Ligand profile

CHEMBL442404

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₂₅H₁₆N₂O₈
pchembl 7.64 ~22.9 nM
Mol. weight 472.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL442404
UniProt (similar protein)
P06737
pchembl
7.640 (~22.9 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 472.41 Da
LogP (Crippen) 5.19
H-bond donors 3
H-bond acceptors 6
TPSA 156.07 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 35
Fraction sp³ C 0.00
Formula C₂₅H₁₆N₂O₈

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 156.1
  • −1 ≤ LogP ≤ 5 5.19
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 472.4
  • LogP ≤ 5 5.19
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 156.1
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)c1cccc([N+](=O)[O-])c1
InChI 
InChI=1S/C25H16N2O8/c28-23(16-6-3-7-17(10-16)27(33)34)26-21-11-14-4-1-2-5-15(14)12-22(21)35-18-8-9-19(24(29)30)20(13-18)25(31)32/h1-13H,(H,26,28)(H,29,30)(H,31,32)
InChIKey 
JBBXVIDGJVLZDU-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)