Ligand profile

CHEMBL157924

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4445 — 6-phospho-beta-glucosidase gmuD

Via homolog UniProt Q43014 Formula C₁₂H₁₃N₃O
pchembl 6.96 ~109.6 nM
Mol. weight 215.26 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL157924
UniProt (similar protein)
Q43014
pchembl
6.960 (~109.6 nM)
Target protein
VK055_4445

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 215.26 Da
LogP (Crippen) 1.07
H-bond donors 1
H-bond acceptors 4
TPSA 60.91 Ų
Rotatable bonds 3
Aromatic rings 2 / 2
Heavy atoms 16
Fraction sp³ C 0.17
Formula C₁₂H₁₃N₃O

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 60.9
  • −1 ≤ LogP ≤ 5 1.07
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 215.3
  • LogP ≤ 5 1.07
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 60.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NCCc1cn(C(=O)c2ccccc2)cn1
InChI 
InChI=1S/C12H13N3O/c13-7-6-11-8-15(9-14-11)12(16)10-4-2-1-3-5-10/h1-5,8-9H,6-7,13H2
InChIKey 
LGGPDUCDDGTTBT-UHFFFAOYSA-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
PF00232

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_4445.

PDB 7

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

Ligand PDB entry

ZINC 28

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

Compound Similarity (Tanimoto)