Ligand profile

CHEMBL4763381

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt P9WJF1 Formula C₂₃H₂₇F₃N₄O₂S
pchembl 6.70 ~199.5 nM
Mol. weight 480.56 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4763381
UniProt (similar protein)
P9WJF1
pchembl
6.700 (~199.5 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 480.56 Da
LogP (Crippen) 3.88
H-bond donors 1
H-bond acceptors 6
TPSA 79.53 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 33
Fraction sp³ C 0.52
Formula C₂₃H₂₇F₃N₄O₂S

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 79.5
  • −1 ≤ LogP ≤ 5 3.88
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 480.6
  • LogP ≤ 5 3.88
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 79.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)/C=C/c1cc(C(F)(F)F)cc2c(=O)nc(N3CCN(CC4CCCCC4)CC3)sc12
InChI 
InChI=1S/C23H27F3N4O2S/c24-23(25,26)17-12-16(6-7-19(27)31)20-18(13-17)21(32)28-22(33-20)30-10-8-29(9-11-30)14-15-4-2-1-3-5-15/h6-7,12-13,15H,1-5,8-11,14H2,(H2,27,31)/b7-6+
InChIKey 
BNVSZORMQRZHFC-VOTSOKGWSA-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)