Ligand profile

CHEMBL337224

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₂₅H₁₅F₃N₂O₆
pchembl 7.92 ~12.0 nM
Mol. weight 496.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL337224
UniProt (similar protein)
P06737
pchembl
7.920 (~12.0 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 496.40 Da
LogP (Crippen) 5.69
H-bond donors 3
H-bond acceptors 5
TPSA 125.82 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.04
Formula C₂₅H₁₅F₃N₂O₆

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 125.8
  • −1 ≤ LogP ≤ 5 5.69
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 496.4
  • LogP ≤ 5 5.69
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 125.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1cc2ccccc2cc1Oc1ccc(C(=O)O)c(C(=O)O)c1)c1cc(C(F)(F)F)ccn1
InChI 
InChI=1S/C25H15F3N2O6/c26-25(27,28)15-7-8-29-20(11-15)22(31)30-19-9-13-3-1-2-4-14(13)10-21(19)36-16-5-6-17(23(32)33)18(12-16)24(34)35/h1-12H,(H,30,31)(H,32,33)(H,34,35)
InChIKey 
WJQLBXAOKBDLKS-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF00343

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00667.

PDB 116

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)