IBREXAFUNGERP CITRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C44H67N5O4.C6H8O7
Molecular Weight	922.1574
Optical Activity	UNSPECIFIED
Defined Stereocenters	12 / 12
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CC(O)(CC(O)=O)C(O)=O.[H][C@]12CC[C@@]3([H])[C@@]4(C)COC[C@@]3(C[C@H]([C@@H]4OC[C@](C)(N)C(C)(C)C)N5N=CN=C5C6=CC=NC=C6)C1=CC[C@@]7(C)[C@H](C(O)=O)[C@](C)(CC[C@]27C)[C@H](C)C(C)C

InChI

InChIKey=WKIRTJACGBEXBZ-FQGZCCSZSA-N

InChI=1S/C44H67N5O4.C6H8O7/c1-27(2)28(3)39(7)18-19-41(9)30-12-13-33-40(8)23-52-25-44(33,31(30)14-17-42(41,10)34(39)37(50)51)22-32(35(40)53-24-43(11,45)38(4,5)6)49-36(47-26-48-49)29-15-20-46-21-16-29;7-3(8)1-6(13,5(11)12)2-4(9)10/h14-16,20-21,26-28,30,32-35H,12-13,17-19,22-25,45H2,1-11H3,(H,50,51);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t28-,30+,32-,33+,34-,35+,39-,40-,41-,42+,43+,44+;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C44H67N5O4
Molecular Weight	730.0339
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	12 / 12
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C6H8O7
Molecular Weight	192.1235
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25896696 | https://www.ncbi.nlm.nih.gov/pubmed/25512406 | https://www.ncbi.nlm.nih.gov/pubmed/24323472 | https://www.ncbi.nlm.nih.gov/pubmed/23190764

MK-3118 is an orally active inhibitor of fungal β-(1,3)-glucan synthase patented by Merck Sharp & Dohme Corp for the treatment of fungal infections. MK-3118 demonstrated enhanced efficacy for most C. albicans and C. glabrata ER isolates relative to caspofungin. MK-3118 showed no or poor activity against Mucoromycotina and Fusarium spp. However, MK-3118 was highly active against Paecilomyces variotii and was the only compound displaying some activity against notoriously pan-resistant Scedosporium prolificans.

Originator

Approval Year

PubMed

Title	Date	PubMed
Antifungal activities of SCY-078 (MK-3118) and standard antifungal agents against clinical non-Aspergillus mold isolates.	2015 Jul	25896696

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 14:25:23 GMT 2023` Edited by `admin` on `Sat Dec 16 14:25:23 GMT 2023`
Record UNII	M4NU2SDX3E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IBREXAFUNGERP CITRATE

Official Name

English

4H-1,4A-PROPANO-2H-PHENANTHRO(1,2-C)PYRAN-7-CARBOXYLIC ACID, 15-((2R)-2-AMINO-2,3,3-TRIMETHYLBUTOXY)-8-((1R)-1,2-DIMETHYLPROPYL)-1,6,6A,7,8,9,10,10A,10B,11,12,12A-DODECAHYDRO-1,6A,8,10A-TETRAMETHYL-14-(5-(4-PYRIDINYL)-1H-1,2,4-TRIAZOL-1-YL)-, (1S,4AR,6AS

Systematic Name

English

IBREXAFUNGERP CITRATE [USAN]

Common Name

English

SCY-078 CITRATE

Code

English

BREXAFEMME

Brand Name

English

IBREXAFUNGERP CITRATE [ORANGE BOOK]

Common Name

English

(1S,4AR,6AS,7R,8R,10AR,10BR,12AR,14R,15R)-15-((2R)- 2-AMINO-2,3,3-TRIMETHYLBUTOXY)-1,6A,8,10A-TETRAMETHYL-8- ((2R)-3-METHYLBUTAN-2-YL)-14-(5-(PYRIDIN-4-YL)-1H-1,2,4- TRIAZOL-1-YL)-1,6,6A,7,8,9,10,10A,10B,11,12,12A-DODECAHYDRO-2H,4H-1,4A-PROPANOPHENANTHRO

Systematic Name

English

Ibrexafungerp citrate [WHO-DD]

Common Name

English

Code System Code Type Description

PUBCHEM

137552087