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Details

Stereochemistry ACHIRAL
Molecular Formula C28H27FN6O2
Molecular Weight 498.5514
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Olorofim

SMILES

CN1C(C)=CC(=C1C(=O)C(=O)NC2=CC=C(C=C2)N3CCN(CC3)C4=NC=C(F)C=N4)C5=CC=CC=C5

InChI

InChIKey=SUFPWYYDCOKDLL-UHFFFAOYSA-N
InChI=1S/C28H27FN6O2/c1-19-16-24(20-6-4-3-5-7-20)25(33(19)2)26(36)27(37)32-22-8-10-23(11-9-22)34-12-14-35(15-13-34)28-30-17-21(29)18-31-28/h3-11,16-18H,12-15H2,1-2H3,(H,32,37)

HIDE SMILES / InChI
F-901318 (Olorofim) is an orotomide antifungal drug. An investigation into the mechanism of action of F-901318 found that it acts via inhibition of the pyrimidine biosynthesis enzyme dihydroorotate dehydrogenase (DHODH) in a fungal-specific manner. Olorofim is being developed by F2G for the treatment of mycoses.

Approval Year

PubMed

PubMed

TitleDatePubMed
F901318 represents a novel class of antifungal drug that inhibits dihydroorotate dehydrogenase.
2016 Nov 8
In vitro activity of olorofim (F901318) against clinical isolates of cryptic species of Aspergillus by EUCAST and CLSI methodologies.
2019 Jun 1

Sample Use Guides

Phase II study: 30mg with a maximum daily dose of 300mg
Route of Administration: Oral
The antifungal effects of F901318 against Aspergillus fumigatus were investigated. Live cell imaging revealed that, at a concentration of 0.1 μg/ml, F901318 completely inhibited germination, but conidia continued to expand by isotropic growth for >120 h. When this low F901318 concentration was applied to germlings or vegetative hyphae, their elongation was completely inhibited within 10 h.
Name Type Language
Olorofim
USAN   INN  
Official Name English
OLOROFIM [USAN]
Common Name English
1H-Pyrrole-2-acetamide, N-[4-[4-(5-fluoro-2-pyrimidinyl)-1-piperazinyl]phenyl]-1,5-dimethyl-α-oxo-3-phenyl-
Systematic Name English
2-(1,5-Dimethyl-3-phenyl-1H-pyrrol-2-yl)-N-{4-[4-(5-fluoropyrimidin-2-yl)piperazin-1-yl]phenyl}-2-oxoacetamide
Systematic Name English
Olorofim [WHO-DD]
Common Name English
F-901318
Code English
olorofim [INN]
Common Name English
F901318
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 721719
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
EU-Orphan Drug EU/3/16/1738
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
FDA ORPHAN DRUG 829821
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
FDA ORPHAN DRUG 704219
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
FDA ORPHAN DRUG 814021
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
FDA ORPHAN DRUG 702219
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
Code System Code Type Description
USAN
KL-204
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY
DRUG BANK
DB15245
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY
SMS_ID
100000181846
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY
INN
10648
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY
EU-Orphan Drug
EU/3/16/1713(POSITIVE)
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY On 29 August 2016, orphan designation (EU/3/16/1713) was granted by the European Commission to F2G Ltd, United Kingdom, for 2-(1,5-dimethyl-3-phenyl-1H-pyrrol-2-yl)-N-{4-[4-(5-fluoro-pyrimidin-2-yl)piperazin-1-yl]-phenyl}-2-oxo-acetamide (also known as F901318) for the treatment of scedosporiosis.
EU-Orphan Drug
EU/3/16/1738(POSITIVE)
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY On 14 October 2016, orphan designation (EU/3/16/1738) was granted by the European Commission to F2G Ltd, United Kingdom, for 2-(1,5-dimethyl-3-phenyl-1H-pyrrol-2-yl)-N-{4-[4-(5-fluoro-pyrimidin-2-yl)piperazin-1-yl]-phenyl}-2-oxo-acetamide (also known as F901318) for the treatment of invasive aspergillosis.
PUBCHEM
91885568
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY
NCI_THESAURUS
C170250
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY
FDA UNII
T34SH2H9HI
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY
CAS
1928707-56-5
Created by admin on Sat Dec 16 11:49:00 GMT 2023 , Edited by admin on Sat Dec 16 11:49:00 GMT 2023
PRIMARY