Ligand profile

CHEMBL599544

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2593 — thymidine phosphorylase

Via homolog UniProt Q5FVR2 Formula C₁₁H₁₈N₃O₆P
pchembl 6.60 ~251.2 nM
Mol. weight 319.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL599544
UniProt (similar protein)
Q5FVR2
pchembl
6.600 (~251.2 nM)
Target protein
VK055_2593

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 319.25 Da
LogP (Crippen) -1.41
H-bond donors 4
H-bond acceptors 6
TPSA 135.86 Ų
Rotatable bonds 4
Aromatic rings 1 / 2
Heavy atoms 21
Fraction sp³ C 0.64
Formula C₁₁H₁₈N₃O₆P

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 135.9
  • −1 ≤ LogP ≤ 5 -1.41
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 319.3
  • LogP ≤ 5 -1.41
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 135.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cn([C@H]2C[C@H](CO)N(CP(=O)(O)O)C2)c(=O)[nH]c1=O
InChI 
InChI=1S/C11H18N3O6P/c1-7-3-14(11(17)12-10(7)16)8-2-9(5-15)13(4-8)6-21(18,19)20/h3,8-9,15H,2,4-6H2,1H3,(H,12,16,17)(H2,18,19,20)/t8-,9+/m0/s1
InChIKey 
BCVVBNIZARFJMT-DTWKUNHWSA-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)