Ligand profile

CHEMBL3695171

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2642 — sodium:solute symporter family protein

Via homolog UniProt P13866 Formula C₂₇H₂₈F₄N₄O₄
pchembl 8.55 ~2.8 nM
Mol. weight 548.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3695171
UniProt (similar protein)
P13866
pchembl
8.550 (~2.8 nM)
Target protein
VK055_2642

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 548.54 Da
LogP (Crippen) 5.01
H-bond donors 2
H-bond acceptors 6
TPSA 94.48 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 39
Fraction sp³ C 0.37
Formula C₂₇H₂₈F₄N₄O₄

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 94.5
  • −1 ≤ LogP ≤ 5 5.01
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 548.5
  • LogP ≤ 5 5.01
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 94.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)Oc1cc(F)cc(-n2nc(NC(=O)[C@@H]3CNC(=O)C3)cc2-c2cccc(CO[C@H](C)C(F)(F)F)c2)c1
InChI 
InChI=1S/C27H28F4N4O4/c1-15(2)39-22-10-20(28)9-21(11-22)35-23(12-24(34-35)33-26(37)19-8-25(36)32-13-19)18-6-4-5-17(7-18)14-38-16(3)27(29,30)31/h4-7,9-12,15-16,19H,8,13-14H2,1-3H3,(H,32,36)(H,33,34,37)/t16-,19+/m1/s1
InChIKey 
BKNFUVZNJGCHBU-APWZRJJASA-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
266012
Binding sites
PF00474

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_2642.

ChEMBL 99

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)