Ligand profile

CHEMBL541236

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2395 — H(+)/Cl(-) exchange transporter ClcA

Via homolog UniProt P51788 Formula C₁₅H₁₃Cl₂NO₂
pchembl 6.52 ~302.0 nM
Mol. weight 310.18 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL541236
UniProt (similar protein)
P51788
pchembl
6.520 (~302.0 nM)
Target protein
VK055_2395

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 310.18 Da
LogP (Crippen) 4.67
H-bond donors 2
H-bond acceptors 2
TPSA 49.33 Ų
Rotatable bonds 4
Aromatic rings 2 / 2
Heavy atoms 20
Fraction sp³ C 0.13
Formula C₁₅H₁₃Cl₂NO₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 49.3
  • −1 ≤ LogP ≤ 5 4.67
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 310.2
  • LogP ≤ 5 4.67
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 49.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(Cl)c(Nc2ccccc2CC(=O)O)c1Cl
InChI 
InChI=1S/C15H13Cl2NO2/c1-9-6-7-11(16)15(14(9)17)18-12-5-3-2-4-10(12)8-13(19)20/h2-7,18H,8H2,1H3,(H,19,20)
InChIKey 
GZRAEWKMFPWXNW-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
Activity
1108942.0
Binding sites
PF00654

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_2395.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 5

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)