Ligand profile

CHEMBL2391344

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4189 — urea transporter

Via homolog UniProt Q8VHL0 Formula C₂₁H₁₇F₂N₅O₂S₃
pchembl 7.42 ~38.0 nM
Mol. weight 505.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2391344
UniProt (similar protein)
Q8VHL0
pchembl
7.420 (~38.0 nM)
Target protein
VK055_4189

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 505.60 Da
LogP (Crippen) 5.27
H-bond donors 1
H-bond acceptors 9
TPSA 89.25 Ų
Rotatable bonds 6
Aromatic rings 5 / 5
Heavy atoms 33
Fraction sp³ C 0.19
Formula C₂₁H₁₇F₂N₅O₂S₃

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 89.2
  • −1 ≤ LogP ≤ 5 5.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 505.6
  • LogP ≤ 5 5.27
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 89.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1csc(CNc2nc3c(S(=O)(=O)c4ccc(C(C)(F)F)cc4)nnn3c3ccsc23)c1
InChI 
InChI=1S/C21H17F2N5O2S3/c1-12-9-14(32-11-12)10-24-18-17-16(7-8-31-17)28-19(25-18)20(26-27-28)33(29,30)15-5-3-13(4-6-15)21(2,22)23/h3-9,11H,10H2,1-2H3,(H,24,25)
InChIKey 
XATMHHHEBVDDRV-UHFFFAOYSA-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
Binding sites
PF03253

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_4189.

PDB 1

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

Ligand PDB entry

ChEMBL 54

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)