Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(CCOc1ccccc1C(C)(C)C)C(=O)Nc1ccccc1C(=O)O
InChiKey
IJPFFIAGVZVCKR-UHFFFAOYSA-N
Route Signature
b93a526da7af996247c60449bd677f0e86e8bacdc7fd43b2310d09dc0ed77c6b
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_947d9c0f872e5ff9aa4cd0f6",
"signature": "b93a526da7af996247c60449bd677f0e86e8bacdc7fd43b2310d09dc0ed77c6b",
"contentHash": "527c377ab135837ba6c4be88f84f01cf9020b41640ddbe1d36da370f68fb4dbf",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_428be892e8d9ef8ff9b1fc27",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00787",
"moleculeId": "sa_d041e02ca98a11de4883b884",
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)Nc1ccccc1C(=O)O",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d041e02ca98a11de4883b884",
"inchikey": "IJPFFIAGVZVCKR-UHFFFAOYSA-N",
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)Nc1ccccc1C(=O)O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4880",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_d041e02ca98a11de4883b884",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d041e02ca98a11de4883b884",
"inchikey": "IJPFFIAGVZVCKR-UHFFFAOYSA-N",
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)Nc1ccccc1C(=O)O"
},
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)Nc1ccccc1C(=O)O",
"reactionStepId": "sa_59d8300b6ac3e411d67b29d4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0448;1840374\",\"rsmi\":\"C[O:23][C:21]([c:20]1[c:19]([NH:18][C:16]([N:2]([CH3:1])[CH2:3][CH2:4][O:5][c:6]2[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]2)=[O:17])[cH:27][cH:26][cH:25][cH:24]1)=[O:22]>C1CCOC1.Cl.O.O.[Li]O>[CH3:1][N:2]([CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1)[C:16](=[O:17])[NH:18][c:19]1[c:20]([C:21](=[O:22])[OH:23])[cH:24][cH:25][cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"C[O:23][C:21]([c:20]1[c:19]([NH:18][C:16]([N:2]([CH3:1])[CH2:3][CH2:4][O:5][c:6]2[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]2)=[O:17])[cH:27][cH:26][cH:25][cH:24]1)=[O:22]>C1CCOC1.Cl.O.O.[Li]O>[CH3:1][N:2]([CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1)[C:16](=[O:17])[NH:18][c:19]1[c:20]([C:21](=[O:22])[OH:23])[cH:24][cH:25][cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_59d8300b6ac3e411d67b29d4",
"reactionHash": "8f57d763a4a102797168a036724a0c13a9e72d1d6419a8dc696c7adffa7078b5"
},
"children": [
{
"id": "4881",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_9dd1ec7ac1c885c244038175",
"parentId": "4880",
"isLeaf": false,
"molecule": {
"id": "sa_9dd1ec7ac1c885c244038175",
"inchikey": "BCHOXRIOFIJURY-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccccc1NC(=O)N(C)CCOc1ccccc1C(C)(C)C"
},
"smiles": "COC(=O)c1ccccc1NC(=O)N(C)CCOc1ccccc1C(C)(C)C",
"reactionStepId": "sa_f3b43980c28fffc961402890",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0447;1840373\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]=[C:8]=[O:9])[cH:25][cH:26][cH:27][cH:28]1.[NH:10]([CH3:11])[CH2:12][CH2:13][O:14][c:15]1[c:16]([C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][cH:23][cH:24]1>CCN(CC)CC.Cl.ClCCl.O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][C:8](=[O:9])[N:10]([CH3:11])[CH2:12][CH2:13][O:14][c:15]2[c:16]([C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]=[C:8]=[O:9])[cH:25][cH:26][cH:27][cH:28]1.[NH:10]([CH3:11])[CH2:12][CH2:13][O:14][c:15]1[c:16]([C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][cH:23][cH:24]1>CCN(CC)CC.Cl.ClCCl.O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][C:8](=[O:9])[N:10]([CH3:11])[CH2:12][CH2:13][O:14][c:15]2[c:16]([C:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_f3b43980c28fffc961402890",
"reactionHash": "bc5da5eaa69fda4f5f3b728e09ba76266c624627d25c9526d4ba6c33c8423893"
},
"children": [
{
"id": "4882",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_be878b1c179171af7dae681b",
"parentId": "4881",
"isLeaf": true,
"molecule": {
"id": "sa_be878b1c179171af7dae681b",
"inchikey": "ATFKBWNEVZUSKC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccccc1N=C=O"
},
"smiles": "COC(=O)c1ccccc1N=C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4883",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_c734ea6e43c17aab96d22bb9",
"parentId": "4881",
"isLeaf": false,
"molecule": {
"id": "sa_c734ea6e43c17aab96d22bb9",
"inchikey": "JHGQZQSIKLEBGN-UHFFFAOYSA-N",
"smiles": "CNCCOc1ccccc1C(C)(C)C"
},
"smiles": "CNCCOc1ccccc1C(C)(C)C",
"reactionStepId": "sa_1499968213af815ab563bb6d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0428;1840362\",\"rsmi\":\"CC(C)(C)O[C:1](=O)[NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)O[C:1](=O)[NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_1499968213af815ab563bb6d",
"reactionHash": "ec564ea3f9a7a21bfdf7fe50984a4d9f56a34e10c3649706bc141e73d27f1dff"
},
"children": [
{
"id": "4884",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_7a84efadcac1b9473dc5fab9",
"parentId": "4883",
"isLeaf": false,
"molecule": {
"id": "sa_7a84efadcac1b9473dc5fab9",
"inchikey": "WFICCAKGOJSMKC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCOc1ccccc1C(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)NCCOc1ccccc1C(C)(C)C",
"reactionStepId": "sa_a004f161daf8194ae0ab2959",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0427;1840361\",\"rsmi\":\"Cl[CH2:10][CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[OH:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:10][CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[OH:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_a004f161daf8194ae0ab2959",
"reactionHash": "952c8ca3300a4eeb0a56fe96b02c78589d9dfea35b5cc0e64680e899fb67a569"
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"children": [
{
"id": "4885",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_16d8090db36e7399c59a73af",
"parentId": "4884",
"isLeaf": false,
"molecule": {
"id": "sa_16d8090db36e7399c59a73af",
"inchikey": "VACLTXTYDFLHJW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCCl"
},
"smiles": "CC(C)(C)OC(=O)NCCCl",
"reactionStepId": "sa_fd5c98b86d757ba631999a2a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0426;1840360\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][Cl:11]>C1CCOC1.Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][Cl:11]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][Cl:11]>C1CCOC1.Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][Cl:11]\"}",
"reactionStep": {
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"reactionHash": "29cd4b1c515d0443e8875cbc4e3ebe9eec1b85a21a271352597dffdb4d1c704f"
},
"children": [
{
"id": "4886",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "4885",
"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": "4887",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_6c1ab7f5b259f4d917e2193a",
"parentId": "4885",
"isLeaf": true,
"molecule": {
"id": "sa_6c1ab7f5b259f4d917e2193a",
"inchikey": "VKPPFDPXZWFDFA-UHFFFAOYSA-N",
"smiles": "NCCCl"
},
"smiles": "NCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4888",
"routeId": "sa_947d9c0f872e5ff9aa4cd0f6",
"moleculeId": "sa_c3a85a615a35418d740042ad",
"parentId": "4884",
"isLeaf": true,
"molecule": {
"id": "sa_c3a85a615a35418d740042ad",
"inchikey": "WJQOZHYUIDYNHM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccccc1O"
},
"smiles": "CC(C)(C)c1ccccc1O",
"reactionStepId": null,
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}
]
}
]
}
]
}
]
}
}