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Details

Stereochemistry ACHIRAL
Molecular Formula C18H18F3N3O
Molecular Weight 349.3502
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SRPIN340

SMILES

FC(F)(F)C1=CC=C(N2CCCCC2)C(NC(=O)C3=CC=NC=C3)=C1

InChI

InChIKey=DWFGGOFPIISJIT-UHFFFAOYSA-N
InChI=1S/C18H18F3N3O/c19-18(20,21)14-4-5-16(24-10-2-1-3-11-24)15(12-14)23-17(25)13-6-8-22-9-7-13/h4-9,12H,1-3,10-11H2,(H,23,25)

HIDE SMILES / InChI

Molecular Formula C18H18F3N3O
Molecular Weight 349.3502
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

SRPIN340 was investigated as selective serine arginine protein kinase (SRPK) 1 inhibitor, it also could inhibit SRPK2 at higher concentrations, but did not significantly inhibit other SRPKs such as CLK1 and CLK4, or other classes of SR kinases. It was shown, that SRPIN340 targeted host proteins, and might be effective against multiple hepatitis C virus (HCV) genotypes. Furthermore, the toxicity data available for SRPIN340 were promising and no adverse effects were observed when SRPIN340 was administered orally to rats. On the other hand, the fact that this inhibitor acted through cellular components still raises concerns regarding its safety in the case of human use. Future studies with SRPIN340, its derivatives, and other chemicals that target SRPKs could be directed toward developing a new class of antiviral treatment regimens and drugs.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.89 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Utilization of host SR protein kinases and RNA-splicing machinery during viral replication.
2006 Jul 25
SRPK1 inhibition in vivo: modulation of VEGF splicing and potential treatment for multiple diseases.
2012 Aug
SRPK1 inhibition modulates VEGF splicing to reduce pathological neovascularization in a rat model of retinopathy of prematurity.
2013 Aug 27
Patents

Sample Use Guides

in rats (toxicity effect): No adverse effects were observed when SRPIN340 was orally administrated to rats, even at the highest SRPIN340 dose (2,000 mg/kg). 10 rats were observed for 2 weeks after SRPIN340 administration. All of the rats survived,
Route of Administration: Oral
SRPIN340 (40 μM) rescues Vero cells from the cytopathic effect of Sindbis virus. In a plaque assay with Vero cells, the SRPIN340 IC50 for Sindbis virus propagation was 60 μM. Preliminary studies indicate that SRPIN340 also suppresses propagation of severe acute respiratory syndrome virus. Thus, the kinase activities of SR protein kinase (SRPKs) appear to be required for propagation of a variety of RNA viruses. SRPIN340 in a dose-dependent manner (0, 10, 20 and 50 uM) inhibits SR phosphorylation by SRPK in Flp-In293 cells and promotes degradation of SRp75. Thus, because retention of SRp75 is necessary for HIV expression, SRPIN340 emerges as a potential inhibitor of HIV production
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:33:07 GMT 2023
Edited
by admin
on Sat Dec 16 15:33:07 GMT 2023
Record UNII
9QS4MR9N9D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SRPIN340
Code English
4-Pyridinecarboxamide, N-[2-(1-piperidinyl)-5-(trifluoromethyl)phenyl]-
Systematic Name English
N-[2-(1-Piperidinyl)-5-(trifluoromethyl)phenyl]pyridine-4-carboxamide
Systematic Name English
N-[2-(1-Piperidinyl)-5-(trifluoromethyl)phenyl]-4-pyridinecarboxamide
Systematic Name English
SRPIN-340
Code English
Code System Code Type Description
FDA UNII
9QS4MR9N9D
Created by admin on Sat Dec 16 15:33:07 GMT 2023 , Edited by admin on Sat Dec 16 15:33:07 GMT 2023
PRIMARY
CAS
218156-96-8
Created by admin on Sat Dec 16 15:33:07 GMT 2023 , Edited by admin on Sat Dec 16 15:33:07 GMT 2023
PRIMARY
PUBCHEM
2797577
Created by admin on Sat Dec 16 15:33:07 GMT 2023 , Edited by admin on Sat Dec 16 15:33:07 GMT 2023
PRIMARY