Ligand profile

CHEMBL4114788

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P0AD63 Formula C₁₂H₁₃NO₅

pchembl 7.09 ~81.3 nM

Mol. weight 251.24 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4114788
UniProt (similar protein): P0AD63
pchembl: 7.090 (~81.3 nM)
Target protein: KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 251.24 Da

LogP (Crippen) 0.15

H-bond donors 0

H-bond acceptors 5

TPSA 72.91 Å²

Rotatable bonds 4

Aromatic rings 0 / 2

Heavy atoms 18

Fraction sp³ C 0.42

Formula C₁₂H₁₃NO₅

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

TPSA ≤ 90 Å² 72.9
−1 ≤ LogP ≤ 5 0.15

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 251.2
LogP ≤ 5 0.15
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 72.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C=CC/C(C=O)=C1\O[C@@H]2CC(=O)N2C1C(=O)OC

InChI

InChI=1S/C12H13NO5/c1-3-4-7(6-14)11-10(12(16)17-2)13-8(15)5-9(13)18-11/h3,6,9-10H,1,4-5H2,2H3/b11-7+/t9-,10?/m1/s1

InChIKey

HLBYYYVPQDVZIQ-XRRNHPNGSA-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: 324142
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL4114788 →
UniProt UniProt P0AD63 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4114788”) →

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)