GAT100
Chemical compound; modulator of the cannabinoid CB1 receptor
GAT100
Identifiers
IUPAC name
3-ethyl-5-isothiocyanato-N-(4-(piperidin-1-yl)phenethyl)-1
H
-indole-2-carboxamide
CAS Number
1663564-42-8
ChemSpider
58145179
Chemical and physical data
Formula
C
25
H
28
N
4
O
S
Molar mass
432.59
g·mol
−1
3D model (
JSmol
)
Interactive image
SMILES
CCc1c([nH]c2ccc(cc12)N=C=S)C(=O)NCCc3ccc(cc3)N4CCCCC4
InChI
InChI=1S/C25H28N4OS/c1-2-21-22-16-19(27-17-31)8-11-23(22)28-24(21)25(30)26-13-12-18-6-9-20(10-7-18)29-14-4-3-5-15-29/h6-11,16,28H,2-5,12-15H2,1H3,(H,26,30)
Key:YIYLMDVRSNXYOT-UHFFFAOYSA-N
GAT100
is a negative
allosteric modulator
of the
cannabinoid
CB
1
receptor
.
[
1
]
[
2
]
^
Kulkarni PM, Kulkarni AR, Korde A, Tichkule RB, Laprairie RB, Denovan-Wright EM, et al. (January 2016).
"Novel Electrophilic and Photoaffinity Covalent Probes for Mapping the Cannabinoid 1 Receptor Allosteric Site(s)"
.
Journal of Medicinal Chemistry
.
59
(1): 44–60.
doi
:
10.1021/acs.jmedchem.5b01303
.
PMC
4716578
.
PMID
26529344
.
^
Laprairie RB, Kulkarni AR, Kulkarni PM, Hurst DP, Lynch D, Reggio PH, et al. (June 2016).
"Mapping Cannabinoid 1 Receptor Allosteric Site(s): Critical Molecular Determinant and Signaling Profile of GAT100, a Novel, Potent, and Irreversibly Binding Probe"
.
ACS Chemical Neuroscience
.
7
(6): 776–98.
doi
:
10.1021/acschemneuro.6b00041
.
PMC
5358098
.
PMID
27046127
.