Ligand profile

CHEMBL5878173

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0519 — adenosine deaminase

Via homolog UniProt P00813 Formula C₂₇H₂₂N₈O₄
pchembl 8.41 ~3.9 nM
Mol. weight 522.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5878173
UniProt (similar protein)
P00813
pchembl
8.410 (~3.9 nM)
Target protein
VK055_0519

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 522.53 Da
LogP (Crippen) 3.12
H-bond donors 2
H-bond acceptors 11
TPSA 147.62 Ų
Rotatable bonds 6
Aromatic rings 6 / 7
Heavy atoms 39
Fraction sp³ C 0.15
Formula C₂₇H₂₂N₈O₄

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 147.6
  • −1 ≤ LogP ≤ 5 3.12
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 522.5
  • LogP ≤ 5 3.12
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 147.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C(=O)NCc1ccc2c(c1)OCO2)(c1ccccc1)n1ncc2c1nc(N)n1nc(-c3ccco3)nc21
InChI 
InChI=1S/C27H22N8O4/c1-27(17-6-3-2-4-7-17,25(36)29-13-16-9-10-19-21(12-16)39-15-38-19)35-24-18(14-30-35)23-31-22(20-8-5-11-37-20)33-34(23)26(28)32-24/h2-12,14H,13,15H2,1H3,(H2,28,32)(H,29,36)
InChIKey 
BWWLMWUOISGGGG-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
1217422
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 VK055_0519.

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)