Ligand profile

CHEMBL5564800

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt P9WJF1 Formula C₁₉H₁₈F₃N₃O₃S
pchembl 7.75 ~17.8 nM
Mol. weight 425.43 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5564800
UniProt (similar protein)
P9WJF1
pchembl
7.750 (~17.8 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 425.43 Da
LogP (Crippen) 4.60
H-bond donors 0
H-bond acceptors 6
TPSA 76.34 Ų
Rotatable bonds 3
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.47
Formula C₁₉H₁₈F₃N₃O₃S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 76.3
  • −1 ≤ LogP ≤ 5 4.60
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 425.4
  • LogP ≤ 5 4.60
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 76.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(CC#CC1CCCCC1)c1nc(=O)c2cc(C(F)(F)F)cc([N+](=O)[O-])c2s1
InChI 
InChI=1S/C19H18F3N3O3S/c1-24(9-5-8-12-6-3-2-4-7-12)18-23-17(26)14-10-13(19(20,21)22)11-15(25(27)28)16(14)29-18/h10-12H,2-4,6-7,9H2,1H3
InChIKey 
JGGCJDKYSHRUDW-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ domain
Source
ChEMBL
Activity
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF01565' 'PF04030

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to O00116.

PDB 63

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

Ligand PDB entry

ChEMBL 52

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)