Ligand profile

CHEMBL345254

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt P0AF14 Formula C₂₃H₂₁ClF₂N₄O₂S
pchembl 8.09 ~8.1 nM
Mol. weight 490.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL345254
UniProt (similar protein)
P0AF14
pchembl
8.090 (~8.1 nM)
Target protein
VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 490.96 Da
LogP (Crippen) 6.03
H-bond donors 3
H-bond acceptors 4
TPSA 86.88 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 33
Fraction sp³ C 0.17
Formula C₂₃H₂₁ClF₂N₄O₂S

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 86.9
  • −1 ≤ LogP ≤ 5 6.03
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 491.0
  • LogP ≤ 5 6.03
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 86.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)CNc1cc(NS(=O)(=O)c2cccc(-c3ccc(F)c(F)c3)c2)cc2c(Cl)[nH]nc12
InChI 
InChI=1S/C23H21ClF2N4O2S/c1-13(2)12-27-21-11-16(10-18-22(21)28-29-23(18)24)30-33(31,32)17-5-3-4-14(8-17)15-6-7-19(25)20(26)9-15/h3-11,13,27,30H,12H2,1-2H3,(H,28,29)
InChIKey 
VANDIJVPQIBGMK-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ sequence
Source
ChEMBL
Binding sites
PF01048

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_2391.

PDB 11

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

Ligand PDB entry

ChEMBL 33

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)