Ligand profile

CHEMBL205915

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt P37058 Formula C₂₄H₁₉ClN₂O
pchembl 8.30 ~5.0 nM
Mol. weight 386.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL205915
UniProt (similar protein)
P37058
pchembl
8.300 (~5.0 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 386.88 Da
LogP (Crippen) 5.53
H-bond donors 0
H-bond acceptors 2
TPSA 44.10 Ų
Rotatable bonds 1
Aromatic rings 3 / 4
Heavy atoms 28
Fraction sp³ C 0.17
Formula C₂₄H₁₉ClN₂O

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 44.1
  • −1 ≤ LogP ≤ 5 5.53
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 386.9
  • LogP ≤ 5 5.53
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 1
  • TPSA ≤ 140 Ų 44.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N1Cc2cc(-c3ccccc3C#N)ccc2CCc2cc(Cl)ccc21
InChI 
InChI=1S/C24H19ClN2O/c1-16(28)27-15-21-12-18(23-5-3-2-4-20(23)14-26)8-6-17(21)7-9-19-13-22(25)10-11-24(19)27/h2-6,8,10-13H,7,9,15H2,1H3
InChIKey 
NDBJTNQIYSCDJM-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)