Ligand profile

CHEMBL397438

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0891 — beta-lactamase SHV-24

Via homolog UniProt P0AD63 Formula C₁₆H₁₇N₂NaO₄
pchembl 6.82 ~151.4 nM
Mol. weight 324.31 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL397438
UniProt (similar protein)
P0AD63
pchembl
6.820 (~151.4 nM)
Target protein
VK055_0891

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 324.31 Da
LogP (Crippen) -2.74
H-bond donors 0
H-bond acceptors 5
TPSA 93.46 Ų
Rotatable bonds 4
Aromatic rings 0 / 3
Heavy atoms 23
Fraction sp³ C 0.56
Formula C₁₆H₁₇N₂NaO₄

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

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 93.5
  • −1 ≤ LogP ≤ 5 -2.74
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 324.3
  • LogP ≤ 5 -2.74
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 93.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C=C1/C(=O)N2C(C(=O)[O-])=C3[C@@H](OCCC#N)CCC[C@@H]3[C@H]12.[Na+]
InChI 
InChI=1S/C16H18N2O4.Na/c1-2-9-13-10-5-3-6-11(22-8-4-7-17)12(10)14(16(20)21)18(13)15(9)19;/h2,10-11,13H,3-6,8H2,1H3,(H,20,21);/q;+1/p-1/b9-2+;/t10-,11-,13-;/m0./s1
InChIKey 
FEEGSOOJJJPTGS-KSWHNIOUSA-M

Provenance

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

Method
LigQ sequence
Source
ChEMBL
Binding sites
PF13354

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_0891.

PDB 44

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)