Ligand profile

CHEMBL395017

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P0AD63 Formula C₁₅H₁₇FNNaO₄
pchembl 6.83 ~147.9 nM
Mol. weight 317.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL395017
UniProt (similar protein)
P0AD63
pchembl
6.830 (~147.9 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 317.29 Da
LogP (Crippen) -2.68
H-bond donors 0
H-bond acceptors 4
TPSA 69.67 Ų
Rotatable bonds 4
Aromatic rings 0 / 3
Heavy atoms 22
Fraction sp³ C 0.60
Formula C₁₅H₁₇FNNaO₄

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 -2.68
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 317.3
  • LogP ≤ 5 -2.68
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • 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](OCCF)CCC[C@@H]3[C@H]12.[Na+]
InChI 
InChI=1S/C15H18FNO4.Na/c1-2-8-12-9-4-3-5-10(21-7-6-16)11(9)13(15(19)20)17(12)14(8)18;/h2,9-10,12H,3-7H2,1H3,(H,19,20);/q;+1/p-1/b8-2+;/t9-,10-,12-;/m0./s1
InChIKey 
VQSDMMDAIZMJTB-NFEGRHGHSA-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 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)