Ligand profile

CHEMBL3949733

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P0AD63 Formula C₁₈H₁₇NO₅
pchembl 7.32 ~47.9 nM
Mol. weight 327.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3949733
UniProt (similar protein)
P0AD63
pchembl
7.320 (~47.9 nM)
Target protein
KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 327.34 Da
LogP (Crippen) 1.67
H-bond donors 0
H-bond acceptors 5
TPSA 72.91 Ų
Rotatable bonds 5
Aromatic rings 1 / 3
Heavy atoms 24
Fraction sp³ C 0.28
Formula C₁₈H₁₇NO₅

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 72.9
  • −1 ≤ LogP ≤ 5 1.67
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 327.3
  • LogP ≤ 5 1.67
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 72.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)C1/C(=C(\C=O)C/C=C/c2ccccc2)O[C@@H]2CC(=O)N12
InChI 
InChI=1S/C18H17NO5/c1-23-18(22)16-17(24-15-10-14(21)19(15)16)13(11-20)9-5-8-12-6-3-2-4-7-12/h2-8,11,15-16H,9-10H2,1H3/b8-5+,17-13+/t15-,16?/m1/s1
InChIKey 
CRIIDFPLOBDCDK-IESOIDBDSA-N

Provenance

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

Method
LigQ sequence
Source
ChEMBL
Activity
235381
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)