Ligand profile

CHEMBL4571524

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05149 — Lactoylglutathione lyase

Via homolog UniProt Q04760 Formula C₂₁H₁₆ClN₃O₃S

pchembl 6.23 ~588.8 nM

Mol. weight 425.90 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4571524
UniProt (similar protein): Q04760
pchembl: 6.230 (~588.8 nM)
Target protein: KP13_05149

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 425.90 Da

LogP (Crippen) 4.76

H-bond donors 1

H-bond acceptors 5

TPSA 81.18 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 29

Fraction sp³ C 0.05

Formula C₂₁H₁₆ClN₃O₃S

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 81.2
−1 ≤ LogP ≤ 5 4.76

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 425.9
LogP ≤ 5 4.76
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 81.2

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(-c2ccc(NS(=O)(=O)c3ccccn3)c3ncccc23)cc1Cl

InChI

InChI=1S/C21H16ClN3O3S/c1-28-19-10-7-14(13-17(19)22)15-8-9-18(21-16(15)5-4-12-24-21)25-29(26,27)20-6-2-3-11-23-20/h2-13,25H,1H3

InChIKey

SZUQKHSPWPMWMA-UHFFFAOYSA-N

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Binding sites: PF00903

External resources

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

ChEMBL ChEMBL compound CHEMBL4571524 →
UniProt UniProt Q04760 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4571524”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_05149.

PDB 16

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 60

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)