Ligand profile

CHEMBL5809185

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₄H₂₄N₈O₅
pchembl 8.77 ~1.7 nM
Mol. weight 504.51 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5809185
UniProt (similar protein)
P00813
pchembl
8.770 (~1.7 nM)
Target protein
KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 504.51 Da
LogP (Crippen) 0.97
H-bond donors 3
H-bond acceptors 12
TPSA 167.85 Ų
Rotatable bonds 7
Aromatic rings 5 / 6
Heavy atoms 37
Fraction sp³ C 0.29
Formula C₂₄H₂₄N₈O₅

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 167.8
  • −1 ≤ LogP ≤ 5 0.97
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 504.5
  • LogP ≤ 5 0.97
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 167.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccccc1C(C)(C(=O)NCC1(O)COC1)n1ncc2c1nc(N)n1nc(-c3ccco3)nc21
InChI 
InChI=1S/C24H24N8O5/c1-23(15-6-3-4-7-16(15)35-2,21(33)26-11-24(34)12-36-13-24)32-20-14(10-27-32)19-28-18(17-8-5-9-37-17)30-31(19)22(25)29-20/h3-10,34H,11-13H2,1-2H3,(H2,25,29)(H,26,33)
InChIKey 
RJAWFQNMVLNZJL-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
1217458
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)