Binder profile

CHEMBL3663163

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1523 — xanthine dehydrogenase

Via homolog UniProt P80457 C20H14N2O5

pchembl 8.29

Mol. weight 362.34 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3663163
UniProt (similar protein): P80457
pchembl: 8.290
Target protein: PA1523

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 362.34 Da

LogP (Crippen) 3.18

H-bond donors 2

H-bond acceptors 5

TPSA 112.55 Å²

Rotatable bonds 6

Aromatic rings 3 / 3

Heavy atoms 27

Fraction sp³ C 0.05

Formula C20H14N2O5

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 362.3
LogP ≤ 5 3.18
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 112.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

N#Cc1cn(-c2ccc(C(=O)O)cc2)cc1-c1ccccc1OCC(=O)O

InChI

InChI=1S/C20H14N2O5/c21-9-14-10-22(15-7-5-13(6-8-15)20(25)26)11-17(14)16-3-1-2-4-18(16)27-12-19(23)24/h1-8,10-11H,12H2,(H,23,24)(H,25,26)

InChIKey

PJTLHCBQNFNBES-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
Activity: 300165
Curation: pdb_similarity_tanimoto
Binding sites: PF02738' 'PF20256

External resources

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

ChEMBL ChEMBL compound CHEMBL3663163 →
UniProt UniProt P80457 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3663163”) →

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)