U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C63H85N8O17
Molecular Weight 1226.3924
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 15
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of REZAFUNGIN

SMILES

[H][C@@]12C[C@@H](O)CN1C(=O)[C@@]([H])(NC(=O)[C@H](C[C@@H](O)[C@H](NC(=O)[C@]3([H])[C@@H](O)[C@@H](C)CN3C(=O)[C@@]([H])(NC(=O)[C@@]([H])(NC2=O)[C@H](O)[C@@H](O)C4=CC=C(O)C=C4)[C@@H](C)O)OCC[N+](C)(C)C)NC(=O)C5=CC=C(C=C5)C6=CC=C(C=C6)C7=CC=C(OCCCCC)C=C7)[C@@H](C)O

InChI

InChIKey=LNFCWEXGZIEGJW-TXSVMFMRSA-O
InChI=1S/C63H84N8O17/c1-8-9-10-28-87-45-25-21-40(22-26-45)38-13-11-37(12-14-38)39-15-17-42(18-16-39)56(80)64-46-31-48(76)61(88-29-27-71(5,6)7)68-60(84)52-53(77)34(2)32-70(52)63(86)50(36(4)73)66-59(83)51(55(79)54(78)41-19-23-43(74)24-20-41)67-58(82)47-30-44(75)33-69(47)62(85)49(35(3)72)65-57(46)81/h11-26,34-36,44,46-55,61,72-73,75-79H,8-10,27-33H2,1-7H3,(H5-,64,65,66,67,68,74,80,81,82,83,84)/p+1/t34-,35+,36+,44+,46-,47-,48+,49-,50-,51-,52-,53-,54-,55-,61+/m0/s1

HIDE SMILES / InChI
Biafungin (formerly SP 3025 or CD101), a highly stable echinocandin and an antifungal drug that was studied against panels of Candida and Aspergillus clinical isolates. Biafungin was involved in phase II clinical trials in the treatment of acute moderate to severe vulvovaginal candidiasis. Seachaid Pharmaceuticals invented this drug. Then Cidara Therapeutics acquired a worldwide exclusive license to develop and commercialize the drug.

Approval Year

PubMed

PubMed

TitleDatePubMed
CD101: a novel long-acting echinocandin.
2016 Sep
Systemic Antifungal Agents: Current Status and Projected Future Developments.
2017
Activity of CD101, a long-acting echinocandin, against clinical isolates of Candida auris.
2018 Mar

Sample Use Guides

CD101 (Biafungin) Vaginal Gel (3%) intravaginally applied topical gel on Days 1 and 2. CD101 external gel (1%) applied topically twice daily over 72 hours as needed
Route of Administration: Vaginal
Name Type Language
REZAFUNGIN
USAN  
USAN  
Official Name English
CD101
Code English
BIAFUNGIN
Common Name English
CD-101
Code English
REZAFUNGIN [USAN]
Common Name English
2-(((2R,6S,9S,11R,12R,14AS,15S,16S,20S,23S,25AS)-23-((1S,2S)-1,2-DIHYDROXY-2-(4-HYDROXYPHENY)ETHYL)-2,11,15-TETRAHYDROXY-6,20-BIS((1R)-1-HYDROXYETHYL)-16-METHYL-5,8,14,19,22,25-HEXAOXO-9-(34-(PENTYLOXY)-11,21:24,31-TERPHENYL-14-CARBOXAMIDO)TETRACOSAHYDRO
Systematic Name English
ECHINOCANDIN B, 1-((4R,5R)-4-HYDROXY-N2-((4''-(PENTYLOXY)(1,1':4',1''-TERPHENYL)-4-YL)CARBONYL)-5-(2-(TRIMETHYLAMMONIO)ETHOXY)-L-ORNITHINE)-4-((4S)-4-HYDROXY-4-(4-HYDROXYPHENYL)-L-ALLOTHREONINE)-
Systematic Name English
REZAFUNGIN CATION
Common Name English
SP-3025
Code English
REZAFUNGIN ION
Common Name English
Rezafungin [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Sat Dec 16 11:10:55 UTC 2023 , Edited by admin on Sat Dec 16 11:10:55 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C152205
Created by admin on Sat Dec 16 11:10:55 UTC 2023 , Edited by admin on Sat Dec 16 11:10:55 UTC 2023
PRIMARY
USAN
CD-180
Created by admin on Sat Dec 16 11:10:55 UTC 2023 , Edited by admin on Sat Dec 16 11:10:55 UTC 2023
PRIMARY
CAS
1396640-59-7
Created by admin on Sat Dec 16 11:10:55 UTC 2023 , Edited by admin on Sat Dec 16 11:10:55 UTC 2023
PRIMARY
FDA UNII
G013B5478J
Created by admin on Sat Dec 16 11:10:55 UTC 2023 , Edited by admin on Sat Dec 16 11:10:55 UTC 2023
PRIMARY
PUBCHEM
92135635
Created by admin on Sat Dec 16 11:10:55 UTC 2023 , Edited by admin on Sat Dec 16 11:10:55 UTC 2023
PRIMARY