Ligand profile

CHEMBL2018131

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt P37058 Formula C₁₆H₁₆BrNO₂S₂
pchembl 8.52 ~3.0 nM
Mol. weight 398.35 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2018131
UniProt (similar protein)
P37058
pchembl
8.520 (~3.0 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 398.35 Da
LogP (Crippen) 4.69
H-bond donors 1
H-bond acceptors 4
TPSA 40.54 Ų
Rotatable bonds 2
Aromatic rings 1 / 3
Heavy atoms 22
Fraction sp³ C 0.38
Formula C₁₆H₁₆BrNO₂S₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 40.5
  • −1 ≤ LogP ≤ 5 4.69
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 398.3
  • LogP ≤ 5 4.69
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 40.5
PAINS Alert

Matches PAINS filter: ene_rhod_A(235). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1/C(=C/c2ccc(O)c(Br)c2)SC(=S)N1C1CCCCC1
InChI 
InChI=1S/C16H16BrNO2S2/c17-12-8-10(6-7-13(12)19)9-14-15(20)18(16(21)22-14)11-4-2-1-3-5-11/h6-9,11,19H,1-5H2/b14-9-
InChIKey 
QMDIIDOWJOBYOR-ZROIWOOFSA-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)