Ligand profile

CHEMBL5882513

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt O15244 Formula C₂₂H₂₁F₂N₃O₅
pchembl 6.21 ~616.6 nM
Mol. weight 445.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5882513
UniProt (similar protein)
O15244
pchembl
6.210 (~616.6 nM)
Target protein
VK055_0737

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 445.42 Da
LogP (Crippen) 2.06
H-bond donors 2
H-bond acceptors 6
TPSA 100.87 Ų
Rotatable bonds 3
Aromatic rings 2 / 5
Heavy atoms 32
Fraction sp³ C 0.41
Formula C₂₂H₂₁F₂N₃O₅

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 100.9
  • −1 ≤ LogP ≤ 5 2.06
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 445.4
  • LogP ≤ 5 2.06
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 100.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](NC(=O)c1cn2c(c(O)c1=O)C(=O)N1[C@@H]3CC[C@@H](C3)O[C@H]1C2)c1ccc(F)cc1F
InChI 
InChI=1S/C22H21F2N3O5/c1-10(14-5-2-11(23)6-16(14)24)25-21(30)15-8-26-9-17-27(12-3-4-13(7-12)32-17)22(31)18(26)20(29)19(15)28/h2,5-6,8,10,12-13,17,29H,3-4,7,9H2,1H3,(H,25,30)/t10-,12+,13-,17-/m0/s1
InChIKey 
HZQGBUQIMZZLDE-IMODNSLOSA-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
1242611
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)