Ligand profile

ZINC6638255

Virtual-screening candidate from ZINC.

Bound to: VK055_0599 — arylamine N-acetyltransferase

Via homolog UniProt P50295 Formula C₁₆H₁₂N₂O₂S₄
Tanimoto 0.79
Mol. weight 392.55 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC6638255
UniProt (similar protein)
P50295
Tanimoto
0.794
Target protein
VK055_0599

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 392.55 Da
LogP (Crippen) 3.35
H-bond donors 0
H-bond acceptors 6
TPSA 40.62 Ų
Rotatable bonds 2
Aromatic rings 1 / 3
Heavy atoms 24
Fraction sp³ C 0.12
Formula C₁₆H₁₂N₂O₂S₄

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 40.6
  • −1 ≤ LogP ≤ 5 3.35
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 392.6
  • LogP ≤ 5 3.35
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 40.6
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(/C=C3/SC(=S)N(C)C3=O)cc2)SC1=S
InChI 
InChI=1S/C16H12N2O2S4/c1-17-13(19)11(23-15(17)21)7-9-3-5-10(6-4-9)8-12-14(20)18(2)16(22)24-12/h3-8H,1-2H3/b11-7+,12-8+
InChIKey 
JVDHLZOUHYLQBE-MKICQXMISA-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)