Ligand profile

CHEMBL5185695

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₃₃H₄₀FN₇O₆S₂
pchembl 6.54 ~288.4 nM
Mol. weight 713.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5185695
UniProt (similar protein)
Q9NXA8
pchembl
6.540 (~288.4 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 713.86 Da
LogP (Crippen) 2.92
H-bond donors 7
H-bond acceptors 8
TPSA 190.48 Ų
Rotatable bonds 17
Aromatic rings 4 / 5
Heavy atoms 49
Fraction sp³ C 0.39
Formula C₃₃H₄₀FN₇O₆S₂

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 190.5
  • −1 ≤ LogP ≤ 5 2.92
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 713.9
  • LogP ≤ 5 2.92
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 190.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NC1CCC1)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCCNC(=S)NCCc1cc(O)on1)NS(=O)(=O)c1cccc(F)c1
InChI 
InChI=1S/C33H40FN7O6S2/c34-22-7-5-10-25(18-22)49(45,46)41-28(13-3-4-15-35-33(48)36-16-14-24-19-30(42)47-40-24)31(43)39-29(32(44)38-23-8-6-9-23)17-21-20-37-27-12-2-1-11-26(21)27/h1-2,5,7,10-12,18-20,23,28-29,37,41-42H,3-4,6,8-9,13-17H2,(H,38,44)(H,39,43)(H2,35,36,48)/t28-,29-/m0/s1
InChIKey 
KMTDYXZXIAITGX-VMPREFPWSA-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)