Ligand profile

CHEMBL156794

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt P0AF14 Formula C₂₆H₂₄ClN₅O₂S
pchembl 7.97 ~10.7 nM
Mol. weight 506.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL156794
UniProt (similar protein)
P0AF14
pchembl
7.970 (~10.7 nM)
Target protein
VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 506.03 Da
LogP (Crippen) 6.30
H-bond donors 3
H-bond acceptors 5
TPSA 99.77 Ų
Rotatable bonds 7
Aromatic rings 5 / 5
Heavy atoms 35
Fraction sp³ C 0.15
Formula C₂₆H₂₄ClN₅O₂S

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 99.8
  • −1 ≤ LogP ≤ 5 6.30
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 506.0
  • LogP ≤ 5 6.30
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 99.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)CNc1cc(NS(=O)(=O)c2cccc(-c3cnc4ccccc4c3)c2)cc2c(Cl)[nH]nc12
InChI 
InChI=1S/C26H24ClN5O2S/c1-16(2)14-28-24-13-20(12-22-25(24)30-31-26(22)27)32-35(33,34)21-8-5-7-17(11-21)19-10-18-6-3-4-9-23(18)29-15-19/h3-13,15-16,28,32H,14H2,1-2H3,(H,30,31)
InChIKey 
VWGAVQDXGOWXAM-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)