Ligand profile

CHEMBL5823398

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0737 — sugar (and other) transporter family protein

Via homolog UniProt O15244 Formula C₂₂H₂₁F₂N₃O₄
pchembl 6.35 ~446.7 nM
Mol. weight 429.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5823398
UniProt (similar protein)
O15244
pchembl
6.350 (~446.7 nM)
Target protein
VK055_0737

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 429.42 Da
LogP (Crippen) 2.16
H-bond donors 2
H-bond acceptors 5
TPSA 91.64 Ų
Rotatable bonds 3
Aromatic rings 2 / 6
Heavy atoms 31
Fraction sp³ C 0.41
Formula C₂₂H₂₁F₂N₃O₄

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 91.6
  • −1 ≤ LogP ≤ 5 2.16
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 429.4
  • LogP ≤ 5 2.16
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 91.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCc1ccc(F)cc1F)c1cn2c(c(O)c1=O)C(=O)N1C3CCC(CC3)C1C2
InChI 
InChI=1S/C22H21F2N3O4/c23-13-4-1-12(16(24)7-13)8-25-21(30)15-9-26-10-17-11-2-5-14(6-3-11)27(17)22(31)18(26)20(29)19(15)28/h1,4,7,9,11,14,17,29H,2-3,5-6,8,10H2,(H,25,30)
InChIKey 
XHRYXKGGAPQKPU-UHFFFAOYSA-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
1242629
Binding sites
PF00083

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_0737.

ChEMBL 50

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)