Ligand profile

CHEMBL3695161

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2642 — sodium:solute symporter family protein

Via homolog UniProt P13866 Formula C₂₅H₂₄F₄N₄O₄
pchembl 8.67 ~2.1 nM
Mol. weight 520.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3695161
UniProt (similar protein)
P13866
pchembl
8.670 (~2.1 nM)
Target protein
VK055_2642

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 520.48 Da
LogP (Crippen) 4.23
H-bond donors 2
H-bond acceptors 6
TPSA 94.48 Ų
Rotatable bonds 8
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.32
Formula C₂₅H₂₄F₄N₄O₄

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 4.23
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 520.5
  • LogP ≤ 5 4.23
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 94.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(F)c(-n2nc(NC(=O)[C@@H]3CNC(=O)C3)cc2-c2cccc(CO[C@H](C)C(F)(F)F)c2)c1
InChI 
InChI=1S/C25H24F4N4O4/c1-14(25(27,28)29)37-13-15-4-3-5-16(8-15)20-11-22(31-24(35)17-9-23(34)30-12-17)32-33(20)21-10-18(36-2)6-7-19(21)26/h3-8,10-11,14,17H,9,12-13H2,1-2H3,(H,30,34)(H,31,32,35)/t14-,17+/m1/s1
InChIKey 
ZMWAXLVRSYJYLI-PBHICJAKSA-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
266002
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)