Binder profile

CHEMBL3331616

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1523 — xanthine dehydrogenase

Via homolog UniProt P47989 C17H18N2O3Se

pchembl 8.48

Mol. weight 377.30 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3331616
UniProt (similar protein): P47989
pchembl: 8.480
Target protein: PA1523

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 377.30 Da

LogP (Crippen) 3.11

H-bond donors 1

H-bond acceptors 4

TPSA 83.21 Å²

Rotatable bonds 6

Aromatic rings 2 / 2

Heavy atoms 23

Fraction sp³ C 0.35

Formula C17H18N2O3Se

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 377.3
LogP ≤ 5 3.11
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 83.2

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1nc(-c2ccc(OCCC(C)C)c(C#N)c2)[se]c1C(=O)O

InChI

InChI=1S/C17H18N2O3Se/c1-10(2)6-7-22-14-5-4-12(8-13(14)9-18)16-19-11(3)15(23-16)17(20)21/h4-5,8,10H,6-7H2,1-3H3,(H,20,21)

InChIKey

VGMHPKSVFAHOHY-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: 699575
Curation: pdb_similarity_tanimoto
Binding sites: PF01315' 'PF02738' 'PF20256

External resources

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

ChEMBL ChEMBL compound CHEMBL3331616 →
UniProt UniProt P47989 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3331616”) →

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)