Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCC(c2c[nH]c3ccc(-c4nc5ccc(Cl)cc5[nH]4)cc23)CC1
InChiKey
RNPRYQRTEHDXPF-UHFFFAOYSA-N
Route Signature
3230134c5c01c066d7c1f61b1d3405278245753abb095c741e01f9a3832e86b3
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e90dc55d2ad19f30530836cb",
"signature": "3230134c5c01c066d7c1f61b1d3405278245753abb095c741e01f9a3832e86b3",
"contentHash": "5bcfc0a2e86a9279be12892021a9636ad456976cc7da6a7776ef5244a3422e18",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_8737b153927ed1ecdbd21266",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03175",
"moleculeId": "sa_7b707fccb3266ba553eba28e",
"smiles": "CN1CCC(c2c[nH]c3ccc(-c4nc5ccc(Cl)cc5[nH]4)cc23)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7b707fccb3266ba553eba28e",
"inchikey": "RNPRYQRTEHDXPF-UHFFFAOYSA-N",
"smiles": "CN1CCC(c2c[nH]c3ccc(-c4nc5ccc(Cl)cc5[nH]4)cc23)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6710",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_7b707fccb3266ba553eba28e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7b707fccb3266ba553eba28e",
"inchikey": "RNPRYQRTEHDXPF-UHFFFAOYSA-N",
"smiles": "CN1CCC(c2c[nH]c3ccc(-c4nc5ccc(Cl)cc5[nH]4)cc23)CC1"
},
"smiles": "CN1CCC(c2c[nH]c3ccc(-c4nc5ccc(Cl)cc5[nH]4)cc23)CC1",
"reactionStepId": "sa_be5d0a2a6f276cd43b28a07f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358972B1;;547307\",\"rsmi\":\"O=[CH:13][c:12]1[cH:11][cH:10][c:9]2[nH:8][cH:7][c:6]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:26][CH2:25]3)[c:24]2[cH:23]1.[NH2:14][c:15]1[c:16]([NH2:22])[cH:17][c:18]([Cl:19])[cH:20][cH:21]1>O=[N+]([O-])c1ccccc1>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12](-[c:13]4[n:14][c:15]5[c:16]([cH:17][c:18]([Cl:19])[cH:20][cH:21]5)[nH:22]4)[cH:23][c:24]23)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"O=[CH:13][c:12]1[cH:11][cH:10][c:9]2[nH:8][cH:7][c:6]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:26][CH2:25]3)[c:24]2[cH:23]1.[NH2:14][c:15]1[c:16]([NH2:22])[cH:17][c:18]([Cl:19])[cH:20][cH:21]1>O=[N+]([O-])c1ccccc1>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12](-[c:13]4[n:14][c:15]5[c:16]([cH:17][c:18]([Cl:19])[cH:20][cH:21]5)[nH:22]4)[cH:23][c:24]23)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_be5d0a2a6f276cd43b28a07f",
"reactionHash": "71449647028a201a32c6b57070b13042d885cd178dbc2021b2336f7688a1b1c2"
},
"children": [
{
"id": "6711",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_b9ca76a0518a1c4011d4d6ad",
"parentId": "6710",
"isLeaf": true,
"molecule": {
"id": "sa_b9ca76a0518a1c4011d4d6ad",
"inchikey": "BXIXXXYDDJVHDL-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)cc1N"
},
"smiles": "Nc1ccc(Cl)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6712",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_a68cd811894b7f028fc39e37",
"parentId": "6710",
"isLeaf": false,
"molecule": {
"id": "sa_a68cd811894b7f028fc39e37",
"inchikey": "CYXGCGKHTBEZHS-UHFFFAOYSA-N",
"smiles": "CN1CCC(c2c[nH]c3ccc(C=O)cc23)CC1"
},
"smiles": "CN1CCC(c2c[nH]c3ccc(C=O)cc23)CC1",
"reactionStepId": "sa_f0771c01ccd1272ada1d30d7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358972B1;;547267\",\"rsmi\":\"Br[c:12]1[cH:11][cH:10][c:9]2[nH:8][cH:7][c:6]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:18][CH2:17]3)[c:16]2[cH:15]1.CN(C)[CH:13]=[O:14]>C1CCOC1.[HH].[K+].[Li]C(C)(C)C>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([CH:13]=[O:14])[cH:15][c:16]23)[CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:11][cH:10][c:9]2[nH:8][cH:7][c:6]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:18][CH2:17]3)[c:16]2[cH:15]1.CN(C)[CH:13]=[O:14]>C1CCOC1.[HH].[K+].[Li]C(C)(C)C>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([CH:13]=[O:14])[cH:15][c:16]23)[CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_f0771c01ccd1272ada1d30d7",
"reactionHash": "aaebab6ed3605744c1f3a902c1780a41ce896d0fa67c4108c5e43cb3308cf2b2"
},
"children": [
{
"id": "6713",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_b665ab1639e7f3ff05d1621d",
"parentId": "6712",
"isLeaf": false,
"molecule": {
"id": "sa_b665ab1639e7f3ff05d1621d",
"inchikey": "OWTKCABHRSIAJY-UHFFFAOYSA-N",
"smiles": "CN1CCC(c2c[nH]c3ccc(Br)cc23)CC1"
},
"smiles": "CN1CCC(c2c[nH]c3ccc(Br)cc23)CC1",
"reactionStepId": "sa_fa7e3323ed325521b8a56834",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358972B1;;547280\",\"rsmi\":\"[CH3:1][N:2]1[CH2:3][CH:4]=[C:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]23)[CH2:16][CH2:17]1>C1CCOC1.O=[Pt].[H][H]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]23)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"[CH3:1][N:2]1[CH2:3][CH:4]=[C:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]23)[CH2:16][CH2:17]1>C1CCOC1.O=[Pt].[H][H]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]23)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_fa7e3323ed325521b8a56834",
"reactionHash": "1c7923104ba6566f652e2d4e5153cc3914756bce3b1531957e8dbf0077bc87e1"
},
"children": [
{
"id": "6714",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_0b408a3af6e09e6dbfa67648",
"parentId": "6713",
"isLeaf": false,
"molecule": {
"id": "sa_0b408a3af6e09e6dbfa67648",
"inchikey": "IRJNNZSKGXPISD-UHFFFAOYSA-N",
"smiles": "CN1CC=C(c2c[nH]c3ccc(Br)cc23)CC1"
},
"smiles": "CN1CC=C(c2c[nH]c3ccc(Br)cc23)CC1",
"reactionStepId": "sa_538222261cc30ca3a3800324",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358972B1;;547279\",\"rsmi\":\"O=[C:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:17][CH2:16]1.[cH:6]1[cH:7][nH:8][c:9]2[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]12>CO.O.[K+].O>[CH3:1][N:2]1[CH2:3][CH:4]=[C:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]23)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"O=[C:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:17][CH2:16]1.[cH:6]1[cH:7][nH:8][c:9]2[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]12>CO.O.[K+].O>[CH3:1][N:2]1[CH2:3][CH:4]=[C:5]([c:6]2[cH:7][nH:8][c:9]3[cH:10][cH:11][c:12]([Br:13])[cH:14][c:15]23)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_538222261cc30ca3a3800324",
"reactionHash": "43576a77d9d38d9f4e3a961d57f720c2914264207d04e7eb8581989958221977"
},
"children": [
{
"id": "6715",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_f316277a8273c4006b3c9e82",
"parentId": "6714",
"isLeaf": true,
"molecule": {
"id": "sa_f316277a8273c4006b3c9e82",
"inchikey": "HUUPVABNAQUEJW-UHFFFAOYSA-N",
"smiles": "CN1CCC(=O)CC1"
},
"smiles": "CN1CCC(=O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6716",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_0cbec097cba36e9b1b751fc9",
"parentId": "6714",
"isLeaf": true,
"molecule": {
"id": "sa_0cbec097cba36e9b1b751fc9",
"inchikey": "VXWVFZFZYXOBTA-UHFFFAOYSA-N",
"smiles": "Brc1ccc2[nH]ccc2c1"
},
"smiles": "Brc1ccc2[nH]ccc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6717",
"routeId": "sa_e90dc55d2ad19f30530836cb",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "6712",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}