Ligand profile

CHEMBL4863558

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4189 — urea transporter

Via homolog UniProt Q62668 Formula C₂₇H₂₇N₅O₄S
pchembl 6.40 ~398.1 nM
Mol. weight 517.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4863558
UniProt (similar protein)
Q62668
pchembl
6.400 (~398.1 nM)
Target protein
VK055_4189

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 517.61 Da
LogP (Crippen) 5.53
H-bond donors 1
H-bond acceptors 8
TPSA 107.71 Ų
Rotatable bonds 9
Aromatic rings 5 / 5
Heavy atoms 37
Fraction sp³ C 0.22
Formula C₂₇H₂₇N₅O₄S

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 5.53
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 517.6
  • LogP ≤ 5 5.53
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 107.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCc1nnc2c(Oc3ccc(NS(=O)(=O)c4cc(C)ccc4OC)cc3)nc3ccccc3n12
InChI 
InChI=1S/C27H27N5O4S/c1-4-5-10-25-29-30-26-27(28-21-8-6-7-9-22(21)32(25)26)36-20-14-12-19(13-15-20)31-37(33,34)24-17-18(2)11-16-23(24)35-3/h6-9,11-17,31H,4-5,10H2,1-3H3
InChIKey 
OLTSJQGLNFTMMI-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)