Ligand profile

CHEMBL153820

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt P0AF14 Formula C₂₃H₂₆N₆O₂S
pchembl 6.72 ~190.5 nM
Mol. weight 450.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL153820
UniProt (similar protein)
P0AF14
pchembl
6.720 (~190.5 nM)
Target protein
VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 450.57 Da
LogP (Crippen) 4.51
H-bond donors 3
H-bond acceptors 6
TPSA 112.66 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 32
Fraction sp³ C 0.26
Formula C₂₃H₂₆N₆O₂S

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 112.7
  • −1 ≤ LogP ≤ 5 4.51
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 450.6
  • LogP ≤ 5 4.51
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 112.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nccc(-c2cccc(S(=O)(=O)Nc3cc(NCC(C)C)c4[nH]nc(C)c4c3)c2)n1
InChI 
InChI=1S/C23H26N6O2S/c1-14(2)13-25-22-12-18(11-20-15(3)27-28-23(20)22)29-32(30,31)19-7-5-6-17(10-19)21-8-9-24-16(4)26-21/h5-12,14,25,29H,13H2,1-4H3,(H,27,28)
InChIKey 
RKESDZNECJDTKA-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)