Ligand profile

CHEMBL6063238

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₇H₂₄N₈O₃
pchembl 9.05 ~0.9 nM
Mol. weight 508.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6063238
UniProt (similar protein)
P00813
pchembl
9.050 (~0.9 nM)
Target protein
KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 508.54 Da
LogP (Crippen) 3.62
H-bond donors 2
H-bond acceptors 10
TPSA 138.39 Ų
Rotatable bonds 8
Aromatic rings 6 / 6
Heavy atoms 38
Fraction sp³ C 0.15
Formula C₂₇H₂₄N₈O₃

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 138.4
  • −1 ≤ LogP ≤ 5 3.62
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 508.5
  • LogP ≤ 5 3.62
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 138.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1ccccc1CNC(=O)C(c1ccccc1)n1ncc2c1nc(N)n1nc(-c3ccco3)nc21
InChI 
InChI=1S/C27H24N8O3/c1-2-37-20-12-7-6-11-18(20)15-29-26(36)22(17-9-4-3-5-10-17)34-25-19(16-30-34)24-31-23(21-13-8-14-38-21)33-35(24)27(28)32-25/h3-14,16,22H,2,15H2,1H3,(H2,28,32)(H,29,36)
InChIKey 
IJMIUXMZOPJJAX-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
1217378
Binding sites
PF00962

External resources

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

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)