Ligand profile

CHEMBL115045

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3684 — glycogen/starch/alpha-glucan phosphorylases family protein

Via homolog UniProt P11217 Formula C₂₅H₂₂Cl₃NO₆
pchembl 6.63 ~234.4 nM
Mol. weight 538.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL115045
UniProt (similar protein)
P11217
pchembl
6.630 (~234.4 nM)
Target protein
VK055_3684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 538.81 Da
LogP (Crippen) 5.90
H-bond donors 2
H-bond acceptors 5
TPSA 104.14 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.24
Formula C₂₅H₂₂Cl₃NO₆

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 104.1
  • −1 ≤ LogP ≤ 5 5.90
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 538.8
  • LogP ≤ 5 5.90
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 104.1
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(Cl)c1Cl
InChI 
InChI=1S/C25H22Cl3NO6/c1-12(2)35-25(34)18-13(3)29(11-14-7-6-10-17(27)21(14)28)22(24(32)33)20(23(30)31)19(18)15-8-4-5-9-16(15)26/h4-10,12,19H,11H2,1-3H3,(H,30,31)(H,32,33)
InChIKey 
SBPRAASUBVBZQV-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 VK055_3684.

PDB 113

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)