AM-679

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H44N4O5S
Molecular Weight	692.866
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CN=C(N=C1)C2=CC=C(CN3C(CC(C)(C)C(O)=O)=C(SC(C)(C)C)C4=C3C=CC(OC[C@@H]5CC6=C(C=CC=C6)N5C(C)=O)=C4)C=C2

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	692.866
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19914828 | http://www.google.com/patents/US6900236
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
5-lipoxygenase activating protein 7 Target ID: CHEMBL4550 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19914828	Inhibitor 8297	2.2 nM [IC50]
leukotriene B4 biosynthetic process 7 Target ID: GO:0097251 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19914828	Inhibitor 8297	154.0 nM [IC50]
leukotriene biosynthetic process 5 Target ID: GO:0019370 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19759251	Inhibitor 8297
Cannabinoid CB1 receptor 85 Target ID: CHEMBL218 Sources: http://www.google.com/patents/US6900236	Agonist 2678	13.5 nM [Ki]
Cannabinoid CB2 receptor 71 Target ID: CHEMBL253 Sources: http://www.google.com/patents/US6900236	Agonist 2678	49.5 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Respiratory syncytial virus infection 4 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19759251	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
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	19914828

Patents

Sample Use Guides

In Vivo Use Guide

Mice: topical, 60 ng AM679 in 2 ul sterile saline

Route of Administration: Topical

In Vitro Use Guide

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 Dec 16 08:33:31 UTC 2023` Edited by `admin` on `Sat Dec 16 08:33:31 UTC 2023`
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

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-AM-679