Ligand profile

CHEMBL137196

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3684 — glycogen/starch/alpha-glucan phosphorylases family protein

Via homolog UniProt P11217 Formula C₂₀H₁₆N₄O₂
pchembl 6.96 ~109.6 nM
Mol. weight 344.37 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL137196
UniProt (similar protein)
P11217
pchembl
6.960 (~109.6 nM)
Target protein
VK055_3684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 344.37 Da
LogP (Crippen) 2.36
H-bond donors 2
H-bond acceptors 3
TPSA 88.99 Ų
Rotatable bonds 2
Aromatic rings 3 / 4
Heavy atoms 26
Fraction sp³ C 0.15
Formula C₂₀H₁₆N₄O₂

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 89.0
  • −1 ≤ LogP ≤ 5 2.36
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 344.4
  • LogP ≤ 5 2.36
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 89.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1C(=O)C(NC(=O)c2cc3cc(C#N)ccc3[nH]2)Cc2ccccc21
InChI 
InChI=1S/C20H16N4O2/c1-24-18-5-3-2-4-13(18)9-17(20(24)26)23-19(25)16-10-14-8-12(11-21)6-7-15(14)22-16/h2-8,10,17,22H,9H2,1H3,(H,23,25)
InChIKey 
VDFAECYBULQGGS-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
PF00343

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_3684.

PDB 113

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

Ligand PDB entry

ChEMBL 99

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

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)