Ligand profile

CHEMBL5571161

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P34913 Formula C₂₃H₂₅F₄N₅O₇S
pchembl 9.60 ~0.3 nM
Mol. weight 591.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5571161
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 591.54 Da
LogP (Crippen) 2.78
H-bond donors 5
H-bond acceptors 7
TPSA 166.17 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 40
Fraction sp³ C 0.35
Formula C₂₃H₂₅F₄N₅O₇S

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 166.2
  • −1 ≤ LogP ≤ 5 2.78
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 591.5
  • LogP ≤ 5 2.78
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 166.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(CCNC(=O)[C@H]1CCCN(S(=O)(=O)c2ccc(NC(=O)Nc3ccc(OC(F)(F)F)cc3)c(F)c2)C1)NO
InChI 
InChI=1S/C23H25F4N5O7S/c24-18-12-17(40(37,38)32-11-1-2-14(13-32)21(34)28-10-9-20(33)31-36)7-8-19(18)30-22(35)29-15-3-5-16(6-4-15)39-23(25,26)27/h3-8,12,14,36H,1-2,9-11,13H2,(H,28,34)(H,31,33)(H2,29,30,35)/t14-/m0/s1
InChIKey 
SGYSSGHAZBAHCX-AWEZNQCLSA-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)