Ligand profile

CHEMBL205666

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt P37058 Formula C₂₃H₂₀ClNO
pchembl 8.40 ~4.0 nM
Mol. weight 361.87 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL205666
UniProt (similar protein)
P37058
pchembl
8.400 (~4.0 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 361.87 Da
LogP (Crippen) 5.66
H-bond donors 0
H-bond acceptors 1
TPSA 20.31 Ų
Rotatable bonds 1
Aromatic rings 3 / 4
Heavy atoms 26
Fraction sp³ C 0.17
Formula C₂₃H₂₀ClNO

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 20.3
  • −1 ≤ LogP ≤ 5 5.66
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 361.9
  • LogP ≤ 5 5.66
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 1
Veber's rules Pass
  • Rotatable bonds ≤ 10 1
  • TPSA ≤ 140 Ų 20.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N1Cc2cc(-c3ccccc3)ccc2CCc2cc(Cl)ccc21
InChI 
InChI=1S/C23H20ClNO/c1-16(26)25-15-21-13-19(17-5-3-2-4-6-17)9-7-18(21)8-10-20-14-22(24)11-12-23(20)25/h2-7,9,11-14H,8,10,15H2,1H3
InChIKey 
QHNGWPZYHGZAOY-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
PF00106

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_1452.

PDB 1

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)