Ligand profile

CHEMBL597306

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2593 — thymidine phosphorylase

Via homolog UniProt Q5FVR2 Formula C₁₀H₁₄N₃O₇P
pchembl 7.96 ~11.0 nM
Mol. weight 319.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL597306
UniProt (similar protein)
Q5FVR2
pchembl
7.960 (~11.0 nM)
Target protein
VK055_2593

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 319.21 Da
LogP (Crippen) -1.64
H-bond donors 4
H-bond acceptors 6
TPSA 152.93 Ų
Rotatable bonds 2
Aromatic rings 1 / 2
Heavy atoms 21
Fraction sp³ C 0.50
Formula C₁₀H₁₄N₃O₇P

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 152.9
  • −1 ≤ LogP ≤ 5 -1.64
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 319.2
  • LogP ≤ 5 -1.64
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 152.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cn([C@@H]2CN(C(=O)P(=O)(O)O)C[C@@H]2O)c(=O)[nH]c1=O
InChI 
InChI=1S/C10H14N3O7P/c1-5-2-13(9(16)11-8(5)15)6-3-12(4-7(6)14)10(17)21(18,19)20/h2,6-7,14H,3-4H2,1H3,(H,11,15,16)(H2,18,19,20)/t6-,7+/m1/s1
InChIKey 
CFDPBOPUGKGHEZ-RQJHMYQMSA-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)