Ligand profile

CHEMBL4103546

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4371 — sugar (and other) transporter family protein

Via homolog UniProt O76082 Formula C₂₄H₃₆F₂N₄O₉
Mol. weight 562.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4103546
UniProt (similar protein)
O76082
Target protein
VK055_4371

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 562.57 Da
LogP (Crippen) -0.83
H-bond donors 3
H-bond acceptors 11
TPSA 180.11 Ų
Rotatable bonds 15
Aromatic rings 1 / 2
Heavy atoms 39
Fraction sp³ C 0.71
Formula C₂₄H₃₆F₂N₄O₉

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 180.1
  • −1 ≤ LogP ≤ 5 -0.83
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 562.6
  • LogP ≤ 5 -0.83
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 180.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[N+](C)(C)CC(CC(=O)[O-])OC(=O)CCCCCCC(=O)Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
InChI 
InChI=1S/C24H36F2N4O9/c1-30(2,3)13-15(12-19(33)34)38-20(35)9-7-5-4-6-8-18(32)27-17-10-11-29(23(37)28-17)22-24(25,26)21(36)16(14-31)39-22/h10-11,15-16,21-22,31,36H,4-9,12-14H2,1-3H3,(H-,27,28,32,33,34,37)/t15?,16-,21-,22-/m1/s1
InChIKey 
YFJLDUYBLKOYDX-ZQOWUTGHSA-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
Active
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_4371.

ChEMBL 35

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)