Ligand profile

CHEMBL5197726

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₂₄H₃₀N₄O₆S
pchembl 6.05 ~891.3 nM
Mol. weight 502.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5197726
UniProt (similar protein)
Q9NXA8
pchembl
6.050 (~891.3 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 502.59 Da
LogP (Crippen) 2.73
H-bond donors 6
H-bond acceptors 6
TPSA 149.02 Ų
Rotatable bonds 13
Aromatic rings 2 / 2
Heavy atoms 35
Fraction sp³ C 0.33
Formula C₂₄H₃₀N₄O₆S

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 149.0
  • −1 ≤ LogP ≤ 5 2.73
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 502.6
  • LogP ≤ 5 2.73
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 149.0
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)Nc1cccc(O)c1
InChI 
InChI=1S/C24H30N4O6S/c29-19-10-6-9-18(15-19)27-22(32)20(28-24(33)34-16-17-7-2-1-3-8-17)11-4-5-13-25-23(35)26-14-12-21(30)31/h1-3,6-10,15,20,29H,4-5,11-14,16H2,(H,27,32)(H,28,33)(H,30,31)(H2,25,26,35)
InChIKey 
VPLHZDTZCQEORG-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)