Ligand profile

CHEMBL5188575

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₃₂H₄₂N₆O₆S
pchembl 7.43 ~37.2 nM
Mol. weight 638.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5188575
UniProt (similar protein)
Q9NXA8
pchembl
7.430 (~37.2 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 638.79 Da
LogP (Crippen) 3.12
H-bond donors 7
H-bond acceptors 6
TPSA 173.68 Ų
Rotatable bonds 17
Aromatic rings 3 / 3
Heavy atoms 45
Fraction sp³ C 0.41
Formula C₃₂H₄₂N₆O₆S

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 173.7
  • −1 ≤ LogP ≤ 5 3.12
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 638.8
  • LogP ≤ 5 3.12
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 173.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCCNC(=S)NCCC(=O)O)NC(=O)OCc1ccccc1
InChI 
InChI=1S/C32H42N6O6S/c1-21(2)36-30(42)27(18-23-19-35-25-13-7-6-12-24(23)25)37-29(41)26(38-32(43)44-20-22-10-4-3-5-11-22)14-8-9-16-33-31(45)34-17-15-28(39)40/h3-7,10-13,19,21,26-27,35H,8-9,14-18,20H2,1-2H3,(H,36,42)(H,37,41)(H,38,43)(H,39,40)(H2,33,34,45)/t26-,27-/m0/s1
InChIKey 
IJWUYUIIQAPSDU-SVBPBHIXSA-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)