Binder profile

CHEMBL2322147

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1523 — xanthine dehydrogenase

Via homolog UniProt P80457 C16H16N4O4

pchembl 8.30

Mol. weight 328.33 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2322147
UniProt (similar protein): P80457
pchembl: 8.300
Target protein: PA1523

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 328.33 Da

LogP (Crippen) 1.79

H-bond donors 3

H-bond acceptors 7

TPSA 142.35 Å²

Rotatable bonds 5

Aromatic rings 2 / 2

Heavy atoms 24

Fraction sp³ C 0.25

Formula C16H16N4O4

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.

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 328.3
LogP ≤ 5 1.79
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 7

Veber's rules Fail

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 142.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)(COc1ccc(-c2cc(O)nc(N)n2)cc1C#N)C(=O)O

InChI

InChI=1S/C16H16N4O4/c1-16(2,14(22)23)8-24-12-4-3-9(5-10(12)7-17)11-6-13(21)20-15(18)19-11/h3-6H,8H2,1-2H3,(H,22,23)(H3,18,19,20,21)

InChIKey

KONXOCLMILPJMO-UHFFFAOYSA-N

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Curation: pdb_similarity_tanimoto
Binding sites: PF01315' 'PF02738' 'PF20256

External resources

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

ChEMBL ChEMBL compound CHEMBL2322147 →
UniProt UniProt P80457 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2322147”) →

Other binders for this protein

Quick navigation to other ligands bound to PA1523.

PDB 20

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)