Ligand profile

CHEMBL204051

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt P37058 Formula C₁₆H₁₃Cl₂NOS
pchembl 8.00 ~10.0 nM
Mol. weight 338.26 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL204051
UniProt (similar protein)
P37058
pchembl
8.000 (~10.0 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 338.26 Da
LogP (Crippen) 5.15
H-bond donors 0
H-bond acceptors 2
TPSA 20.31 Ų
Rotatable bonds 0
Aromatic rings 2 / 3
Heavy atoms 21
Fraction sp³ C 0.19
Formula C₁₆H₁₃Cl₂NOS

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 5.15
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 338.3
  • LogP ≤ 5 5.15
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 0
  • TPSA ≤ 140 Ų 20.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N1Cc2ccccc2CSc2cc(Cl)c(Cl)cc21
InChI 
InChI=1S/C16H13Cl2NOS/c1-10(20)19-8-11-4-2-3-5-12(11)9-21-16-7-14(18)13(17)6-15(16)19/h2-7H,8-9H2,1H3
InChIKey 
YXOBNIXWNUPVGJ-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)