BASIFUNGIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C60H92N8O11
Molecular Weight	1101.4195
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CCCN1C(=O)[C@H](CC3=CC=CC=C3)N(C)C(=O)[C@H](CC4=CC=CC=C4)NC(=O)[C@H](C(C)C)N(C)C(=O)[C@]([H])(OC(=O)[C@@H](N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)N(C)C(=O)[C@@]([H])(NC2=O)[C@H](C)CC)C(C)(C)O)[C@H](C)CC

InChI

InChIKey=RLMLFADXHJLPSQ-QKCBWMAHSA-N

InChI=1S/C60H92N8O11/c1-17-38(9)46-57(75)65(14)47(36(5)6)52(70)61-42(32-35(3)4)55(73)67(16)50(60(11,12)78)59(77)79-49(39(10)18-2)58(76)66(15)48(37(7)8)53(71)62-43(33-40-26-21-19-22-27-40)54(72)64(13)45(34-41-28-23-20-24-29-41)56(74)68-31-25-30-44(68)51(69)63-46/h19-24,26-29,35-39,42-50,78H,17-18,25,30-34H2,1-16H3,(H,61,70)(H,62,71)(H,63,69)/t38-,39-,42+,43+,44+,45+,46+,47+,48+,49-,50-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7555208 | https://adisinsight.springer.com/drugs/800004447

Basifungin, previously known as LY 295337 or aureuobacidin A, is an antifungal agent that inhibits phosphorylceramide synthase. The development of basifungin against mycoses was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Inhibition of inositol phosphorylceramide synthase by aureobasidin A in Candida and Aspergillus species.	2000 Mar	10681333

Name

Type

Language

BASIFUNGIN

Official Name

English

LY295337

Code

English

N-((2R,3R)-2-HYDROXY-3-METHYLVALERYL)-N-METHYL-L-VALYL-L-PHENYLALANYL-N-METHYL-L-PHENYLALANYL-L-PROLYL-L-ALLOISOLEUCYL-N-METHYL-L-VALYL-L-LEUCYL-3-HYDROXY-N-METHYL-L-VALINE .ALPHA.(SUB 1)-LACTONE

Common Name

English

AUREOBASIDIN A

Common Name

English

R-106-1

Code

English

NK-204

Code

English

LY-295337

Code

English

BASIFUNGIN [USAN]

Common Name

English

basifungin [INN]

Common Name

English

R106-1

Code

English

NK 204

Code

English

R106 1

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C514