Ibrexafungerp phosphateProduct ingredient for Ibrexafungerp
- Name
- Ibrexafungerp phosphate
- Drug Entry
- Ibrexafungerp
Ibrexafungerp, also known as SCY-078 or MK-3118, is a novel enfumafungin derivative oral triterpene antifungal approved for the treatment of vulvovaginal candidiasis (VVC), also known as a vaginal yeast infection.1,9 It was developed out of a need to treat fungal infections that may have become resistant to echinocandins or azole antifungals.1 Ibrexafungerp is orally bioavailable compared to the echinocandins caspofungin, micafungin, and anidulafungin; which can only be administered parenterally.1,2 Similar to echinocandins, ibrexafungerp targets the fungal β-1,3-glucan synthase, which is not present in humans, limiting the chance of renal or hepatic toxicity.6,9
Ibrexafungerp was granted FDA approval on 1 June 2021.9
- Accession Number
- DBSALT003184
- Structure
Structure for Ibrexafungerp phosphate (DBSALT003184)
- Synonyms
- Not Available
- UNII
- 76HJ8T68WO
- CAS Number
- 1965291-14-8
- Weight
- Average: 828.045
Monoisotopic: 827.496201232 - Chemical Formula
- C44H70N5O8P
- InChI Key
- OAKUEXTYOMFKTF-FQGZCCSZSA-N
- InChI
- InChI=1S/C44H67N5O4.H3O4P/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;1-5(2,3)4/h14-16,20-21,26-28,30,32-35H,12-13,17-19,22-25,45H2,1-11H3,(H,50,51);(H3,1,2,3,4)/t28-,30+,32-,33+,34-,35+,39-,40-,41-,42+,43+,44+;/m1./s1
- IUPAC Name
- (1R,5S,6R,7R,10R,11R,14R,15R,20R,21R)-21-[(2R)-2-amino-2,3,3-trimethylbutoxy]-5,7,10,15-tetramethyl-7-[(2R)-3-methylbutan-2-yl]-20-[5-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl]-17-oxapentacyclo[13.3.3.0^{1,14}.0^{2,11}.0^{5,10}]henicos-2-ene-6-carboxylic acid; phosphoric acid
- SMILES
- OP(O)(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)N3N=CN=C3C3=CC=NC=C3)C1=CC[C@@]1(C)[C@H](C(O)=O)[C@](C)(CC[C@]21C)[C@H](C)C(C)C
- External Links
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.000346 mg/mL ALOGPS logP 3.28 ALOGPS logP 4.9 Chemaxon logS -6.3 ALOGPS pKa (Strongest Acidic) 4.39 Chemaxon pKa (Strongest Basic) 9.75 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 125.38 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 230.85 m3·mol-1 Chemaxon Polarizability 0 Å3 Chemaxon Number of Rings 7 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon