Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@@H]1CCCCN1c1ccc(-c2nc(-c3ccc4[nH]cnc4c3)no2)cc1C(F)(F)F
InChiKey
YODWJRXSALLNEY-CYBMUJFWSA-N
Route Signature
07f6bbdcdbc85775f924fd719b9cb6965ebf7d1cf62ef15ab439013437226438
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a84d765d7b187fb8f75ab84e",
"signature": "07f6bbdcdbc85775f924fd719b9cb6965ebf7d1cf62ef15ab439013437226438",
"contentHash": "2e5ca8f93d294a57768753bfb659d8de7b226e70f13c8fbbd54857a01dea9ee3",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_39f4b429a84c4e9dddf456a2",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04198",
"moleculeId": "sa_fa9192a46560634c290a8a57",
"smiles": "C[C@@H]1CCCCN1c1ccc(-c2nc(-c3ccc4[nH]cnc4c3)no2)cc1C(F)(F)F",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_fa9192a46560634c290a8a57",
"inchikey": "YODWJRXSALLNEY-CYBMUJFWSA-N",
"smiles": "C[C@@H]1CCCCN1c1ccc(-c2nc(-c3ccc4[nH]cnc4c3)no2)cc1C(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11175",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_fa9192a46560634c290a8a57",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_fa9192a46560634c290a8a57",
"inchikey": "YODWJRXSALLNEY-CYBMUJFWSA-N",
"smiles": "C[C@@H]1CCCCN1c1ccc(-c2nc(-c3ccc4[nH]cnc4c3)no2)cc1C(F)(F)F"
},
"smiles": "C[C@@H]1CCCCN1c1ccc(-c2nc(-c3ccc4[nH]cnc4c3)no2)cc1C(F)(F)F",
"reactionStepId": "sa_79f09e7d22f61ed09b52ca1f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230518A1;0409;1107264\",\"rsmi\":\"O=[C:16](O)[c:15]1[cH:14][c:9]([C:10]([F:11])([F:12])[F:13])[c:8]([N:7]2[C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6]2)[cH:31][cH:30]1.[NH2:17][C:18]([c:19]1[cH:20][c:21]2[c:22]([cH:23][cH:24]1)[nH:25][cH:26][n:27]2)=[N:28][OH:29]>>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15](-[c:16]2[n:17][c:18](-[c:19]3[cH:20][c:21]4[c:22]([cH:23][cH:24]3)[nH:25][cH:26][n:27]4)[n:28][o:29]2)[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"O=[C:16](O)[c:15]1[cH:14][c:9]([C:10]([F:11])([F:12])[F:13])[c:8]([N:7]2[C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6]2)[cH:31][cH:30]1.[NH2:17][C:18]([c:19]1[cH:20][c:21]2[c:22]([cH:23][cH:24]1)[nH:25][cH:26][n:27]2)=[N:28][OH:29]>>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15](-[c:16]2[n:17][c:18](-[c:19]3[cH:20][c:21]4[c:22]([cH:23][cH:24]3)[nH:25][cH:26][n:27]4)[n:28][o:29]2)[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_79f09e7d22f61ed09b52ca1f",
"reactionHash": "a753befbc4e27bbad29e2e0e87357294a3477ff1ffe9c250e0303398ae753c02"
},
"children": [
{
"id": "11176",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_cff3bdc960133c10929cca31",
"parentId": "11175",
"isLeaf": false,
"molecule": {
"id": "sa_cff3bdc960133c10929cca31",
"inchikey": "HHHCJOSLUPRUEK-SECBINFHSA-N",
"smiles": "C[C@@H]1CCCCN1c1ccc(C(=O)O)cc1C(F)(F)F"
},
"smiles": "C[C@@H]1CCCCN1c1ccc(C(=O)O)cc1C(F)(F)F",
"reactionStepId": "sa_2665697b5d5ef3bf011fa02c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230518A1;0340;1107253\",\"rsmi\":\"N#[C:16][c:15]1[cH:14][c:9]([C:10]([F:11])([F:12])[F:13])[c:8]([N:7]2[C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6]2)[cH:20][cH:19]1.[OH2:17].[OH2:18]>CO.Cl.[Na+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([C:16](=[O:17])[OH:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"N#[C:16][c:15]1[cH:14][c:9]([C:10]([F:11])([F:12])[F:13])[c:8]([N:7]2[C@H:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6]2)[cH:20][cH:19]1.[OH2:17].[OH2:18]>CO.Cl.[Na+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]([C:16](=[O:17])[OH:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_2665697b5d5ef3bf011fa02c",
"reactionHash": "30ca9945ca30bcc0a996093e900af1f2da1fb8e3715057159e05a048e44e3672"
},
"children": [
{
"id": "11177",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_a2ef3fea155cbe5bc22490e0",
"parentId": "11176",
"isLeaf": true,
"molecule": {
"id": "sa_a2ef3fea155cbe5bc22490e0",
"inchikey": "BNMVFPZOEQJNDI-SNVBAGLBSA-N",
"smiles": "C[C@@H]1CCCCN1c1ccc(C#N)cc1C(F)(F)F"
},
"smiles": "C[C@@H]1CCCCN1c1ccc(C#N)cc1C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11178",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "11176",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11179",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "11176",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11180",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_308eadd50505a37688116850",
"parentId": "11175",
"isLeaf": false,
"molecule": {
"id": "sa_308eadd50505a37688116850",
"inchikey": "SOHZNRZEBBMFNP-UHFFFAOYSA-N",
"smiles": "N=C(NO)c1ccc2nc[nH]c2c1"
},
"smiles": "NC(=NO)c1ccc2[nH]cnc2c1",
"reactionStepId": "sa_6f6b66d72109c49b3def3a58",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230518A1;0255;1107200\",\"rsmi\":\"[N:1]#[C:2][c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[nH:11][cH:12][n:13]2.[NH2:3][OH:4]>CCO>[NH2:1][C:2](=[N:3][OH:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[nH:11][cH:12][n:13]2\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[nH:11][cH:12][n:13]2.[NH2:3][OH:4]>CCO>[NH2:1][C:2](=[N:3][OH:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[nH:11][cH:12][n:13]2\"}",
"reactionStep": {
"id": "sa_6f6b66d72109c49b3def3a58",
"reactionHash": "b65f302059ec24c6f7718b5955e300f504dbdbeae6e0eac9c7204a29c6ad91da"
},
"children": [
{
"id": "11181",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "11180",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11182",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_80df00c08e72beac64db2f15",
"parentId": "11180",
"isLeaf": false,
"molecule": {
"id": "sa_80df00c08e72beac64db2f15",
"inchikey": "NICYTXJGZRYCEQ-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc2nc[nH]c2c1"
},
"smiles": "N#Cc1ccc2[nH]cnc2c1",
"reactionStepId": "sa_c0f6090d67aad2e96a0a8bcf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110230518A1;0254;1107199\",\"rsmi\":\"O=[CH:10]O.[N:1]#[C:2][c:3]1[cH:4][c:5]([NH2:11])[c:6]([NH2:9])[cH:7][cH:8]1>>[N:1]#[C:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[nH:9][cH:10][n:11]2\"},\"mapped_reaction_smiles\":\"O=[CH:10]O.[N:1]#[C:2][c:3]1[cH:4][c:5]([NH2:11])[c:6]([NH2:9])[cH:7][cH:8]1>>[N:1]#[C:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[nH:9][cH:10][n:11]2\"}",
"reactionStep": {
"id": "sa_c0f6090d67aad2e96a0a8bcf",
"reactionHash": "99efa4d22e551fca9fcb22e54d453eed0e8a075d131dd70e10f89f8f6d385fb9"
},
"children": [
{
"id": "11183",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_3bff5ea8042027b95a7e61c6",
"parentId": "11182",
"isLeaf": true,
"molecule": {
"id": "sa_3bff5ea8042027b95a7e61c6",
"inchikey": "BDAGIHXWWSANSR-UHFFFAOYSA-N",
"smiles": "O=CO"
},
"smiles": "O=CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11184",
"routeId": "sa_a84d765d7b187fb8f75ab84e",
"moleculeId": "sa_d51d17cdd9842d8a5cc8b1da",
"parentId": "11182",
"isLeaf": true,
"molecule": {
"id": "sa_d51d17cdd9842d8a5cc8b1da",
"inchikey": "VWLLPPSBBHDXHK-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(N)c(N)c1"
},
"smiles": "N#Cc1ccc(N)c(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}