General Information of the Compound
Compound ID
CP0545449
Compound Name
APILIMOD
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Synonyms
Apilimod
Apilimod [INN]
EX-A908
GFW2K84S4L
N-[(3-methylphenyl)methylideneamino]-6-morpholin-4-yl-2-(2-pyridin-2-ylethoxy)pyrimidin-4-amine
STA 5326
STA-5326
STA5326
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Structure
Formula
C23H26N6O2
Molecular Weight
418.501
Canonical SMILES
Cc1cccc(\C=N\Nc2cc(nc(OCCc3ccccn3)n2)N2CCOCC2)c1
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InChI
InChI=1S/C23H26N6O2/c1-18-5-4-6-19(15-18)17-25-28-21-16-22(29-10-13-30-14-11-29)27-23(26-21)31-12-8-20-7-2-3-9-24-20/h2-7,9,15-17H,8,10-14H2,1H3,(H,26,27,28)/b25-17+
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InChIKey
HSKAZIJJKRAJAV-KOEQRZSOSA-N
CAS
541550-19-0
Physicochemical Property
logP
3.08412
Rotatable Bonds
8
Heavy Atom Count
31
Polar Areas
84.76
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
8
Complexity
31

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 10173277
SID: 15167343
ChEMBL ID
CHEMBL4297643
DrugBank ID
DB05611
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT04732, 1-phosphatidylinositol 3-phosphate 5-kinase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 3.4 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 14 nM
Clinical Information about the Compound
Drug 1 ( STA-5326 )
Drug Name STA-5326
Company Synta Pharma
Indication
Rheumatoid arthritis
Phase 2
Crohn disease
Phase 2
Drug 2 ( Apilimod )
Drug Name Apilimod
Indication
Coronavirus Disease 2019 (COVID-19)
Preclinical
Target(s)
HUMAN phosphatidylinositol 3-phosphate 5-kinase (PIKfyve)
Inhibitor