Ligand profile

CHEMBL5995858

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 C₂₂H₂₁F₂N₇O₃S
pchembl 8.32 ~4.8 nM
Mol. weight 501.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5995858
UniProt (similar protein)
Q8N5Z0
pchembl
8.320 (~4.8 nM)
Target protein
VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.52 Da
LogP (Crippen) 2.76
H-bond donors 1
H-bond acceptors 10
TPSA 119.04 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 35
Fraction sp³ C 0.36
Formula C₂₂H₂₁F₂N₇O₃S

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 119.0
  • −1 ≤ LogP ≤ 5 2.76
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 501.5
  • LogP ≤ 5 2.76
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 119.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1noc(-c2nc3sc(N4CCC[C@@H]4C(=O)NCc4ccccc4)nc3c(=O)n2CC(F)F)n1
InChI 
InChI=1S/C22H21F2N7O3S/c1-12-26-19(34-29-12)17-28-20-16(21(33)31(17)11-15(23)24)27-22(35-20)30-9-5-8-14(30)18(32)25-10-13-6-3-2-4-7-13/h2-4,6-7,14-15H,5,8-11H2,1H3,(H,25,32)/t14-/m1/s1
InChIKey 
HLIJMZDGJGCTSG-CQSZACIVSA-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
522608
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)