Binder profile

CHEMBL5437185

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1523 — xanthine dehydrogenase

Via homolog UniProt P47989 C19H19N3O4S

pchembl 8.46

Mol. weight 385.45 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5437185
UniProt (similar protein): P47989
pchembl: 8.460
Target protein: PA1523

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 385.45 Da

LogP (Crippen) 3.31

H-bond donors 1

H-bond acceptors 7

TPSA 97.37 Å²

Rotatable bonds 8

Aromatic rings 3 / 3

Heavy atoms 27

Fraction sp³ C 0.32

Formula C19H19N3O4S

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 385.4
LogP ≤ 5 3.31
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 8
TPSA ≤ 140 Å² 97.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COCCOCCn1cc(C#N)c2cc(-c3nc(C)c(C(=O)O)s3)ccc21

InChI

InChI=1S/C19H19N3O4S/c1-12-17(19(23)24)27-18(21-12)13-3-4-16-15(9-13)14(10-20)11-22(16)5-6-26-8-7-25-2/h3-4,9,11H,5-8H2,1-2H3,(H,23,24)

InChIKey

OLCVVYVKLHVGCC-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 CHEMBL5437185 →
UniProt UniProt P47989 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5437185”) →

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)