Ligand profile

CHEMBL423509

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₂₅H₂₃ClN₂O₈
pchembl 8.30 ~5.0 nM
Mol. weight 514.92 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL423509
UniProt (similar protein)
P06737
pchembl
8.300 (~5.0 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.92 Da
LogP (Crippen) 4.50
H-bond donors 2
H-bond acceptors 7
TPSA 147.28 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 36
Fraction sp³ C 0.24
Formula C₂₅H₂₃ClN₂O₈

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 147.3
  • −1 ≤ LogP ≤ 5 4.50
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 514.9
  • LogP ≤ 5 4.50
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 147.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1=C(C(=O)OC(C)C)C(c2ccccc2Cl)C(C(=O)O)=C(C(=O)O)N1Cc1cccc([N+](=O)[O-])c1
InChI 
InChI=1S/C25H23ClN2O8/c1-13(2)36-25(33)19-14(3)27(12-15-7-6-8-16(11-15)28(34)35)22(24(31)32)21(23(29)30)20(19)17-9-4-5-10-18(17)26/h4-11,13,20H,12H2,1-3H3,(H,29,30)(H,31,32)
InChIKey 
XJFRTXMMZKGJKN-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)