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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H28Cl2FNO5
Molecular Weight 476.366
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MGS-0210

SMILES

[H][C@@]12C[C@@H](OCC3=CC=C(Cl)C(Cl)=C3)[C@@](N)(C(O)=O)[C@]1([H])[C@@]2(F)C(=O)OCCCCCCC

InChI

InChIKey=SVZJNGHWEHDHLT-OUSKECTQSA-N
InChI=1S/C22H28Cl2FNO5/c1-2-3-4-5-6-9-30-20(29)21(25)14-11-17(22(26,18(14)21)19(27)28)31-12-13-7-8-15(23)16(24)10-13/h7-8,10,14,17-18H,2-6,9,11-12,26H2,1H3,(H,27,28)/t14-,17-,18+,21-,22+/m1/s1

HIDE SMILES / InChI

Molecular Formula C22H28Cl2FNO5
Molecular Weight 476.366
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis, in vitro pharmacology, structure-activity relationships, and pharmacokinetics of 3-alkoxy-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid derivatives as potent and selective group II metabotropic glutamate receptor antagonists.
2004 Aug 26
MGS0039: a potent and selective group II metabotropic glutamate receptor antagonist with antidepressant-like activity.
2004 Mar
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:08:49 GMT 2023
Edited
by admin
on Sat Dec 16 10:08:49 GMT 2023
Record UNII
12XH8EKL2A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MGS-0210
Common Name English
(1R,3R,4R,5R,6R)-4-AMINO-3-((3,4-DICHLOROPHENYL)METHOXY)-6-FLUORO-6-HEPTOXYCARBONYL-BICYCLO(3.1.0)HEXANE-4-CARBOXYLIC ACID
Systematic Name English
BCI-838
Code English
(+)-MGS-0210
Common Name English
BICYCLO(3.1.0)HEXANE-2,6-DICARBOXYLIC ACID, 2-AMINO-3-((3,4-DICHLOROPHENYL)METHOXY)-6-FLUORO-, 6-HEPTYL ESTER, (1R,2R,3R,5R,6R)-
Systematic Name English
Code System Code Type Description
FDA UNII
12XH8EKL2A
Created by admin on Sat Dec 16 10:08:49 GMT 2023 , Edited by admin on Sat Dec 16 10:08:49 GMT 2023
PRIMARY
PUBCHEM
11641449
Created by admin on Sat Dec 16 10:08:49 GMT 2023 , Edited by admin on Sat Dec 16 10:08:49 GMT 2023
PRIMARY
CAS
820244-38-0
Created by admin on Sat Dec 16 10:08:49 GMT 2023 , Edited by admin on Sat Dec 16 10:08:49 GMT 2023
PRIMARY
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
ACTIVE MOIETY
Actually, BCI-838 is a "prodrug." It gets converted to its active form, BCI-632, only after being metabolized in the body. BCI-632 blocks proteins in the brain known as Group II metabotropic glutamate receptors. These receptors normally bind with glutamate, a neurotransmitter that is abundant in the brain, to enable memory and other brain functions.