Ligand profile

CHEMBL326950

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₂₄H₂₃ClN₂O₅
pchembl 7.96 ~11.0 nM
Mol. weight 454.91 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL326950
UniProt (similar protein)
P06737
pchembl
7.960 (~11.0 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 454.91 Da
LogP (Crippen) 3.77
H-bond donors 3
H-bond acceptors 4
TPSA 106.94 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 32
Fraction sp³ C 0.21
Formula C₂₄H₂₃ClN₂O₅

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 106.9
  • −1 ≤ LogP ≤ 5 3.77
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 454.9
  • LogP ≤ 5 3.77
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 106.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN1C(C)=C(C(=O)NCc2ccccc2)C(c2ccccc2Cl)C(C(=O)O)=C1C(=O)O
InChI 
InChI=1S/C24H23ClN2O5/c1-3-27-14(2)18(22(28)26-13-15-9-5-4-6-10-15)19(16-11-7-8-12-17(16)25)20(23(29)30)21(27)24(31)32/h4-12,19H,3,13H2,1-2H3,(H,26,28)(H,29,30)(H,31,32)
InChIKey 
JNAJRKGLPZBMGR-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)