Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Clc1ccnc2[nH]c(C3CCC3)cc12
InChiKey
NVHGHSUZYMAOKW-UHFFFAOYSA-N
Route Signature
4609461ce9aa94544477d478481c49da5debaf484662edb08ce535b563c72e92
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_264fa5a8aa08f3e2da604d2b",
"signature": "4609461ce9aa94544477d478481c49da5debaf484662edb08ce535b563c72e92",
"contentHash": "100bb5082a4388bb51620d720df18d68e04f2f28bc94e9cfb58b9e321e5252a0",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_3d63bb559b6a9af44aa4e519",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-08083",
"moleculeId": "sa_6e6c4c62ca771647f4c64a66",
"smiles": "Clc1ccnc2[nH]c(C3CCC3)cc12",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6e6c4c62ca771647f4c64a66",
"inchikey": "NVHGHSUZYMAOKW-UHFFFAOYSA-N",
"smiles": "Clc1ccnc2[nH]c(C3CCC3)cc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16352",
"routeId": "sa_264fa5a8aa08f3e2da604d2b",
"moleculeId": "sa_6e6c4c62ca771647f4c64a66",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6e6c4c62ca771647f4c64a66",
"inchikey": "NVHGHSUZYMAOKW-UHFFFAOYSA-N",
"smiles": "Clc1ccnc2[nH]c(C3CCC3)cc12"
},
"smiles": "Clc1ccnc2[nH]c(C3CCC3)cc12",
"reactionStepId": "sa_27489a32e3888792e8df4575",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080146606A1;0808;584210\",\"rsmi\":\"CS(=O)(=O)[Cl:1].[O-][n+:12]1[c:11]2[c:3]([cH:2][cH:14][cH:13]1)[cH:4][c:5]([CH:6]1[CH2:7][CH2:8][CH2:9]1)[nH:10]2>CN(C)C=O.[Na+].O>[Cl:1][c:2]1[c:3]2[cH:4][c:5]([CH:6]3[CH2:7][CH2:8][CH2:9]3)[nH:10][c:11]2[n:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[Cl:1].[O-][n+:12]1[c:11]2[c:3]([cH:2][cH:14][cH:13]1)[cH:4][c:5]([CH:6]1[CH2:7][CH2:8][CH2:9]1)[nH:10]2>CN(C)C=O.[Na+].O>[Cl:1][c:2]1[c:3]2[cH:4][c:5]([CH:6]3[CH2:7][CH2:8][CH2:9]3)[nH:10][c:11]2[n:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_27489a32e3888792e8df4575",
"reactionHash": "d34cef058f66fd0d016e901957bd5f5d2f4939ef31ff65be421def0be3fd2448"
},
"children": [
{
"id": "16353",
"routeId": "sa_264fa5a8aa08f3e2da604d2b",
"moleculeId": "sa_74152d1904040fabebf2f3d7",
"parentId": "16352",
"isLeaf": false,
"molecule": {
"id": "sa_74152d1904040fabebf2f3d7",
"inchikey": "ILFICZIPHYIPEO-UHFFFAOYSA-N",
"smiles": "[O-][n+]1cccc2cc(C3CCC3)[nH]c21"
},
"smiles": "[O-][n+]1cccc2cc(C3CCC3)[nH]c21",
"reactionStepId": "sa_e07eb90667aa20a7115567fa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080146606A1;0805;584209\",\"rsmi\":\"O=C(O[OH:1])c1cccc(Cl)c1.[n:2]1[c:3]2[nH:4][c:5]([CH:6]3[CH2:7][CH2:8][CH2:9]3)[cH:10][c:11]2[cH:12][cH:13][cH:14]1>ClCCl>[O-:1][n+:2]1[c:3]2[nH:4][c:5]([CH:6]3[CH2:7][CH2:8][CH2:9]3)[cH:10][c:11]2[cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O=C(O[OH:1])c1cccc(Cl)c1.[n:2]1[c:3]2[nH:4][c:5]([CH:6]3[CH2:7][CH2:8][CH2:9]3)[cH:10][c:11]2[cH:12][cH:13][cH:14]1>ClCCl>[O-:1][n+:2]1[c:3]2[nH:4][c:5]([CH:6]3[CH2:7][CH2:8][CH2:9]3)[cH:10][c:11]2[cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_e07eb90667aa20a7115567fa",
"reactionHash": "cf9b1cd92160f694f1bb5eb44fcc298b6544e2280be327e58d6fb68acd6b30d2"
},
"children": [
{
"id": "16354",
"routeId": "sa_264fa5a8aa08f3e2da604d2b",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "16353",
"isLeaf": true,
"molecule": {
"id": "sa_292aab804b3670e84ce954f3",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"smiles": "O=C(OO)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16355",
"routeId": "sa_264fa5a8aa08f3e2da604d2b",
"moleculeId": "sa_abe7a5aceea54e21e2c013b3",
"parentId": "16353",
"isLeaf": false,
"molecule": {
"id": "sa_abe7a5aceea54e21e2c013b3",
"inchikey": "ZYIUZWKLXOVOQL-UHFFFAOYSA-N",
"smiles": "c1cnc2[nH]c(C3CCC3)cc2c1"
},
"smiles": "c1cnc2[nH]c(C3CCC3)cc2c1",
"reactionStepId": "sa_1dfcc8c61724a3c01f0d015e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080146606A1;0802;584208\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:5][c:4]1[n:3][cH:2][cH:1][cH:13][c:12]1[CH3:11].CON(C)[C:6](=O)[CH:7]1[CH2:8][CH2:9][CH2:10]1>C1CCOC1.Cl.[Li]CCCC>[cH:1]1[cH:2][n:3][c:4]2[nH:5][c:6]([CH:7]3[CH2:8][CH2:9][CH2:10]3)[cH:11][c:12]2[cH:13]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:5][c:4]1[n:3][cH:2][cH:1][cH:13][c:12]1[CH3:11].CON(C)[C:6](=O)[CH:7]1[CH2:8][CH2:9][CH2:10]1>C1CCOC1.Cl.[Li]CCCC>[cH:1]1[cH:2][n:3][c:4]2[nH:5][c:6]([CH:7]3[CH2:8][CH2:9][CH2:10]3)[cH:11][c:12]2[cH:13]1\"}",
"reactionStep": {
"id": "sa_1dfcc8c61724a3c01f0d015e",
"reactionHash": "66d5c15e4a1438d48db15ce8e8495d716331e037b82d1d3f312ecd5ff27587ed"
},
"children": [
{
"id": "16356",
"routeId": "sa_264fa5a8aa08f3e2da604d2b",
"moleculeId": "sa_023a5c335af5473d6c83772f",
"parentId": "16355",
"isLeaf": true,
"molecule": {
"id": "sa_023a5c335af5473d6c83772f",
"inchikey": "HKNFUJIVKFTWJB-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)C1CCC1"
},
"smiles": "CON(C)C(=O)C1CCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16357",
"routeId": "sa_264fa5a8aa08f3e2da604d2b",
"moleculeId": "sa_c804eb360bb91b914ef5ee61",
"parentId": "16355",
"isLeaf": true,
"molecule": {
"id": "sa_c804eb360bb91b914ef5ee61",
"inchikey": "MJPLUXLNYQHWIU-UHFFFAOYSA-N",
"smiles": "Cc1cccnc1NC(=O)OC(C)(C)C"
},
"smiles": "Cc1cccnc1NC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16358",
"routeId": "sa_264fa5a8aa08f3e2da604d2b",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "16352",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}