Ligand profile

CHEMBL5189142

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0016 — cytosine-specific methyltransferase

Via homolog UniProt P26358 Formula C₂₂H₃₀N₈O₇S
pchembl 6.05 ~891.3 nM
Mol. weight 550.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5189142
UniProt (similar protein)
P26358
pchembl
6.050 (~891.3 nM)
Target protein
VK055_0016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 550.60 Da
LogP (Crippen) -1.48
H-bond donors 6
H-bond acceptors 16
TPSA 229.91 Ų
Rotatable bonds 9
Aromatic rings 3 / 5
Heavy atoms 38
Fraction sp³ C 0.59
Formula C₂₂H₃₀N₈O₇S

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 229.9
  • −1 ≤ LogP ≤ 5 -1.48
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 550.6
  • LogP ≤ 5 -1.48
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 229.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1CSCCC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C22H30N8O7S/c23-18-10(5-29(22(35)28-18)14-4-11(32)13(6-31)36-14)7-38-3-1-2-12-16(33)17(34)21(37-12)30-9-27-15-19(24)25-8-26-20(15)30/h5,8-9,11-14,16-17,21,31-34H,1-4,6-7H2,(H2,23,28,35)(H2,24,25,26)/t11-,12+,13+,14+,16+,17+,21+/m0/s1
InChIKey 
VBHJTRJFKDJUNR-HJKWLTBHSA-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
PF00145

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_0016.

PDB 3

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)