27])[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36])[cH:37][cH:38][c:39]24)[CH2:12][CH2:11][CH2:10]3)[n:40]1\"},\"mapped_reaction_smiles\":\"O[C:22]([c:21]1[cH:20][c:19]2[n:18][cH:17][cH:16][c:15](-[c:14]3[c:7](-[c:6]4[cH:5][cH:4][cH:3][c:2]([CH3:1])[n:40]4)[n:8][n:9]4[c:13]3[CH2:12][CH2:11][CH2:10]4)[c:39]2[cH:38][cH:37]1)=[O:23].[NH2:24][C:25]([CH3:26])([CH3:27])[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36]>CCN(C(C)C)C(C)C.ClCCCl.ClCCl.On1nnc2ccccc21>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]3[c:13]([c:14]2-[c:15]2[cH:16][cH:17][n:18][c:19]4[cH:20][c:21]([C:22](=[O:23])[NH:24][C:25]([CH3:26])([CH3:27])[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36])[cH:37][cH:38][c:39]24)[CH2:12][CH2:11][CH2:10]3)[n:40]1\"}",
"reactionStep": {
"id": "sa_9a90ee5bee4e195bf1d5ebb0",
"reactionHash": "6c839cc1e153bcc5a28a0aec458f213d8042778be7ea15e45ad5720ff17c1a7e"
},
"children": [
{
"id": "10925",
"routeId": "sa_5dcaa367bfa2c1243586966a",
"moleculeId": "sa_b4345d5289b384268ddeedfa",
"parentId": "10924",
"isLeaf": false,
"molecule": {
"id": "sa_b4345d5289b384268ddeedfa",
"inchikey": "KCBBEHBEAPOBSC-UHFFFAOYSA-N",
"smiles": "CC(C)(N)CNC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(N)CNC(=O)OC(C)(C)C",
"reactionStepId": "sa_e5f002e7a5db391dabb1835d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040106604A1;0526;159532\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13].[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH2:6]>C1COCCO1>[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13].[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH2:6]>C1COCCO1>[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13]\"}",
"reactionStep": {
"id": "sa_e5f002e7a5db391dabb1835d",
"reactionHash": "36aea1cd46d898ec2f4392388fdcfca2bbc1d165a7cd35bdbd0163dff5958eee"
},
"children": [
{
"id": "10926",
"routeId": "sa_5dcaa367bfa2c1243586966a",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "10925",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10927",
"routeId": "sa_5dcaa367bfa2c1243586966a",
"moleculeId": "sa_cb0eb5d6115b013ac18614f5",
"parentId": "10925",
"isLeaf": true,
"molecule": {
"id": "sa_cb0eb5d6115b013ac18614f5",
"inchikey": "OPCJOXGBLDJWRM-UHFFFAOYSA-N",
"smiles": "CC(C)(N)CN"
},
"smiles": "CC(C)(N)CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10928",
"routeId": "sa_5dcaa367bfa2c1243586966a",
"moleculeId": "sa_147620364dfa8729f9258c0b",
"parentId": "10924",
"isLeaf": false,
"molecule": {
"id": "sa_147620364dfa8729f9258c0b",
"inchikey": "RHLRQCJZAXAGML-UHFFFAOYSA-N",
"smiles": "Cc1cccc(-c2nn3c(c2-c2ccnc4cc(C(=O)O)ccc24)CCC3)n1"
},
"smiles": "Cc1cccc(-c2nn3c(c2-c2ccnc4cc(C(=O)O)ccc24)CCC3)n1",
"reactionStepId": "sa_4d1a3b10c8220416e73814eb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040106604A1;0762;159597\",\"rsmi\":\"CC[O:24][C:22]([c:21]1[cH:20][c:19]2[n:18][cH:17][cH:16][c:15](-[c:14]3[c:7](-[c:6]4[cH:5][cH:4][cH:3][c:2]([CH3:1])[n:28]4)[n:8][n:9]4[c:13]3[CH2:12][CH2:11][CH2:10]4)[c:27]2[cH:26][cH:25]1)=[O:23]>CO.[Li+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]3[c:13]([c:14]2-[c:15]2[cH:16][cH:17][n:18][c:19]4[cH:20][c:21]([C:22](=[O:23])[OH:24])[cH:25][cH:26][c:27]24)[CH2:12][CH2:11][CH2:10]3)[n:28]1\"},\"mapped_reaction_smiles\":\"CC[O:24][C:22]([c:21]1[cH:20][c:19]2[n:18][cH:17][cH:16][c:15](-[c:14]3[c:7](-[c:6]4[cH:5][cH:4][cH:3][c:2]([CH3:1])[n:28]4)[n:8][n:9]4[c:13]3[CH2:12][CH2:11][CH2:10]4)[c:27]2[cH:26][cH:25]1)=[O:23]>CO.[Li+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]3[c:13]([c:14]2-[c:15]2[cH:16][cH:17][n:18][c:19]4[cH:20][c:21]([C:22](=[O:23])[OH:24])[cH:25][cH:26][c:27]24)[CH2:12][CH2:11][CH2:10]3)[n:28]1\"}",
"reactionStep": {
"id": "sa_4d1a3b10c8220416e73814eb",
"reactionHash": "5a37ea811a94959f6fd4fa9fbd2b9eef0ad4be6b9d2a07ed89238bbcc3d7e7db"
},
"children": [
{
"id": "10929",
"routeId": "sa_5dcaa367bfa2c1243586966a",
"moleculeId": "sa_7a627c179872ef36fb644a9e",
"parentId": "10928",
"isLeaf": true,
"molecule": {
"id": "sa_7a627c179872ef36fb644a9e",
"inchikey": "VSSBEFLNRJBGFH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2c(-c3c(-c4cccc(C)n4)nn4c3CCC4)ccnc2c1"
},
"smiles": "CCOC(=O)c1ccc2c(-c3c(-c4cccc(C)n4)nn4c3CCC4)ccnc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}