Ligand profile

CHEMBL353422

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0891 — beta-lactamase SHV-24

Via homolog UniProt Q6W9J1 Formula C₁₅H₁₀N₃NaO₇S
pchembl 7.16 ~69.2 nM
Mol. weight 399.32 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL353422
UniProt (similar protein)
Q6W9J1
pchembl
7.160 (~69.2 nM)
Target protein
VK055_0891

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 399.32 Da
LogP (Crippen) -4.14
H-bond donors 0
H-bond acceptors 8
TPSA 150.61 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 27
Fraction sp³ C 0.13
Formula C₁₅H₁₀N₃NaO₇S

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 150.6
  • −1 ≤ LogP ≤ 5 -4.14
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 399.3
  • LogP ≤ 5 -4.14
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 150.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([O-])C1=C(/C=C/[N+](=O)[O-])CS(=O)(=O)C2/C(=C\c3ccccn3)C(=O)N12.[Na+]
InChI 
InChI=1S/C15H11N3O7S.Na/c19-13-11(7-10-3-1-2-5-16-10)14-18(13)12(15(20)21)9(4-6-17(22)23)8-26(14,24)25;/h1-7,14H,8H2,(H,20,21);/q;+1/p-1/b6-4+,11-7-;
InChIKey 
ZEFMTJOVLZMJNJ-XPHUSYRCSA-M

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
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)