Ligand profile

CHEMBL4849781

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4189 — urea transporter

Via homolog UniProt Q62668 Formula C₂₆H₂₅N₅O₄S
pchembl 6.30 ~501.2 nM
Mol. weight 503.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4849781
UniProt (similar protein)
Q62668
pchembl
6.300 (~501.2 nM)
Target protein
VK055_4189

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.58 Da
LogP (Crippen) 5.31
H-bond donors 1
H-bond acceptors 8
TPSA 107.71 Ų
Rotatable bonds 7
Aromatic rings 5 / 5
Heavy atoms 36
Fraction sp³ C 0.19
Formula C₂₆H₂₅N₅O₄S

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 5.31
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 503.6
  • LogP ≤ 5 5.31
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 107.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(C)cc1S(=O)(=O)Nc1ccc(Oc2nc3ccccc3n3c(C(C)C)nnc23)cc1
InChI 
InChI=1S/C26H25N5O4S/c1-16(2)24-28-29-25-26(27-20-7-5-6-8-21(20)31(24)25)35-19-12-10-18(11-13-19)30-36(32,33)23-15-17(3)9-14-22(23)34-4/h5-16,30H,1-4H3
InChIKey 
CCFOCUILNXDTDW-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)