Ligand profile

CHEMBL4798070

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt P9WJF1 Formula C₂₀H₂₃ClF₃N₃OS
pchembl 6.04 ~912.0 nM
Mol. weight 445.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4798070
UniProt (similar protein)
P9WJF1
pchembl
6.040 (~912.0 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 445.94 Da
LogP (Crippen) 5.03
H-bond donors 0
H-bond acceptors 5
TPSA 36.44 Ų
Rotatable bonds 3
Aromatic rings 2 / 4
Heavy atoms 29
Fraction sp³ C 0.60
Formula C₂₀H₂₃ClF₃N₃OS

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 36.4
  • −1 ≤ LogP ≤ 5 5.03
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 445.9
  • LogP ≤ 5 5.03
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 36.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=c1nc(N2CCN(CC3CCCCC3)CC2)sc2c(Cl)cc(C(F)(F)F)cc12
InChI 
InChI=1S/C20H23ClF3N3OS/c21-16-11-14(20(22,23)24)10-15-17(16)29-19(25-18(15)28)27-8-6-26(7-9-27)12-13-4-2-1-3-5-13/h10-11,13H,1-9,12H2
InChIKey 
JOWXVNTWJBWEGH-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)