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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27N5
Molecular Weight 373.494
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SANT 1

SMILES

CC1=NN(C(C)=C1\C=N\N2CCN(CC3=CC=CC=C3)CC2)C4=CC=CC=C4

InChI

InChIKey=FOORCIAZMIWALX-JJIBRWJFSA-N
InChI=1S/C23H27N5/c1-19-23(20(2)28(25-19)22-11-7-4-8-12-22)17-24-27-15-13-26(14-16-27)18-21-9-5-3-6-10-21/h3-12,17H,13-16,18H2,1-2H3/b24-17+

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19421011 | https://www.ncbi.nlm.nih.gov/pubmed/26943330 | https://www.ncbi.nlm.nih.gov/pubmed/26781311 | https://www.ncbi.nlm.nih.gov/pubmed/23548480

SANT-1 is antagonist of Smoothened (Smo), a distant relative of G protein-coupled receptors, mediates Hedgehog (Hh) signaling during embryonic development and can initiate or transmit ligand-independent pathway activation in tumorigenesis. It suppressed cancer cell viability, proliferation and colony formation.

Originator

Approval Year

TargetsConditions

Conditions

PubMed

PubMed

TitleDatePubMed
Identification and characterization of Hedgehog modulator properties after functional coupling of Smoothened to G15.
2006 Oct 20
Smoothened adopts multiple active and inactive conformations capable of trafficking to the primary cilium.
2009
Combined targeting of histone deacetylases and hedgehog signaling enhances cytoxicity in pancreatic cancer.
2009 Jul
Evidence for allosteric interactions of antagonist binding to the smoothened receptor.
2009 Jun
Small-molecule modulators of the Sonic Hedgehog signaling pathway.
2010 Jan
Targeting hedgehog signaling pathway in pediatric tumors: in vitro evaluation of SMO and GLI inhibitors.
2016 Mar
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
SMO inhibition in a panel of 18 tumor cell lines by SANT1 moderately decreased cell viability with GI50s between 28 and 93 uM
Name Type Language
SANT 1
Common Name English
N-[(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-4-(phenylmethyl)-1-piperazinamine
Systematic Name English
1-Piperazinamine, N-[(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-4-(phenylmethyl)-
Systematic Name English
(4-Benzyl-piperazin-1-yl)-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethylene)-amine
Systematic Name English
Code System Code Type Description
FDA UNII
GYK6BKF2M2
Created by admin on Sat Dec 16 20:02:25 GMT 2023 , Edited by admin on Sat Dec 16 20:02:25 GMT 2023
PRIMARY
CAS
304909-07-7
Created by admin on Sat Dec 16 20:02:25 GMT 2023 , Edited by admin on Sat Dec 16 20:02:25 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
6878030
Created by admin on Sat Dec 16 20:02:25 GMT 2023 , Edited by admin on Sat Dec 16 20:02:25 GMT 2023
PRIMARY