Ligand profile

CHEMBL230332

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0891 — beta-lactamase SHV-24

Via homolog UniProt P0AD63 Formula C₁₇H₂₂NNaO₄
pchembl 6.69 ~204.2 nM
Mol. weight 327.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL230332
UniProt (similar protein)
P0AD63
pchembl
6.690 (~204.2 nM)
Target protein
VK055_0891

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 327.36 Da
LogP (Crippen) -1.85
H-bond donors 0
H-bond acceptors 4
TPSA 69.67 Ų
Rotatable bonds 5
Aromatic rings 0 / 3
Heavy atoms 23
Fraction sp³ C 0.65
Formula C₁₇H₂₂NNaO₄

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 69.7
  • −1 ≤ LogP ≤ 5 -1.85
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 327.4
  • LogP ≤ 5 -1.85
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 69.7
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](OCCCC)CCC[C@@H]3[C@H]12.[Na+]
InChI 
InChI=1S/C17H23NO4.Na/c1-3-5-9-22-12-8-6-7-11-13(12)15(17(20)21)18-14(11)10(4-2)16(18)19;/h4,11-12,14H,3,5-9H2,1-2H3,(H,20,21);/q;+1/p-1/b10-4+;/t11-,12-,14-;/m0./s1
InChIKey 
TWEAPWJQQUWQDI-JOOCRRRBSA-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)