Ligand profile

CHEMBL4514573

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt A0R607 Formula C₂₃H₁₇F₃N₄O₂S
Mol. weight 470.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4514573
UniProt (similar protein)
A0R607
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 470.48 Da
LogP (Crippen) 6.21
H-bond donors 0
H-bond acceptors 6
TPSA 73.85 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 33
Fraction sp³ C 0.13
Formula C₂₃H₁₇F₃N₄O₂S

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 73.8
  • −1 ≤ LogP ≤ 5 6.21
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 470.5
  • LogP ≤ 5 6.21
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 73.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=[N+]([O-])c1cc(-c2nnc(SCc3ccccc3)n2Cc2ccccc2)cc(C(F)(F)F)c1
InChI 
InChI=1S/C23H17F3N4O2S/c24-23(25,26)19-11-18(12-20(13-19)30(31)32)21-27-28-22(33-15-17-9-5-2-6-10-17)29(21)14-16-7-3-1-4-8-16/h1-13H,14-15H2
InChIKey 
CJGATUYITYPANU-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

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)