Ligand profile

CHEMBL154614

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt P0AF14 Formula C₂₂H₂₂ClN₅O₂S
pchembl 7.28 ~52.5 nM
Mol. weight 455.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL154614
UniProt (similar protein)
P0AF14
pchembl
7.280 (~52.5 nM)
Target protein
VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 455.97 Da
LogP (Crippen) 5.15
H-bond donors 3
H-bond acceptors 5
TPSA 99.77 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 31
Fraction sp³ C 0.18
Formula C₂₂H₂₂ClN₅O₂S

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 5.15
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 456.0
  • LogP ≤ 5 5.15
  • 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(-c3ccncc3)c2)cc2c(Cl)[nH]nc12
InChI 
InChI=1S/C22H22ClN5O2S/c1-14(2)13-25-20-12-17(11-19-21(20)26-27-22(19)23)28-31(29,30)18-5-3-4-16(10-18)15-6-8-24-9-7-15/h3-12,14,25,28H,13H2,1-2H3,(H,26,27)
InChIKey 
FSEOGVZURXHECV-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)