Ligand profile

CHEMBL4114769

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01391 — Beta-lactamase TEM1

Via homolog UniProt P62593 Formula C₁₂H₁₅NO₆

pchembl 7.01 ~97.7 nM

Mol. weight 269.25 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4114769
UniProt (similar protein): P62593
pchembl: 7.010 (~97.7 nM)
Target protein: KP13_01391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 269.25 Da

LogP (Crippen) 0.26

H-bond donors 1

H-bond acceptors 5

TPSA 93.14 Å²

Rotatable bonds 4

Aromatic rings 0 / 2

Heavy atoms 19

Fraction sp³ C 0.58

Formula C₁₂H₁₅NO₆

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 0.26

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 269.3
LogP ≤ 5 0.26
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 93.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

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

InChI

InChI=1S/C12H15NO6/c1-3-4-6(11(15)16)10-9(12(17)18-2)13-7(14)5-8(13)19-10/h8-9H,3-5H2,1-2H3,(H,15,16)/b10-6+/t8-,9?/m1/s1

InChIKey

ALXADSUETYDFDB-KZELUKOJSA-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: 324223
Binding sites: PF13354

External resources

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

ChEMBL ChEMBL compound CHEMBL4114769 →
UniProt UniProt P62593 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4114769”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01391.

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)