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Details

Stereochemistry ABSOLUTE
Molecular Formula C40H44N4O5S
Molecular Weight 692.8688
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AM-679

SMILES

CC(=O)N1[C@@]([H])(Cc2ccccc21)COc3ccc4c(c3)c(c(CC(C)(C)C(=O)O)n4Cc5ccc(cc5)-c6ncc(cn6)OC)SC(C)(C)C

InChI

InChIKey=VYXWHVDEWWHDLH-LJAQVGFWSA-N
InChI=1S/C40H44N4O5S/c1-25(45)44-29(18-28-10-8-9-11-33(28)44)24-49-30-16-17-34-32(19-30)36(50-39(2,3)4)35(20-40(5,6)38(46)47)43(34)23-26-12-14-27(15-13-26)37-41-21-31(48-7)22-42-37/h8-17,19,21-22,29H,18,20,23-24H2,1-7H3,(H,46,47)/t29-/m0/s1

HIDE SMILES / InChI

Molecular Formula C40H44N4O5S
Molecular Weight 692.8688
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19759251

AM-679 is a drug that acts as a moderately potent agonist for the cannabinoid receptors. AM-679 is a 5-lipoxygenase-activating protein inhibitor. AM-679, found in Italy for the first time, but also identified during a seizure made by Hungarian authorities, almost concurrent with the Italian seizure.

CNS Activity

Curator's Comment:: Cannabinoid receptor CB1 agonist

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
5-Lipoxygenase-activating protein inhibitors. Part 2: 3-{5-((S)-1-Acetyl-2,3-dihydro-1H-indol-2-ylmethoxy)-3-tert-butylsulfanyl-1-[4-(5-methoxy-pyrimidin-2-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid (AM679)--a potent FLAP inhibitor.
2010 Jan 1
Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary.
2012 Jan 10
Patents

Patents

Sample Use Guides

Mice: topical, 60 ng AM679 in 2 ul sterile saline
Route of Administration: Topical
AM-679 inhibits FLAP, as demonstrated in an in vitro human FLAP membrane binding assay with a 50% inhibitory concentration (IC50) of 2 nM and when assayed as an inhibitor of ex vivo ionophore-challenged mouse and human blood LTB4 synthesis with IC50s of 55 nM and 154 nM, respectively.
Substance Class Chemical
Created
by admin
on Sat Jun 26 01:12:10 UTC 2021
Edited
by admin
on Sat Jun 26 01:12:10 UTC 2021
Record UNII
65KJ8P7M9D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AM-679
Common Name English
1H-INDOLE-2-PROPANOIC ACID, 5-(((2S)-1-ACETYL-2,3-DIHYDRO-1H-INDOL-2-YL)METHOXY)-3-((1,1-DIMETHYLETHYL)THIO)-1-((4-(5-METHOXY-2-PYRIMIDINYL)PHENYL)METHYL)-.ALPHA.,.ALPHA.-DIMETHYL-
Systematic Name English
Code System Code Type Description
PUBCHEM
44627267
Created by admin on Sat Jun 26 01:12:10 UTC 2021 , Edited by admin on Sat Jun 26 01:12:10 UTC 2021
PRIMARY
CAS
1206880-66-1
Created by admin on Sat Jun 26 01:12:10 UTC 2021 , Edited by admin on Sat Jun 26 01:12:10 UTC 2021
PRIMARY
FDA UNII
65KJ8P7M9D
Created by admin on Sat Jun 26 01:12:10 UTC 2021 , Edited by admin on Sat Jun 26 01:12:10 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY