Ligand profile

CHEMBL5209009

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₂₇H₃₄N₄O₅S₂
pchembl 6.35 ~446.7 nM
Mol. weight 558.73 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5209009
UniProt (similar protein)
Q9NXA8
pchembl
6.350 (~446.7 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 558.73 Da
LogP (Crippen) 3.74
H-bond donors 5
H-bond acceptors 6
TPSA 128.79 Ų
Rotatable bonds 13
Aromatic rings 2 / 3
Heavy atoms 38
Fraction sp³ C 0.41
Formula C₂₇H₃₄N₄O₅S₂

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 128.8
  • −1 ≤ LogP ≤ 5 3.74
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 558.7
  • LogP ≤ 5 3.74
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 128.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)CCNC(=S)NCCCCC(NC(=O)OCc1ccccc1)C(=O)NC1CCSc2ccccc21
InChI 
InChI=1S/C27H34N4O5S2/c32-24(33)13-16-29-26(37)28-15-7-6-11-22(31-27(35)36-18-19-8-2-1-3-9-19)25(34)30-21-14-17-38-23-12-5-4-10-20(21)23/h1-5,8-10,12,21-22H,6-7,11,13-18H2,(H,30,34)(H,31,35)(H,32,33)(H2,28,29,37)
InChIKey 
GVPPLYLNGIEZIN-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
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)