Ligand profile

CHEMBL5570637

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0681 — alpha/beta hydrolase fold family protein

Via homolog UniProt P34913 Formula C₂₄H₂₆F₄N₄O₇S
pchembl 9.60 ~0.3 nM
Mol. weight 590.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5570637
UniProt (similar protein)
P34913
pchembl
9.600 (~0.3 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 590.55 Da
LogP (Crippen) 3.45
H-bond donors 3
H-bond acceptors 7
TPSA 143.14 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 40
Fraction sp³ C 0.38
Formula C₂₄H₂₆F₄N₄O₇S

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 143.1
  • −1 ≤ LogP ≤ 5 3.45
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 590.6
  • LogP ≤ 5 3.45
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 143.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CCNC(=O)[C@@H]1CCCN(S(=O)(=O)c2ccc(NC(=O)Nc3ccc(OC(F)(F)F)cc3)c(F)c2)C1
InChI 
InChI=1S/C24H26F4N4O7S/c1-38-21(33)10-11-29-22(34)15-3-2-12-32(14-15)40(36,37)18-8-9-20(19(25)13-18)31-23(35)30-16-4-6-17(7-5-16)39-24(26,27)28/h4-9,13,15H,2-3,10-12,14H2,1H3,(H,29,34)(H2,30,31,35)/t15-/m1/s1
InChIKey 
DOJCISQOFNVCQB-OAHLLOKOSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00561

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_0681.

PDB 99

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

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)