Ligand profile

ZINC100350904

Virtual-screening candidate from ZINC.

Bound to: VK055_4152 — aryl-phospho-beta-D-glucosidase BglA

Via homolog UniProt Q8T0W7 Formula C₁₈H₁₁NO₂
Tanimoto 0.56
Mol. weight 273.29 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC100350904
UniProt (similar protein)
Q8T0W7
Tanimoto
0.556
Target protein
VK055_4152

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 273.29 Da
LogP (Crippen) 3.46
H-bond donors 1
H-bond acceptors 3
TPSA 46.17 Ų
Rotatable bonds 0
Aromatic rings 2 / 4
Heavy atoms 21
Fraction sp³ C 0.00
Formula C₁₈H₁₁NO₂

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 46.2
  • −1 ≤ LogP ≤ 5 3.46
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 273.3
  • LogP ≤ 5 3.46
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 0
  • TPSA ≤ 140 Ų 46.2
PAINS Alert

Matches PAINS filter: ene_five_one_A(55). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1C(=C2C=Cc3ccccc3N2)C(=O)c2ccccc21
InChI 
InChI=1S/C18H11NO2/c20-17-12-6-2-3-7-13(12)18(21)16(17)15-10-9-11-5-1-4-8-14(11)19-15/h1-10,19H
InChIKey 
NRANXTWANPHZAU-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Query
ONB
Homolog
Q8T0W7

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_4152.

PDB 12

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

Ligand PDB entry

ZINC 14

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

Compound Similarity (Tanimoto)