Ligand profile

CHEMBL4869330

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₂₂H₂₆N₆O₄S
Mol. weight 470.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4869330
UniProt (similar protein)
Q9NXA8
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 470.56 Da
LogP (Crippen) 2.18
H-bond donors 6
H-bond acceptors 6
TPSA 152.26 Ų
Rotatable bonds 12
Aromatic rings 3 / 3
Heavy atoms 33
Fraction sp³ C 0.32
Formula C₂₂H₂₆N₆O₄S

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 152.3
  • −1 ≤ LogP ≤ 5 2.18
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 470.6
  • LogP ≤ 5 2.18
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 152.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)CCNC(=S)NCCCNc1nc(CCc2c[nH]c3ccccc23)ncc1C(=O)O
InChI 
InChI=1S/C22H26N6O4S/c29-19(30)8-11-25-22(33)24-10-3-9-23-20-16(21(31)32)13-27-18(28-20)7-6-14-12-26-17-5-2-1-4-15(14)17/h1-2,4-5,12-13,26H,3,6-11H2,(H,29,30)(H,31,32)(H,23,27,28)(H2,24,25,33)
InChIKey 
XZKJHCUXRYHRMJ-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
Activity
Active
Binding sites
PF02146

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_1346.

PDB 21

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

Ligand PDB entry

ChEMBL 84

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)