Ligand profile

CHEMBL2203963

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05149 — Lactoylglutathione lyase

Via homolog UniProt Q04760 Formula C₂₂H₂₀N₂O₃

pchembl 6.58 ~263.0 nM

Mol. weight 360.41 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2203963
UniProt (similar protein): Q04760
pchembl: 6.580 (~263.0 nM)
Target protein: KP13_05149

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 360.41 Da

LogP (Crippen) 4.02

H-bond donors 1

H-bond acceptors 5

TPSA 56.39 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 27

Fraction sp³ C 0.14

Formula C₂₂H₂₀N₂O₃

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 56.4
−1 ≤ LogP ≤ 5 4.02

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 360.4
LogP ≤ 5 4.02
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 56.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COCCn1ccc2cc(-c3cc(-c4ccccc4)cc(=O)n3O)ccc21

InChI

InChI=1S/C22H20N2O3/c1-27-12-11-23-10-9-18-13-17(7-8-20(18)23)21-14-19(15-22(25)24(21)26)16-5-3-2-4-6-16/h2-10,13-15,26H,11-12H2,1H3

InChIKey

YTMDLHHXJUCLGT-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 CHEMBL2203963 →
UniProt UniProt Q04760 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2203963”) →

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)