Ligand profile

CHEMBL4787991

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt P9WJF1 Formula C₂₀H₂₃BrF₃N₃OS
Mol. weight 490.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4787991
UniProt (similar protein)
P9WJF1
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 490.39 Da
LogP (Crippen) 5.14
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 C₂₀H₂₃BrF₃N₃OS

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 5.14
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 490.4
  • LogP ≤ 5 5.14
  • 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(Br)cc(C(F)(F)F)cc12
InChI 
InChI=1S/C20H23BrF3N3OS/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 
IBADODWEMKWMKK-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)