Ligand profile

CHEMBL5759921

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₆H₂₂N₈O₃

pchembl 8.80 ~1.6 nM

Mol. weight 494.52 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5759921
UniProt (similar protein): P00813
pchembl: 8.800 (~1.6 nM)
Target protein: KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 494.52 Da

LogP (Crippen) 3.23

H-bond donors 2

H-bond acceptors 10

TPSA 138.39 Å²

Rotatable bonds 7

Aromatic rings 6 / 6

Heavy atoms 37

Fraction sp³ C 0.12

Formula C₂₆H₂₂N₈O₃

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.

TPSA ≤ 90 Å² 138.4
−1 ≤ LogP ≤ 5 3.23

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 494.5
LogP ≤ 5 3.23
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 10

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 138.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(CNC(=O)C(c2ccccc2)n2ncc3c2nc(N)n2nc(-c4ccco4)nc32)cc1

InChI

InChI=1S/C26H22N8O3/c1-36-18-11-9-16(10-12-18)14-28-25(35)21(17-6-3-2-4-7-17)33-24-19(15-29-33)23-30-22(20-8-5-13-37-20)32-34(23)26(27)31-24/h2-13,15,21H,14H2,1H3,(H2,27,31)(H,28,35)

InChIKey

UPLNOLQPAVAUBM-UHFFFAOYSA-N

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Activity: 1217404
Binding sites: PF00962

External resources

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

ChEMBL ChEMBL compound CHEMBL5759921 →
UniProt UniProt P00813 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5759921”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04428.

PDB 12

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)