Ligand profile

CHEMBL5864617

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt O15244 Formula C₂₁H₁₉ClFN₃O₄
pchembl 7.38 ~41.7 nM
Mol. weight 431.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5864617
UniProt (similar protein)
O15244
pchembl
7.380 (~41.7 nM)
Target protein
VK055_0737

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 431.85 Da
LogP (Crippen) 2.28
H-bond donors 2
H-bond acceptors 5
TPSA 91.64 Ų
Rotatable bonds 3
Aromatic rings 2 / 5
Heavy atoms 30
Fraction sp³ C 0.38
Formula C₂₁H₁₉ClFN₃O₄

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 2.28
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 431.9
  • LogP ≤ 5 2.28
  • 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(Cl)cc1F)c1cn2c(c(O)c1=O)C(=O)N1[C@H]3CC[C@H](C3)[C@H]1C2
InChI 
InChI=1S/C21H19ClFN3O4/c22-12-3-1-11(15(23)6-12)7-24-20(29)14-8-25-9-16-10-2-4-13(5-10)26(16)21(30)17(25)19(28)18(14)27/h1,3,6,8,10,13,16,28H,2,4-5,7,9H2,(H,24,29)/t10-,13+,16-/m1/s1
InChIKey 
CLDKIKVUKMVPFT-AKWBHNSASA-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
647118
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)