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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H11NO2
Molecular Weight 141.1677
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ICOFUNGIPEN

SMILES

N[C@H]1CC(=C)C[C@H]1C(O)=O

InChI

InChIKey=RKOUGZGFAYMUIO-RITPCOANSA-N
InChI=1S/C7H11NO2/c1-4-2-5(7(9)10)6(8)3-4/h5-6H,1-3,8H2,(H,9,10)/t5-,6+/m1/s1

HIDE SMILES / InChI
Icofungipen is a generic name of the compound, previously known as BAY 10-8888 or PLD-118. Icofungipen, a cyclic beta-amino acid was developed by PLIVA, under license from Bayer, for the potential oral treatment of fungal infection. The drug exerts its antifungal activity by inhibition of isoleucyl-tRNA synthetase activity and consequently disrupting protein biosynthesis. Phase II trials with an oral formulation of icofungipen were underway in Europe for Candida infection and for the treatment of vulvovaginal candidiasis in the USA, but these studies have been discontinued. In human toxicity studies, suppression of spermatogenesis in male volunteers was observed as a possible off-target adverse event.

Approval Year

PubMed

PubMed

TitleDatePubMed
Novel antifungal beta-amino acids: synthesis and activity against Candida albicans.
2003 Feb 10
Icofungipen (PLIVA).
2005 Aug
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
Name Type Language
ICOFUNGIPEN
INN  
INN  
Official Name English
BAY-10-8888
Code English
CYCLOPENTANECARBOXYLIC ACID, 2-AMINO-4-METHYLENE-, (1R-CIS)-
Systematic Name English
icofungipen [INN]
Common Name English
PLD-118
Code English
(-)-BAY-10-8888
Code English
(1R,2S)-2-AMINO-4-METHYLENECYCLOPENTANE-1-CARBOXYLIC ACID
Systematic Name English
CYCLOPENTANECARBOXYLIC ACID, 2-AMINO-4-METHYLENE-, (1R,2S)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL343803
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
CAS
526194-96-7
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
SUPERSEDED
INN
8385
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
FDA UNII
I20202Q8M8
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
CAS
198022-65-0
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
CAS
862075-18-1
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
SUPERSEDED
CAS
198022-66-1
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
SUPERSEDED
CAS
872691-28-6
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
SUPERSEDED
PUBCHEM
216240
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
MESH
C471265
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
NCI_THESAURUS
C65880
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
EPA CompTox
DTXSID90173515
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
SMS_ID
100000176263
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
PRIMARY
CAS
156292-48-7
Created by admin on Fri Dec 15 15:37:11 UTC 2023 , Edited by admin on Fri Dec 15 15:37:11 UTC 2023
SUPERSEDED