Ligand profile

CHEMBL4114696

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P0AD63 Formula C₁₈H₁₉NO₆

pchembl 6.66 ~218.8 nM

Mol. weight 345.35 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4114696
UniProt (similar protein): P0AD63
pchembl: 6.660 (~218.8 nM)
Target protein: KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 345.35 Da

LogP (Crippen) 1.48

H-bond donors 1

H-bond acceptors 5

TPSA 93.14 Å²

Rotatable bonds 6

Aromatic rings 1 / 3

Heavy atoms 25

Fraction sp³ C 0.39

Formula C₁₈H₁₉NO₆

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 93.1
−1 ≤ LogP ≤ 5 1.48

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 345.4
LogP ≤ 5 1.48
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 93.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COC(=O)C1/C(=C(/CCCc2ccccc2)C(=O)O)O[C@@H]2CC(=O)N12

InChI

InChI=1S/C18H19NO6/c1-24-18(23)15-16(25-14-10-13(20)19(14)15)12(17(21)22)9-5-8-11-6-3-2-4-7-11/h2-4,6-7,14-15H,5,8-10H2,1H3,(H,21,22)/b16-12+/t14-,15?/m1/s1

InChIKey

XSDSQTYLBBGLJR-BSXLFBHHSA-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: 324219
Binding sites: PF13354

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL4114696 →
UniProt UniProt P0AD63 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4114696”) →

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)