Ligand profile

CHEMBL598327

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2593 — thymidine phosphorylase

Via homolog UniProt Q5FVR2 Formula C₁₀H₁₄N₃O₆P
pchembl 6.46 ~346.7 nM
Mol. weight 303.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL598327
UniProt (similar protein)
Q5FVR2
pchembl
6.460 (~346.7 nM)
Target protein
VK055_2593

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 303.21 Da
LogP (Crippen) -0.61
H-bond donors 3
H-bond acceptors 5
TPSA 132.70 Ų
Rotatable bonds 2
Aromatic rings 1 / 2
Heavy atoms 20
Fraction sp³ C 0.50
Formula C₁₀H₁₄N₃O₆P

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 132.7
  • −1 ≤ LogP ≤ 5 -0.61
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 303.2
  • LogP ≤ 5 -0.61
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 132.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cn(C2CCN(C(=O)P(=O)(O)O)C2)c(=O)[nH]c1=O
InChI 
InChI=1S/C10H14N3O6P/c1-6-4-13(9(15)11-8(6)14)7-2-3-12(5-7)10(16)20(17,18)19/h4,7H,2-3,5H2,1H3,(H,11,14,15)(H2,17,18,19)
InChIKey 
DOXKBGLOKWJXDU-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00591' 'PF07831

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_2593.

PDB 7

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 13

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)