Ligand profile

CHEMBL5593128

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2008 — amino acid permease family protein

Via homolog UniProt Q9UPY5 Formula C₃₉H₅₃FO₈
Mol. weight 668.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5593128
UniProt (similar protein)
Q9UPY5
Target protein
VK055_2008

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 668.84 Da
LogP (Crippen) 6.41
H-bond donors 3
H-bond acceptors 8
TPSA 130.36 Ų
Rotatable bonds 14
Aromatic rings 1 / 5
Heavy atoms 48
Fraction sp³ C 0.67
Formula C₃₉H₅₃FO₈

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 130.4
  • −1 ≤ LogP ≤ 5 6.41
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 668.8
  • LogP ≤ 5 6.41
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 130.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCCC(=O)O[C@@]12C[C@@H](C)[C@]34C=C(C)[C@H](OC(=O)c5ccc(F)cc5)[C@@]3(O)[C@H](O)C(CO)=C[C@H](C4=O)[C@@H]1C2(C)C
InChI 
InChI=1S/C39H53FO8/c1-6-7-8-9-10-11-12-13-14-15-30(42)48-38-22-25(3)37-21-24(2)34(47-35(45)26-16-18-28(40)19-17-26)39(37,46)32(43)27(23-41)20-29(33(37)44)31(38)36(38,4)5/h16-21,25,29,31-32,34,41,43,46H,6-15,22-23H2,1-5H3/t25-,29+,31-,32-,34+,37+,38+,39+/m1/s1
InChIKey 
VQEYOXCOVFEWGZ-XMWAXNHKSA-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
PF13520

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_2008.

PDB 2

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 25

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)