Ligand profile

ZINC1236474

Virtual-screening candidate from ZINC.

Bound to: VK055_0599 — arylamine N-acetyltransferase

Via homolog UniProt P50295 Formula C₁₈H₁₅NO₃S₂
Tanimoto 0.71
Mol. weight 357.46 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC1236474
UniProt (similar protein)
P50295
Tanimoto
0.707
Target protein
VK055_0599

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 357.46 Da
LogP (Crippen) 4.11
H-bond donors 0
H-bond acceptors 5
TPSA 38.77 Ų
Rotatable bonds 4
Aromatic rings 2 / 3
Heavy atoms 24
Fraction sp³ C 0.11
Formula C₁₈H₁₅NO₃S₂

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 38.8
  • −1 ≤ LogP ≤ 5 4.11
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 357.5
  • LogP ≤ 5 4.11
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 38.8
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 
COc1ccc(/C=C2/SC(=S)N(c3ccc(OC)cc3)C2=O)cc1
InChI 
InChI=1S/C18H15NO3S2/c1-21-14-7-3-12(4-8-14)11-16-17(20)19(18(23)24-16)13-5-9-15(22-2)10-6-13/h3-11H,1-2H3/b16-11+
InChIKey 
NGGKGTSEWQBMLL-LFIBNONCSA-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)