Ligand profile

CHEMBL599543

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2593 — thymidine phosphorylase

Via homolog UniProt Q5FVR2 Formula C₁₁H₁₆N₃O₇P
pchembl 7.35 ~44.7 nM
Mol. weight 333.24 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL599543
UniProt (similar protein)
Q5FVR2
pchembl
7.350 (~44.7 nM)
Target protein
VK055_2593

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 333.24 Da
LogP (Crippen) -1.25
H-bond donors 4
H-bond acceptors 6
TPSA 152.93 Ų
Rotatable bonds 3
Aromatic rings 1 / 2
Heavy atoms 22
Fraction sp³ C 0.55
Formula C₁₁H₁₆N₃O₇P

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 -1.25
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 333.2
  • LogP ≤ 5 -1.25
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 152.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cn([C@H]2C[C@H](CO)N(C(=O)P(=O)(O)O)C2)c(=O)[nH]c1=O
InChI 
InChI=1S/C11H16N3O7P/c1-6-3-13(10(17)12-9(6)16)7-2-8(5-15)14(4-7)11(18)22(19,20)21/h3,7-8,15H,2,4-5H2,1H3,(H,12,16,17)(H2,19,20,21)/t7-,8+/m0/s1
InChIKey 
GUNKPIKMUGGQQA-JGVFFNPUSA-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)