Ligand profile

CHEMBL4114790

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P62593 Formula C₂₁H₂₁NO₇
pchembl 6.85 ~141.3 nM
Mol. weight 399.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4114790
UniProt (similar protein)
P62593
pchembl
6.850 (~141.3 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 399.40 Da
LogP (Crippen) 1.65
H-bond donors 0
H-bond acceptors 7
TPSA 99.21 Ų
Rotatable bonds 8
Aromatic rings 1 / 3
Heavy atoms 29
Fraction sp³ C 0.33
Formula C₂₁H₂₁NO₇

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 99.2
  • −1 ≤ LogP ≤ 5 1.65
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 399.4
  • LogP ≤ 5 1.65
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 99.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)OC/C=C/C/C(C=O)=C1\O[C@@H]2CC(=O)N2C1C(=O)OCc1ccccc1
InChI 
InChI=1S/C21H21NO7/c1-14(24)27-10-6-5-9-16(12-23)20-19(22-17(25)11-18(22)29-20)21(26)28-13-15-7-3-2-4-8-15/h2-8,12,18-19H,9-11,13H2,1H3/b6-5+,20-16+/t18-,19?/m1/s1
InChIKey 
OUNQKFHIKDLFII-JWTJEGOJSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Activity
324130
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)