Ligand profile

CHEMBL2203965

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05149 — Lactoylglutathione lyase

Via homolog UniProt Q04760 Formula C₂₃H₂₂N₂O₃

pchembl 6.52 ~302.0 nM

Mol. weight 374.44 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2203965
UniProt (similar protein): Q04760
pchembl: 6.520 (~302.0 nM)
Target protein: KP13_05149

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 374.44 Da

LogP (Crippen) 4.41

H-bond donors 1

H-bond acceptors 5

TPSA 56.39 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 28

Fraction sp³ C 0.17

Formula C₂₃H₂₂N₂O₃

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 4.41

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 374.4
LogP ≤ 5 4.41
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 56.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COCCCn1ccc2cc(-c3cc(-c4ccccc4)cc(=O)n3O)ccc21

InChI

InChI=1S/C23H22N2O3/c1-28-13-5-11-24-12-10-19-14-18(8-9-21(19)24)22-15-20(16-23(26)25(22)27)17-6-3-2-4-7-17/h2-4,6-10,12,14-16,27H,5,11,13H2,1H3

InChIKey

AGOZNSVRPRMVEO-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 CHEMBL2203965 →
UniProt UniProt Q04760 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2203965”) →

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)