Ligand profile

CHEMBL5984913

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P34913 Formula C₂₆H₂₅ClF₃N₃O₂S
pchembl 9.39 ~0.4 nM
Mol. weight 536.02 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5984913
UniProt (similar protein)
P34913
pchembl
9.390 (~0.4 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 536.02 Da
LogP (Crippen) 5.24
H-bond donors 1
H-bond acceptors 4
TPSA 52.65 Ų
Rotatable bonds 7
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.31
Formula C₂₆H₂₅ClF₃N₃O₂S

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 52.7
  • −1 ≤ LogP ≤ 5 5.24
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 536.0
  • LogP ≤ 5 5.24
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 52.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCc1ccccc1C(F)(F)F)c1ccc(CN2CCN(C(=O)Cc3ccccc3Cl)CC2)s1
InChI 
InChI=1S/C26H25ClF3N3O2S/c27-22-8-4-2-5-18(22)15-24(34)33-13-11-32(12-14-33)17-20-9-10-23(36-20)25(35)31-16-19-6-1-3-7-21(19)26(28,29)30/h1-10H,11-17H2,(H,31,35)
InChIKey 
FSLXQVBBUTZUIO-UHFFFAOYSA-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
Activity
677437
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)