Ligand profile

CHEMBL611083

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4032 — flavodoxin-like fold family protein

Via homolog UniProt P16083 Formula C₂₀H₁₄N₄O₂
pchembl 7.01 ~97.7 nM
Mol. weight 342.36 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL611083
UniProt (similar protein)
P16083
pchembl
7.010 (~97.7 nM)
Target protein
VK055_4032

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 342.36 Da
LogP (Crippen) 3.59
H-bond donors 1
H-bond acceptors 6
TPSA 68.52 Ų
Rotatable bonds 3
Aromatic rings 5 / 5
Heavy atoms 26
Fraction sp³ C 0.05
Formula C₂₀H₁₄N₄O₂

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 68.5
  • −1 ≤ LogP ≤ 5 3.59
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 342.4
  • LogP ≤ 5 3.59
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 68.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(Nc2ccc3nnn4c5ccccc5c(=O)c2c34)cc1
InChI 
InChI=1S/C20H14N4O2/c1-26-13-8-6-12(7-9-13)21-15-10-11-16-19-18(15)20(25)14-4-2-3-5-17(14)24(19)23-22-16/h2-11,21H,1H3
InChIKey 
BOWWHPIEOBHQRB-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
PF02525

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_4032.

PDB 38

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)