Ligand profile

CHEMBL5172115

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₃₃H₄₃N₅O₆S
pchembl 7.66 ~21.9 nM
Mol. weight 637.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5172115
UniProt (similar protein)
Q9NXA8
pchembl
7.660 (~21.9 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 637.80 Da
LogP (Crippen) 4.36
H-bond donors 6
H-bond acceptors 6
TPSA 161.65 Ų
Rotatable bonds 18
Aromatic rings 3 / 3
Heavy atoms 45
Fraction sp³ C 0.42
Formula C₃₃H₄₃N₅O₆S

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 161.6
  • −1 ≤ LogP ≤ 5 4.36
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 637.8
  • LogP ≤ 5 4.36
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 161.6
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)CCCC(=O)O)NC(=O)OCc1ccccc1
InChI 
InChI=1S/C33H43N5O6S/c1-22(2)36-32(42)28(19-24-20-35-26-14-7-6-13-25(24)26)37-31(41)27(38-33(43)44-21-23-11-4-3-5-12-23)15-8-9-18-34-29(45)16-10-17-30(39)40/h3-7,11-14,20,22,27-28,35H,8-10,15-19,21H2,1-2H3,(H,34,45)(H,36,42)(H,37,41)(H,38,43)(H,39,40)/t27-,28-/m0/s1
InChIKey 
LGHUTRIUIYOPNT-NSOVKSMOSA-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)