Ligand profile

CHEMBL1818408

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0681 — alpha/beta hydrolase fold family protein

Via homolog UniProt P34913 Formula C₁₆H₂₀F₄N₂O
pchembl 9.40 ~0.4 nM
Mol. weight 332.34 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1818408
UniProt (similar protein)
P34913
pchembl
9.400 (~0.4 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 332.34 Da
LogP (Crippen) 5.08
H-bond donors 2
H-bond acceptors 1
TPSA 41.13 Ų
Rotatable bonds 2
Aromatic rings 1 / 2
Heavy atoms 23
Fraction sp³ C 0.56
Formula C₁₆H₂₀F₄N₂O

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 41.1
  • −1 ≤ LogP ≤ 5 5.08
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 332.3
  • LogP ≤ 5 5.08
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 1
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 41.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1cccc(C(F)(F)F)c1F)NC1CCCCCCC1
InChI 
InChI=1S/C16H20F4N2O/c17-14-12(16(18,19)20)9-6-10-13(14)22-15(23)21-11-7-4-2-1-3-5-8-11/h6,9-11H,1-5,7-8H2,(H2,21,22,23)
InChIKey 
BLWMUNNMBMWCKD-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00561

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_0681.

PDB 99

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)