Ligand profile

ZINC41077628

Virtual-screening candidate from ZINC.

Bound to: VK055_0599 — arylamine N-acetyltransferase

Via homolog UniProt P50295 Formula C₁₂H₁₁NO₄S₃
Tanimoto 0.71
Mol. weight 329.42 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC41077628
UniProt (similar protein)
P50295
Tanimoto
0.714
Target protein
VK055_0599

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 329.42 Da
LogP (Crippen) 1.86
H-bond donors 0
H-bond acceptors 6
TPSA 63.68 Ų
Rotatable bonds 3
Aromatic rings 1 / 2
Heavy atoms 20
Fraction sp³ C 0.17
Formula C₁₂H₁₁NO₄S₃

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 63.7
  • −1 ≤ LogP ≤ 5 1.86
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 329.4
  • LogP ≤ 5 1.86
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 63.7
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 
CN1C(=O)/C(=C/c2ccc(OS(C)(=O)=O)cc2)SC1=S
InChI 
InChI=1S/C12H11NO4S3/c1-13-11(14)10(19-12(13)18)7-8-3-5-9(6-4-8)17-20(2,15)16/h3-7H,1-2H3/b10-7-
InChIKey 
NAFOWMDCWBTTIR-YFHOEESVSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
CHEMBL458955
Homolog
P50295

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_0599.

PDB 5

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 7

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)