Ligand profile

CHEMBL394526

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₁₉H₁₇Cl₂N₃O₄S
pchembl 8.70 ~2.0 nM
Mol. weight 454.34 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL394526
UniProt (similar protein)
P06737
pchembl
8.700 (~2.0 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 454.34 Da
LogP (Crippen) 2.58
H-bond donors 4
H-bond acceptors 5
TPSA 105.66 Ų
Rotatable bonds 5
Aromatic rings 3 / 4
Heavy atoms 29
Fraction sp³ C 0.26
Formula C₁₉H₁₇Cl₂N₃O₄S

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 105.7
  • −1 ≤ LogP ≤ 5 2.58
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 454.3
  • LogP ≤ 5 2.58
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 105.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NC1Cc2ccccc2N(C[C@@H](O)CO)C1=O)c1cc2sc(Cl)c(Cl)c2[nH]1
InChI 
InChI=1S/C19H17Cl2N3O4S/c20-15-16-14(29-17(15)21)6-11(22-16)18(27)23-12-5-9-3-1-2-4-13(9)24(19(12)28)7-10(26)8-25/h1-4,6,10,12,22,25-26H,5,7-8H2,(H,23,27)/t10-,12?/m1/s1
InChIKey 
OZBWIUILLXYRCQ-RWANSRKNSA-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)