Ligand profile

CHEMBL5874999

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 C₂₁H₂₃F₂N₅O₃S
pchembl 7.51 ~30.9 nM
Mol. weight 463.51 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5874999
UniProt (similar protein)
Q8N5Z0
pchembl
7.510 (~30.9 nM)
Target protein
VK055_0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 463.51 Da
LogP (Crippen) 2.72
H-bond donors 1
H-bond acceptors 8
TPSA 89.35 Ų
Rotatable bonds 8
Aromatic rings 3 / 4
Heavy atoms 32
Fraction sp³ C 0.43
Formula C₂₁H₂₃F₂N₅O₃S

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 89.3
  • −1 ≤ LogP ≤ 5 2.72
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 463.5
  • LogP ≤ 5 2.72
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 89.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COCCn1c(C(F)F)nc2sc(N3CCC[C@@H]3C(=O)NCc3ccccc3)nc2c1=O
InChI 
InChI=1S/C21H23F2N5O3S/c1-31-11-10-28-17(16(22)23)26-19-15(20(28)30)25-21(32-19)27-9-5-8-14(27)18(29)24-12-13-6-3-2-4-7-13/h2-4,6-7,14,16H,5,8-12H2,1H3,(H,24,29)/t14-/m1/s1
InChIKey 
GIZRNAJFDIUBOA-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
522602
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)