Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccccc1[C@H](C)NC(=O)c1ccc2c(c1)c(C)c(C)n2Cc1ccc(-c2ccccc2C(=O)O)cc1
InChiKey
FGARMYCGQITLSX-QFIPXVFZSA-N
Route Signature
da960b36dca71008abcf3feab40067e56c827cf3698be2ca0f0979d167655b3d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f546c89ce81fada8329caae9",
"signature": "da960b36dca71008abcf3feab40067e56c827cf3698be2ca0f0979d167655b3d",
"contentHash": "cf5d3931b58ebfac5f9870a1d1a53ffaea21b54666ad1825c39d3ab0545dc2c5",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4d82cf960711d6955969b9a6",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03995",
"moleculeId": "sa_b1af3df94216e6cfef116678",
"smiles": "COc1ccccc1[C@H](C)NC(=O)c1ccc2c(c1)c(C)c(C)n2Cc1ccc(-c2ccccc2C(=O)O)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b1af3df94216e6cfef116678",
"inchikey": "FGARMYCGQITLSX-QFIPXVFZSA-N",
"smiles": "COc1ccccc1[C@H](C)NC(=O)c1ccc2c(c1)c(C)c(C)n2Cc1ccc(-c2ccccc2C(=O)O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "7094",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_b1af3df94216e6cfef116678",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b1af3df94216e6cfef116678",
"inchikey": "FGARMYCGQITLSX-QFIPXVFZSA-N",
"smiles": "COc1ccccc1[C@H](C)NC(=O)c1ccc2c(c1)c(C)c(C)n2Cc1ccc(-c2ccccc2C(=O)O)cc1"
},
"smiles": "COc1ccccc1[C@H](C)NC(=O)c1ccc2c(c1)c(C)c(C)n2Cc1ccc(-c2ccccc2C(=O)O)cc1",
"reactionStepId": "sa_b0da24a25a4c6d8e012d5e6b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309757A1;0922;1308740\",\"rsmi\":\"CC(C)(C)O[C:8](=[O:9])[c:10]1[cH:11][cH:29][cH:28][cH:27][c:26]1-[c:25]1[cH:24][cH:23][c:22]([CH2:21][n:20]2[c:13]3[cH:12][cH:30][c:31]([C:32](=[O:33])[OH:34])[cH:15][c:14]3[c:16]([CH3:17])[c:18]2[CH3:19])[cH:36][cH:35]1.[CH3:1][O:2][c:3]1[c:4]([C@H:5]([CH3:6])[NH2:7])[cH:37][cH:38][cH:39][cH:40]1>>[CH3:1][O:2][c:3]1[c:4]([C@H:5]([CH3:6])[NH:7][C:8](=[O:9])[c:10]2[cH:11][cH:12][c:13]3[c:14]([cH:15]2)[c:16]([CH3:17])[c:18]([CH3:19])[n:20]3[CH2:21][c:22]2[cH:23][cH:24][c:25](-[c:26]3[cH:27][cH:28][cH:29][cH:30][c:31]3[C:32](=[O:33])[OH:34])[cH:35][cH:36]2)[cH:37][cH:38][cH:39][cH:40]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)O[C:8](=[O:9])[c:10]1[cH:11][cH:29][cH:28][cH:27][c:26]1-[c:25]1[cH:24][cH:23][c:22]([CH2:21][n:20]2[c:13]3[cH:12][cH:30][c:31]([C:32](=[O:33])[OH:34])[cH:15][c:14]3[c:16]([CH3:17])[c:18]2[CH3:19])[cH:36][cH:35]1.[CH3:1][O:2][c:3]1[c:4]([C@H:5]([CH3:6])[NH2:7])[cH:37][cH:38][cH:39][cH:40]1>>[CH3:1][O:2][c:3]1[c:4]([C@H:5]([CH3:6])[NH:7][C:8](=[O:9])[c:10]2[cH:11][cH:12][c:13]3[c:14]([cH:15]2)[c:16]([CH3:17])[c:18]([CH3:19])[n:20]3[CH2:21][c:22]2[cH:23][cH:24][c:25](-[c:26]3[cH:27][cH:28][cH:29][cH:30][c:31]3[C:32](=[O:33])[OH:34])[cH:35][cH:36]2)[cH:37][cH:38][cH:39][cH:40]1\"}",
"reactionStep": {
"id": "sa_b0da24a25a4c6d8e012d5e6b",
"reactionHash": "42b7162967139607ee1e7e32775b7c7a37c07ee80c97f2d0dbbb16f3d1fda584"
},
"children": [
{
"id": "7095",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_57af27f84e1e9743ef27b882",
"parentId": "7094",
"isLeaf": true,
"molecule": {
"id": "sa_57af27f84e1e9743ef27b882",
"inchikey": "VENQOHAPVLVQKV-ZETCQYMHSA-N",
"smiles": "COc1ccccc1[C@H](C)N"
},
"smiles": "COc1ccccc1[C@H](C)N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7096",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_e460aa8775cd4cde38860073",
"parentId": "7094",
"isLeaf": false,
"molecule": {
"id": "sa_e460aa8775cd4cde38860073",
"inchikey": "XTINUZLKVBBOAA-UHFFFAOYSA-N",
"smiles": "Cc1c(C)n(Cc2ccc(-c3ccccc3C(=O)OC(C)(C)C)cc2)c2ccc(C(=O)O)cc12"
},
"smiles": "Cc1c(C)n(Cc2ccc(-c3ccccc3C(=O)OC(C)(C)C)cc2)c2ccc(C(=O)O)cc12",
"reactionStepId": "sa_ce21d82f4475f9b68eb33b8a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309757A1;0247;1308624\",\"rsmi\":\"CC[O:32][C:30]([c:29]1[cH:28][cH:27][c:26]2[n:5]([CH2:6][c:7]3[cH:8][cH:9][c:10](-[c:11]4[c:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22][cH:23]4)[cH:24][cH:25]3)[c:3]([CH3:4])[c:2]([CH3:1])[c:34]2[cH:33]1)=[O:31]>CCO.Cl.[Na+].O>[CH3:1][c:2]1[c:3]([CH3:4])[n:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22][cH:23]3)[cH:24][cH:25]2)[c:26]2[cH:27][cH:28][c:29]([C:30](=[O:31])[OH:32])[cH:33][c:34]12\"},\"mapped_reaction_smiles\":\"CC[O:32][C:30]([c:29]1[cH:28][cH:27][c:26]2[n:5]([CH2:6][c:7]3[cH:8][cH:9][c:10](-[c:11]4[c:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22][cH:23]4)[cH:24][cH:25]3)[c:3]([CH3:4])[c:2]([CH3:1])[c:34]2[cH:33]1)=[O:31]>CCO.Cl.[Na+].O>[CH3:1][c:2]1[c:3]([CH3:4])[n:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22][cH:23]3)[cH:24][cH:25]2)[c:26]2[cH:27][cH:28][c:29]([C:30](=[O:31])[OH:32])[cH:33][c:34]12\"}",
"reactionStep": {
"id": "sa_ce21d82f4475f9b68eb33b8a",
"reactionHash": "aead0f66d00fe58cf56db67275cf5aad12869844e08676f368fa0384699e4aa6"
},
"children": [
{
"id": "7097",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_e5e0b09d82d493e5a021a602",
"parentId": "7096",
"isLeaf": false,
"molecule": {
"id": "sa_e5e0b09d82d493e5a021a602",
"inchikey": "HLUCKYWHSCLEFQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2c(c1)c(C)c(C)n2Cc1ccc(-c2ccccc2C(=O)OC(C)(C)C)cc1"
},
"smiles": "CCOC(=O)c1ccc2c(c1)c(C)c(C)n2Cc1ccc(-c2ccccc2C(=O)OC(C)(C)C)cc1",
"reactionStepId": "sa_721c119f06e812c8253c65ab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309757A1;0245;1308623\",\"rsmi\":\"Br[CH2:17][c:18]1[cH:19][cH:20][c:21](-[c:22]2[c:23]([C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[c:12]([CH3:13])[c:14]([CH3:15])[nH:16]2>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[c:12]([CH3:13])[c:14]([CH3:15])[n:16]2[CH2:17][c:18]1[cH:19][cH:20][c:21](-[c:22]2[c:23]([C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36]1\"},\"mapped_reaction_smiles\":\"Br[CH2:17][c:18]1[cH:19][cH:20][c:21](-[c:22]2[c:23]([C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[c:12]([CH3:13])[c:14]([CH3:15])[nH:16]2>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:10]([cH:11]1)[c:12]([CH3:13])[c:14]([CH3:15])[n:16]2[CH2:17][c:18]1[cH:19][cH:20][c:21](-[c:22]2[c:23]([C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36]1\"}",
"reactionStep": {
"id": "sa_721c119f06e812c8253c65ab",
"reactionHash": "b941f6cd260a9c1452df9f76e9b43efb9ede396cdf273c2e3466a517741116c4"
},
"children": [
{
"id": "7098",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_5dcee289655fd3d24d604b0a",
"parentId": "7097",
"isLeaf": true,
"molecule": {
"id": "sa_5dcee289655fd3d24d604b0a",
"inchikey": "VQDRHZVLRCGSFX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2[nH]c(C)c(C)c2c1"
},
"smiles": "CCOC(=O)c1ccc2[nH]c(C)c(C)c2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7099",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_538da7607edad9c5271668cf",
"parentId": "7097",
"isLeaf": false,
"molecule": {
"id": "sa_538da7607edad9c5271668cf",
"inchikey": "YHXCWNQNVMAENQ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1-c1ccc(CBr)cc1"
},
"smiles": "CC(C)(C)OC(=O)c1ccccc1-c1ccc(CBr)cc1",
"reactionStepId": "sa_b4d6beb72ee6d3cccef53386",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309757A1;0238;1308620\",\"rsmi\":\"O=C1CCC(=O)N1[Br:19].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[cH:9][cH:10][cH:11][cH:12][c:13]1-[c:14]1[cH:15][cH:16][c:17]([CH3:18])[cH:20][cH:21]1>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[cH:9][cH:10][cH:11][cH:12][c:13]1-[c:14]1[cH:15][cH:16][c:17]([CH2:18][Br:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:19].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[cH:9][cH:10][cH:11][cH:12][c:13]1-[c:14]1[cH:15][cH:16][c:17]([CH3:18])[cH:20][cH:21]1>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[cH:9][cH:10][cH:11][cH:12][c:13]1-[c:14]1[cH:15][cH:16][c:17]([CH2:18][Br:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_b4d6beb72ee6d3cccef53386",
"reactionHash": "1b9ce8f87afb3d9da9731cc2396060ef8d5806b26644664e2005424fbc636242"
},
"children": [
{
"id": "7100",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_b45c670b7cc4f71748bb8b74",
"parentId": "7099",
"isLeaf": true,
"molecule": {
"id": "sa_b45c670b7cc4f71748bb8b74",
"inchikey": "OWEDFWZJRNPJIV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2ccccc2C(=O)OC(C)(C)C)cc1"
},
"smiles": "Cc1ccc(-c2ccccc2C(=O)OC(C)(C)C)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7101",
"routeId": "sa_f546c89ce81fada8329caae9",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "7099",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}