Ligand profile

CHEMBL6028327

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P51788 Formula C₂₀H₁₅Cl₂NO₃
pchembl 8.70 ~2.0 nM
Mol. weight 388.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6028327
UniProt (similar protein)
P51788
pchembl
8.700 (~2.0 nM)
Target protein
VK055_2395

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 388.25 Da
LogP (Crippen) 6.01
H-bond donors 2
H-bond acceptors 3
TPSA 58.56 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 26
Fraction sp³ C 0.05
Formula C₂₀H₁₅Cl₂NO₃

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 58.6
  • −1 ≤ LogP ≤ 5 6.01
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 388.3
  • LogP ≤ 5 6.01
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 58.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccccc1Nc1c(Cl)ccc(OCc2ccccc2)c1Cl
InChI 
InChI=1S/C20H15Cl2NO3/c21-15-10-11-17(26-12-13-6-2-1-3-7-13)18(22)19(15)23-16-9-5-4-8-14(16)20(24)25/h1-11,23H,12H2,(H,24,25)
InChIKey 
OZERPKICLJNSGP-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
1108907.0
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)