Ligand profile

CHEMBL4740005

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt P9WJF1 Formula C₂₄H₂₉F₃N₄O₂S
pchembl 6.41 ~389.0 nM
Mol. weight 494.58 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4740005
UniProt (similar protein)
P9WJF1
pchembl
6.410 (~389.0 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 494.58 Da
LogP (Crippen) 4.14
H-bond donors 1
H-bond acceptors 6
TPSA 65.54 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 34
Fraction sp³ C 0.54
Formula C₂₄H₂₉F₃N₄O₂S

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 65.5
  • −1 ≤ LogP ≤ 5 4.14
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 494.6
  • LogP ≤ 5 4.14
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 65.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CNC(=O)/C=C/c1cc(C(F)(F)F)cc2c(=O)nc(N3CCN(CC4CCCCC4)CC3)sc12
InChI 
InChI=1S/C24H29F3N4O2S/c1-28-20(32)8-7-17-13-18(24(25,26)27)14-19-21(17)34-23(29-22(19)33)31-11-9-30(10-12-31)15-16-5-3-2-4-6-16/h7-8,13-14,16H,2-6,9-12,15H2,1H3,(H,28,32)/b8-7+
InChIKey 
IQFNKZHTMDAWMM-BQYQJAHWSA-N

Provenance

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

Method
LigQ domain
Source
ChEMBL
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)