Ligand profile

CHEMBL18042

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0782 — FAD binding domain protein

Via homolog UniProt P19643 Formula C₁₉H₁₅F₃O₃
pchembl 8.70 ~2.0 nM
Mol. weight 348.32 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL18042
UniProt (similar protein)
P19643
pchembl
8.700 (~2.0 nM)
Target protein
VK055_0782

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 348.32 Da
LogP (Crippen) 5.01
H-bond donors 0
H-bond acceptors 3
TPSA 39.44 Ų
Rotatable bonds 3
Aromatic rings 3 / 3
Heavy atoms 25
Fraction sp³ C 0.21
Formula C₁₉H₁₅F₃O₃

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 39.4
  • −1 ≤ LogP ≤ 5 5.01
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 348.3
  • LogP ≤ 5 5.01
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 39.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(C)c2ccc(OCc3ccc(C(F)(F)F)cc3)cc2oc1=O
InChI 
InChI=1S/C19H15F3O3/c1-11-12(2)18(23)25-17-9-15(7-8-16(11)17)24-10-13-3-5-14(6-4-13)19(20,21)22/h3-9H,10H2,1-2H3
InChIKey 
VQKCLHCOFRYADD-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
PF01593

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_0782.

PDB 4

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)