Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCC1CCCN1c1ncc(-c2nc(-c3cc(F)ccc3OC)no2)cc1C
InChiKey
JORPSIRWCWEMMU-UHFFFAOYSA-N
Route Signature
58d81144e4ff874cecf2f5db40f3cffd6a3cc1ca64884180f5a7648616509d7f
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_cfe5cb75def84e4a8a0d18fc",
"signature": "58d81144e4ff874cecf2f5db40f3cffd6a3cc1ca64884180f5a7648616509d7f",
"contentHash": "32214e485f9277eaff55ea3ee20160df3e287be7857de43f57f45bccbf882c67",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_c9e8e51aea88d924bb805a62",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-03253",
"moleculeId": "sa_0e110f38acfeb4a5f8248b3b",
"smiles": "COCC1CCCN1c1ncc(-c2nc(-c3cc(F)ccc3OC)no2)cc1C",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_0e110f38acfeb4a5f8248b3b",
"inchikey": "JORPSIRWCWEMMU-UHFFFAOYSA-N",
"smiles": "COCC1CCCN1c1ncc(-c2nc(-c3cc(F)ccc3OC)no2)cc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2146",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_0e110f38acfeb4a5f8248b3b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0e110f38acfeb4a5f8248b3b",
"inchikey": "JORPSIRWCWEMMU-UHFFFAOYSA-N",
"smiles": "COCC1CCCN1c1ncc(-c2nc(-c3cc(F)ccc3OC)no2)cc1C"
},
"smiles": "COCC1CCCN1c1ncc(-c2nc(-c3cc(F)ccc3OC)no2)cc1C",
"reactionStepId": "sa_a330701d3949bb06e042c312",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404676B2;0627;1299100\",\"rsmi\":\"O=[C:13](O)[c:12]1[cH:11][n:10][c:9]([N:8]2[CH:4]([CH2:3][O:2][CH3:1])[CH2:5][CH2:6][CH2:7]2)[c:28]([CH3:29])[cH:27]1.[NH2:14][C:15]([c:16]1[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]([F:23])[cH:24]1)=[N:25][OH:26]>CCN(C(C)C)C(C)C.O=C(Cl)C(=O)Cl>[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][N:8]1[c:9]1[n:10][cH:11][c:12](-[c:13]2[n:14][c:15](-[c:16]3[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]([F:23])[cH:24]3)[n:25][o:26]2)[cH:27][c:28]1[CH3:29]\"},\"mapped_reaction_smiles\":\"O=[C:13](O)[c:12]1[cH:11][n:10][c:9]([N:8]2[CH:4]([CH2:3][O:2][CH3:1])[CH2:5][CH2:6][CH2:7]2)[c:28]([CH3:29])[cH:27]1.[NH2:14][C:15]([c:16]1[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]([F:23])[cH:24]1)=[N:25][OH:26]>CCN(C(C)C)C(C)C.O=C(Cl)C(=O)Cl>[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][N:8]1[c:9]1[n:10][cH:11][c:12](-[c:13]2[n:14][c:15](-[c:16]3[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]([F:23])[cH:24]3)[n:25][o:26]2)[cH:27][c:28]1[CH3:29]\"}",
"reactionStep": {
"id": "sa_a330701d3949bb06e042c312",
"reactionHash": "dc47c346f42953df7e81e3874dc2ef3d0817c97608509a2e11548bae005b8209"
},
"children": [
{
"id": "2147",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_f74a05f354ef8a2a041730d8",
"parentId": "2146",
"isLeaf": false,
"molecule": {
"id": "sa_f74a05f354ef8a2a041730d8",
"inchikey": "PNCYLEZMFDEBQO-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)cc1C(N)=NO"
},
"smiles": "COc1ccc(F)cc1C(N)=NO",
"reactionStepId": "sa_52df585ec2eec15d9a975942",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404676B2;0304;1299025\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([C:5]#[N:6])[cH:9][c:10]([F:11])[cH:12][cH:13]1.[NH2:7][OH:8]>CCO>[CH3:1][O:2][c:3]1[c:4]([C:5]([NH2:6])=[N:7][OH:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([C:5]#[N:6])[cH:9][c:10]([F:11])[cH:12][cH:13]1.[NH2:7][OH:8]>CCO>[CH3:1][O:2][c:3]1[c:4]([C:5]([NH2:6])=[N:7][OH:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_52df585ec2eec15d9a975942",
"reactionHash": "3f8b4d9c3e9a5bd40a59df5102db0eefa2e6ff653f5d7dd8a8b6adece740db5e"
},
"children": [
{
"id": "2148",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "2147",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2149",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_b6c5090207398f65b4609168",
"parentId": "2147",
"isLeaf": true,
"molecule": {
"id": "sa_b6c5090207398f65b4609168",
"inchikey": "XNCVSNKXADJGOG-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)cc1C#N"
},
"smiles": "COc1ccc(F)cc1C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2150",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_0686963602446483e36373c0",
"parentId": "2146",
"isLeaf": false,
"molecule": {
"id": "sa_0686963602446483e36373c0",
"inchikey": "SIXJNJCDTHBUKO-UHFFFAOYSA-N",
"smiles": "COCC1CCCN1c1ncc(C(=O)O)cc1C"
},
"smiles": "COCC1CCCN1c1ncc(C(=O)O)cc1C",
"reactionStepId": "sa_42b3aba85d5abf84a69f5e70",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404676B2;0381;1299051\",\"rsmi\":\"N#[C:13][c:12]1[cH:11][n:10][c:9]([N:8]2[CH:4]([CH2:3][O:2][CH3:1])[CH2:5][CH2:6][CH2:7]2)[c:17]([CH3:18])[cH:16]1.[OH2:14].[OH2:15]>Cl.[K+]>[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][N:8]1[c:9]1[n:10][cH:11][c:12]([C:13](=[O:14])[OH:15])[cH:16][c:17]1[CH3:18]\"},\"mapped_reaction_smiles\":\"N#[C:13][c:12]1[cH:11][n:10][c:9]([N:8]2[CH:4]([CH2:3][O:2][CH3:1])[CH2:5][CH2:6][CH2:7]2)[c:17]([CH3:18])[cH:16]1.[OH2:14].[OH2:15]>Cl.[K+]>[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][N:8]1[c:9]1[n:10][cH:11][c:12]([C:13](=[O:14])[OH:15])[cH:16][c:17]1[CH3:18]\"}",
"reactionStep": {
"id": "sa_42b3aba85d5abf84a69f5e70",
"reactionHash": "df53cf204f005b9dbb802b0119eb360defc59358678a80a8b8697dc0ff99ef21"
},
"children": [
{
"id": "2151",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_921fda91259fe7d358e17d69",
"parentId": "2150",
"isLeaf": false,
"molecule": {
"id": "sa_921fda91259fe7d358e17d69",
"inchikey": "HZNBGHCRMAAUCM-UHFFFAOYSA-N",
"smiles": "COCC1CCCN1c1ncc(C#N)cc1C"
},
"smiles": "COCC1CCCN1c1ncc(C#N)cc1C",
"reactionStepId": "sa_b5e77d5d14d109b5f9e0a3cc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404676B2;0379;1299050\",\"rsmi\":\"F[c:9]1[n:10][cH:11][c:12]([C:13]#[N:14])[cH:15][c:16]1[CH3:17].[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][NH:8]1>CCCCO.CCN(C(C)C)C(C)C.CCOC(C)=O>[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][N:8]1[c:9]1[n:10][cH:11][c:12]([C:13]#[N:14])[cH:15][c:16]1[CH3:17]\"},\"mapped_reaction_smiles\":\"F[c:9]1[n:10][cH:11][c:12]([C:13]#[N:14])[cH:15][c:16]1[CH3:17].[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][NH:8]1>CCCCO.CCN(C(C)C)C(C)C.CCOC(C)=O>[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][N:8]1[c:9]1[n:10][cH:11][c:12]([C:13]#[N:14])[cH:15][c:16]1[CH3:17]\"}",
"reactionStep": {
"id": "sa_b5e77d5d14d109b5f9e0a3cc",
"reactionHash": "3ac66953dd3cb62c426d53de4324b1c6c8ea3e67877aa671ca7af8d07988b4e4"
},
"children": [
{
"id": "2152",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_278f891ed0da883fc915a21e",
"parentId": "2151",
"isLeaf": true,
"molecule": {
"id": "sa_278f891ed0da883fc915a21e",
"inchikey": "CHPRFKYDQRKRRK-UHFFFAOYSA-N",
"smiles": "COCC1CCCN1"
},
"smiles": "COCC1CCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2153",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_43504c7b7720c46ca07ef740",
"parentId": "2151",
"isLeaf": true,
"molecule": {
"id": "sa_43504c7b7720c46ca07ef740",
"inchikey": "ODAVABJWORVQDH-UHFFFAOYSA-N",
"smiles": "Cc1cc(C#N)cnc1F"
},
"smiles": "Cc1cc(C#N)cnc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2154",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "2150",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2155",
"routeId": "sa_cfe5cb75def84e4a8a0d18fc",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "2150",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}