Ligand profile

CHEMBL5805238

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0552 — fused predicted DNA-binding transcriptional regulator and predicted amino transferase

Via homolog UniProt Q8N5Z0 Formula C₂₃H₂₈N₆O₃S
pchembl 7.70 ~20.0 nM
Mol. weight 468.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5805238
UniProt (similar protein)
Q8N5Z0
pchembl
7.700 (~20.0 nM)
Target protein
VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 468.58 Da
LogP (Crippen) 1.51
H-bond donors 1
H-bond acceptors 9
TPSA 92.59 Ų
Rotatable bonds 6
Aromatic rings 3 / 5
Heavy atoms 33
Fraction sp³ C 0.48
Formula C₂₃H₂₈N₆O₃S

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 92.6
  • −1 ≤ LogP ≤ 5 1.51
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 468.6
  • LogP ≤ 5 1.51
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 92.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cn1c(CN2CCOCC2)nc2sc(N3CCC[C@@H]3C(=O)NCc3ccccc3)nc2c1=O
InChI 
InChI=1S/C23H28N6O3S/c1-27-18(15-28-10-12-32-13-11-28)25-21-19(22(27)31)26-23(33-21)29-9-5-8-17(29)20(30)24-14-16-6-3-2-4-7-16/h2-4,6-7,17H,5,8-15H2,1H3,(H,24,30)/t17-/m1/s1
InChIKey 
KPIBZHOJZARMSA-QGZVFWFLSA-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
Activity
522639
Binding sites
PF00155

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_0552.

PDB 20

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

Ligand PDB entry

ChEMBL 99

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)