Ligand profile

CHEMBL5815359

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 C₂₂H₂₃F₃N₆O₂S
pchembl 7.72 ~19.1 nM
Mol. weight 492.53 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5815359
UniProt (similar protein)
Q8N5Z0
pchembl
7.720 (~19.1 nM)
Target protein
VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 492.53 Da
LogP (Crippen) 2.89
H-bond donors 1
H-bond acceptors 8
TPSA 83.36 Ų
Rotatable bonds 5
Aromatic rings 3 / 5
Heavy atoms 34
Fraction sp³ C 0.45
Formula C₂₂H₂₃F₃N₆O₂S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 83.4
  • −1 ≤ LogP ≤ 5 2.89
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 492.5
  • LogP ≤ 5 2.89
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 83.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCc1ccccc1)[C@H]1CCCN1c1nc2c(=O)n(N3CCCC3)c(C(F)(F)F)nc2s1
InChI 
InChI=1S/C22H23F3N6O2S/c23-22(24,25)20-28-18-16(19(33)31(20)29-10-4-5-11-29)27-21(34-18)30-12-6-9-15(30)17(32)26-13-14-7-2-1-3-8-14/h1-3,7-8,15H,4-6,9-13H2,(H,26,32)/t15-/m1/s1
InChIKey 
AUHGPJKHDSKMKD-OAHLLOKOSA-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
522616
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)