Ligand profile

CHEMBL488273

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₂₂H₂₀Cl₄N₂O₂S
pchembl 7.92 ~12.0 nM
Mol. weight 518.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL488273
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 518.29 Da
LogP (Crippen) 5.99
H-bond donors 2
H-bond acceptors 3
TPSA 58.20 Ų
Rotatable bonds 10
Aromatic rings 2 / 2
Heavy atoms 31
Fraction sp³ C 0.18
Formula C₂₂H₂₀Cl₄N₂O₂S

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 58.2
  • −1 ≤ LogP ≤ 5 5.99
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 518.3
  • LogP ≤ 5 5.99
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 58.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(/C=C/c1ccc(Cl)c(Cl)c1)NCCSCCNC(=O)/C=C/c1ccc(Cl)c(Cl)c1
InChI 
InChI=1S/C22H20Cl4N2O2S/c23-17-5-1-15(13-19(17)25)3-7-21(29)27-9-11-31-12-10-28-22(30)8-4-16-2-6-18(24)20(26)14-16/h1-8,13-14H,9-12H2,(H,27,29)(H,28,30)/b7-3+,8-4+
InChIKey 
ZTQGUZMRJMYXNB-FCXRPNKRSA-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)