Ligand profile

CHEMBL115341

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P11217 Formula C₂₇H₂₈ClNO₈
pchembl 7.96 ~11.0 nM
Mol. weight 529.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL115341
UniProt (similar protein)
P11217
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 529.97 Da
LogP (Crippen) 4.61
H-bond donors 2
H-bond acceptors 7
TPSA 122.60 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 37
Fraction sp³ C 0.30
Formula C₂₇H₂₈ClNO₈

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 122.6
  • −1 ≤ LogP ≤ 5 4.61
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 530.0
  • LogP ≤ 5 4.61
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 122.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CN2C(C)=C(C(=O)OC(C)C)C(c3ccccc3Cl)C(C(=O)O)=C2C(=O)O)cc1OC
InChI 
InChI=1S/C27H28ClNO8/c1-14(2)37-27(34)21-15(3)29(13-16-10-11-19(35-4)20(12-16)36-5)24(26(32)33)23(25(30)31)22(21)17-8-6-7-9-18(17)28/h6-12,14,22H,13H2,1-5H3,(H,30,31)(H,32,33)
InChIKey 
VQAWZPKKNZUGCQ-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)