Ligand profile

CHEMBL433726

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt Q6W9J1 Formula C₂₀H₁₄N₃NaO₆S
pchembl 8.22 ~6.0 nM
Mol. weight 447.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL433726
UniProt (similar protein)
Q6W9J1
pchembl
8.220 (~6.0 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 447.40 Da
LogP (Crippen) -3.58
H-bond donors 0
H-bond acceptors 7
TPSA 134.41 Ų
Rotatable bonds 4
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.10
Formula C₂₀H₁₄N₃NaO₆S

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 134.4
  • −1 ≤ LogP ≤ 5 -3.58
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 447.4
  • LogP ≤ 5 -3.58
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 134.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([O-])C1=C(/C=C/c2cccc[n+]2[O-])CS(=O)(=O)[C@@H]2/C(=C\c3ccccn3)C(=O)N12.[Na+]
InChI 
InChI=1S/C20H15N3O6S.Na/c24-18-16(11-14-5-1-3-9-21-14)19-23(18)17(20(25)26)13(12-30(19,28)29)7-8-15-6-2-4-10-22(15)27;/h1-11,19H,12H2,(H,25,26);/q;+1/p-1/b8-7+,16-11-;/t19-;/m1./s1
InChIKey 
IKWNNZADKBHHIC-JERYIOBISA-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)