Ligand profile

CHEMBL167539

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0891 — beta-lactamase SHV-24

Via homolog UniProt Q6W9J1 Formula C₁₇H₁₂ClN₂NaO₇S
pchembl 7.16 ~69.2 nM
Mol. weight 446.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL167539
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 446.80 Da
LogP (Crippen) -3.63
H-bond donors 0
H-bond acceptors 8
TPSA 133.77 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 29
Fraction sp³ C 0.18
Formula C₁₇H₁₂ClN₂NaO₇S

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 133.8
  • −1 ≤ LogP ≤ 5 -3.63
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 446.8
  • LogP ≤ 5 -3.63
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 133.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)/C(Cl)=C/C1=C(C(=O)[O-])N2C(=O)/C(=C/c3ccccn3)C2S(=O)(=O)C1.[Na+]
InChI 
InChI=1S/C17H13ClN2O7S.Na/c1-27-17(24)12(18)6-9-8-28(25,26)15-11(7-10-4-2-3-5-19-10)14(21)20(15)13(9)16(22)23;/h2-7,15H,8H2,1H3,(H,22,23);/q;+1/p-1/b11-7-,12-6-;
InChIKey 
VQXPONQVEDYNSI-RIRREUGNSA-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)