Ligand profile

CHEMBL4114818

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32248 — Beta-lactamase SHV-12

Via homolog UniProt P0AD63 Formula C₂₄H₂₁NO₆

pchembl 7.44 ~36.3 nM

Mol. weight 419.43 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4114818
UniProt (similar protein): P0AD63
pchembl: 7.440 (~36.3 nM)
Target protein: KP13_32248

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 419.43 Da

LogP (Crippen) 3.13

H-bond donors 1

H-bond acceptors 5

TPSA 93.14 Å²

Rotatable bonds 7

Aromatic rings 2 / 4

Heavy atoms 31

Fraction sp³ C 0.21

Formula C₂₄H₂₁NO₆

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 3.13

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 419.4
LogP ≤ 5 3.13
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 93.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(O)/C(C/C=C/c1ccccc1)=C1/O[C@@H]2CC(=O)N2C1C(=O)OCc1ccccc1

InChI

InChI=1S/C24H21NO6/c26-19-14-20-25(19)21(24(29)30-15-17-10-5-2-6-11-17)22(31-20)18(23(27)28)13-7-12-16-8-3-1-4-9-16/h1-12,20-21H,13-15H2,(H,27,28)/b12-7+,22-18+/t20-,21?/m1/s1

InChIKey

FVJOWYDVEXFNKI-FWHGTPTCSA-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: 324157
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL4114818 →
UniProt UniProt P0AD63 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4114818”) →

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)