Ligand profile

CHEMBL4877679

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4189 — urea transporter

Via homolog UniProt Q62668 Formula C₂₅H₂₀ClF₂N₅O₄S
pchembl 6.52 ~302.0 nM
Mol. weight 559.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4877679
UniProt (similar protein)
Q62668
pchembl
6.520 (~302.0 nM)
Target protein
VK055_4189

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 559.98 Da
LogP (Crippen) 5.76
H-bond donors 1
H-bond acceptors 8
TPSA 107.71 Ų
Rotatable bonds 8
Aromatic rings 5 / 5
Heavy atoms 38
Fraction sp³ C 0.16
Formula C₂₅H₂₀ClF₂N₅O₄S

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 107.7
  • −1 ≤ LogP ≤ 5 5.76
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 560.0
  • LogP ≤ 5 5.76
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 107.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCc1nnc2c(Oc3ccc(NS(=O)(=O)c4cc(Cl)ccc4OC)cc3)nc3cc(F)c(F)cc3n12
InChI 
InChI=1S/C25H20ClF2N5O4S/c1-3-4-23-30-31-24-25(29-19-12-17(27)18(28)13-20(19)33(23)24)37-16-8-6-15(7-9-16)32-38(34,35)22-11-14(26)5-10-21(22)36-2/h5-13,32H,3-4H2,1-2H3
InChIKey 
OARFNQIGDBYDIP-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)