Ligand profile

CHEMBL4748785

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31955 — putative glutathione peroxidase

Via homolog UniProt P36969 Formula C₂₃H₂₂BrClN₂O₃S

pchembl 6.22 ~602.6 nM

Mol. weight 521.86 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4748785
UniProt (similar protein): P36969
pchembl: 6.220 (~602.6 nM)
Target protein: KP13_31955

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 521.86 Da

LogP (Crippen) 5.24

H-bond donors 1

H-bond acceptors 4

TPSA 58.64 Å²

Rotatable bonds 9

Aromatic rings 3 / 3

Heavy atoms 31

Fraction sp³ C 0.22

Formula C₂₃H₂₂BrClN₂O₃S

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 58.6
−1 ≤ LogP ≤ 5 5.24

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 521.9
LogP ≤ 5 5.24
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 58.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(N(C(=O)CBr)C(C(=O)NCCc2ccccc2)c2cccs2)cc1Cl

InChI

InChI=1S/C23H22BrClN2O3S/c1-30-19-10-9-17(14-18(19)25)27(21(28)15-24)22(20-8-5-13-31-20)23(29)26-12-11-16-6-3-2-4-7-16/h2-10,13-14,22H,11-12,15H2,1H3,(H,26,29)

InChIKey

OPIUAKNZYGCHQE-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: PF00255

External resources

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

ChEMBL ChEMBL compound CHEMBL4748785 →
UniProt UniProt P36969 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4748785”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_31955.

PDB 3

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

Ligand PDB entry

ChEMBL 52

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)