Ligand profile

CHEMBL5884259

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0519 — adenosine deaminase

Via homolog UniProt P00813 Formula C₂₇H₃₀N₈O₄
pchembl 8.92 ~1.2 nM
Mol. weight 530.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5884259
UniProt (similar protein)
P00813
pchembl
8.920 (~1.2 nM)
Target protein
VK055_0519

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.59 Da
LogP (Crippen) 2.90
H-bond donors 3
H-bond acceptors 11
TPSA 158.62 Ų
Rotatable bonds 6
Aromatic rings 5 / 6
Heavy atoms 39
Fraction sp³ C 0.37
Formula C₂₇H₃₀N₈O₄

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 158.6
  • −1 ≤ LogP ≤ 5 2.90
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 530.6
  • LogP ≤ 5 2.90
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 158.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccccc1C(C)(C(=O)N[C@H]1CC[C@](C)(O)CC1)n1ncc2c1nc(N)n1nc(-c3ccco3)nc21
InChI 
InChI=1S/C27H30N8O4/c1-26(37)12-10-16(11-13-26)30-24(36)27(2,18-7-4-5-8-19(18)38-3)35-23-17(15-29-35)22-31-21(20-9-6-14-39-20)33-34(22)25(28)32-23/h4-9,14-16,37H,10-13H2,1-3H3,(H2,28,32)(H,30,36)/t16-,26-,27?
InChIKey 
RDXOAWUCKLYKKO-FSELNKMTSA-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
1217540
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)