Ligand profile

CHEMBL597717

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2593 — thymidine phosphorylase

Via homolog UniProt P19971 Formula C₁₇H₂₈BrN₂O₉P
pchembl 6.63 ~234.4 nM
Mol. weight 515.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL597717
UniProt (similar protein)
P19971
pchembl
6.630 (~234.4 nM)
Target protein
VK055_2593

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 515.29 Da
LogP (Crippen) -0.10
H-bond donors 5
H-bond acceptors 9
TPSA 171.45 Ų
Rotatable bonds 11
Aromatic rings 1 / 2
Heavy atoms 30
Fraction sp³ C 0.76
Formula C₁₇H₂₈BrN₂O₉P

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 171.4
  • −1 ≤ LogP ≤ 5 -0.10
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 515.3
  • LogP ≤ 5 -0.10
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 171.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=c1c(Br)cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1CCCCCCCCP(=O)(O)O
InChI 
InChI=1S/C17H28BrN2O9P/c18-11-9-20(16-14(23)13(22)12(10-21)29-16)17(25)19(15(11)24)7-5-3-1-2-4-6-8-30(26,27)28/h9,12-14,16,21-23H,1-8,10H2,(H2,26,27,28)/t12-,13-,14-,16-/m1/s1
InChIKey 
PRAAYWBIBCEBSK-IXYNUQLISA-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' 'PF02885' '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)