Ligand profile

CHEMBL169392

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt Q6W9J1 Formula C₁₇H₁₃N₂NaO₇S
pchembl 7.70 ~20.0 nM
Mol. weight 412.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL169392
UniProt (similar protein)
Q6W9J1
pchembl
7.700 (~20.0 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 412.36 Da
LogP (Crippen) -4.20
H-bond donors 0
H-bond acceptors 8
TPSA 133.77 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 28
Fraction sp³ C 0.18
Formula C₁₇H₁₃N₂NaO₇S

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 -4.20
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 412.4
  • LogP ≤ 5 -4.20
  • 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=C/C1=C(C(=O)[O-])N2C(=O)/C(=C/c3ccccn3)C2S(=O)(=O)C1.[Na+]
InChI 
InChI=1S/C17H14N2O7S.Na/c1-26-13(20)6-5-10-9-27(24,25)16-12(8-11-4-2-3-7-18-11)15(21)19(16)14(10)17(22)23;/h2-8,16H,9H2,1H3,(H,22,23);/q;+1/p-1/b6-5+,12-8-;
InChIKey 
HVNWTMBXOVRMNI-PSFKVMHNSA-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 KP13_32248.

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)