Binder profile

CHEMBL4208142

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1523 — xanthine dehydrogenase

Via homolog UniProt P80457 C15H14N4O2

pchembl 8.24

Mol. weight 282.30 Da

Permeability High

PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4208142
UniProt (similar protein): P80457
pchembl: 8.240
Target protein: PA1523

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 282.30 Da

LogP (Crippen) 2.04

H-bond donors 1

H-bond acceptors 5

TPSA 82.15 Å²

Rotatable bonds 3

Aromatic rings 2 / 3

Heavy atoms 21

Fraction sp³ C 0.27

Formula C15H14N4O2

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.

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 282.3
LogP ≤ 5 2.04
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 82.1

PAINS Alert

Matches PAINS filter: anil_di_alk_A(478). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

N#Cc1cc(-n2cc(C(=O)O)cn2)ccc1N1CCCC1

InChI

InChI=1S/C15H14N4O2/c16-8-11-7-13(19-10-12(9-17-19)15(20)21)3-4-14(11)18-5-1-2-6-18/h3-4,7,9-10H,1-2,5-6H2,(H,20,21)

InChIKey

SRHHQCMHIGIRJK-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: PF02738' 'PF20256

External resources

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

ChEMBL ChEMBL compound CHEMBL4208142 →
UniProt UniProt P80457 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4208142”) →

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)