Ligand profile

CHEMBL396753

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01391 — Beta-lactamase TEM1

Via homolog UniProt P62593 Formula C₁₆H₂₀NNaO₄
pchembl 7.41 ~38.9 nM
Mol. weight 313.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL396753
UniProt (similar protein)
P62593
pchembl
7.410 (~38.9 nM)
Target protein
KP13_01391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 313.33 Da
LogP (Crippen) -2.24
H-bond donors 0
H-bond acceptors 4
TPSA 69.67 Ų
Rotatable bonds 3
Aromatic rings 0 / 3
Heavy atoms 22
Fraction sp³ C 0.62
Formula C₁₆H₂₀NNaO₄

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 -2.24
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 313.3
  • LogP ≤ 5 -2.24
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • 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](OC(C)C)CCC[C@@H]3[C@H]12.[Na+]
InChI 
InChI=1S/C16H21NO4.Na/c1-4-9-13-10-6-5-7-11(21-8(2)3)12(10)14(16(19)20)17(13)15(9)18;/h4,8,10-11,13H,5-7H2,1-3H3,(H,19,20);/q;+1/p-1/b9-4+;/t10-,11-,13-;/m0./s1
InChIKey 
PNUQMABLNNUPOY-BWVPWLLNSA-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_01391.

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)