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

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H16F7N5O2
Molecular Weight 527.3943
Optical Activity ( + )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OTESECONAZOLE

SMILES

O[C@@](CN1C=NN=N1)(C2=CC=C(F)C=C2F)C(F)(F)C3=NC=C(C=C3)C4=CC=C(OCC(F)(F)F)C=C4

InChI

InChIKey=IDUYJRXRDSPPRC-NRFANRHFSA-N
InChI=1S/C23H16F7N5O2/c24-16-4-7-18(19(25)9-16)21(36,11-35-13-32-33-34-35)23(29,30)20-8-3-15(10-31-20)14-1-5-17(6-2-14)37-12-22(26,27)28/h1-10,13,36H,11-12H2/t21-/m0/s1

HIDE SMILES / InChI
Molecular Formula C23H16F7N5O2
Molecular Weight 527.3943
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:49:17 UTC 2023
Edited
by admin
on Sat Dec 16 01:49:17 UTC 2023
Record UNII
VHH774W97N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OTESECONAZOLE
INN   WHO-DD  
INN   USAN  
Official Name English
oteseconazole [INN]
Common Name English
(R)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)-1-(5-(4-(2,2,2-trifluoroethoxy)phenyl)pyridin-2-yl)propan-2-ol
Systematic Name English
VT-1161
Code English
OTESECONAZOLE, (+)-
Common Name English
2-Pyridineethanol, α-(2,4-difluorophenyl)-β,β-difluoro-α-(1H-tetrazol-1-ylmethyl)-5-[4-(2,2,2-trifluoroethoxy)phenyl]-, (αR)-
Systematic Name English
(αR)-α-(2,4-Difluorophenyl)-β,β-difluoro-α-(1H-tetrazol-1-ylmethyl)-5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridineethanol
Systematic Name English
OTESECONAZOLE [USAN]
Common Name English
Oteseconazole [WHO-DD]
Common Name English
VIVJOA
Brand Name English
Code System Code Type Description
USAN
HI-55
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
CAS
1340593-59-0
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
RXCUI
2602577
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
NCI_THESAURUS
C170270
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
PUBCHEM
77050711
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
FDA UNII
VHH774W97N
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
DAILYMED
VHH774W97N
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
INN
10138
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
DRUG BANK
DB13055
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
SMS_ID
300000022313
Created by admin on Sat Dec 16 01:49:17 UTC 2023 , Edited by admin on Sat Dec 16 01:49:17 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 2B6
METABOLIC ENZYME -> INDUCER
mRNA levels in at least 2 hepatocyte cultures. Up 10 micromolar OTESECONAZOLE
CYTOCHROME P450 2B6
METABOLIC ENZYME -> INHIBITOR
REVERSIBLE
IC50
CANDIDA ALBICANS
TARGET ORGANISM->INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INDUCER
mRNA levels in at least 2 hepatocyte cultures. Up 10 micromolar OTESECONAZOLE
CYTOCHROME P450 2C8
METABOLIC ENZYME -> INHIBITOR
REVERSIBLE
IC50
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
POTASSIUM VOLTAGE-GATED CHANNEL SUBFAMILY H MEMBER 2
OFF-TARGET->INHIBITOR
Cloned hERG Potassium Channels Expressed in Human Embryonic Kidney Cells
IC50
Structure of OTESECONAZOLE
EXCRETED UNCHANGED
URINE
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INHIBITOR
Measured by midazolam 1′-hydroxylation; 42% inhibition at 10 micromolar.
IC50
CYTOCHROME P450 1A2
METABOLIC ENZYME -> NON-INHIBITOR
CYTOCHROME P450 2C19
METABOLIC ENZYME -> INDUCER
mRNA levels in at least 2 hepatocyte cultures. Up 10 micromolar OTESECONAZOLE
CANDIDA TROPICALIS
TARGET ORGANISM->INHIBITOR
CANDIDA GLABRATA
TARGET ORGANISM->INHIBITOR
Structure of OTESECONAZOLE
EXCRETED UNCHANGED
FECAL
CYTOCHROME P450 2C8
METABOLIC ENZYME -> INDUCER
mRNA levels in at least 2 hepatocyte cultures. Up 10 micromolar OTESECONAZOLE
ISSATCHENKIA ORIENTALIS WHOLE
TARGET ORGANISM->INHIBITOR
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> INHIBITOR
Not clinically relevant in DDI study.
IC50
CYTOCHROME P450 2D6
METABOLIC ENZYME -> INHIBITOR
REVERSIBLE
IC50
ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2
TRANSPORTER -> INHIBITOR
Clinically relevant in DDI study resulted in a clinically significant increase in rosuvastatin exposure.
IC50
CANDIDA PARAPSILOSIS
TARGET ORGANISM->INHIBITOR
CYTOCHROME P450 2C19
METABOLIC ENZYME -> INHIBITOR
IC50
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INHIBITOR
Measured by testosterone 6β hydroxylation
REVERSIBLE
IC50
CYTOCHROME P450 1A2
METABOLIC ENZYME -> INDUCER
mRNA levels in at least 2 hepatocyte cultures. Up 10 micromolar OTESECONAZOLE
CYTOCHROME P450 2C9
METABOLIC ENZYME -> INDUCER
mRNA levels in at least 2 hepatocyte cultures. Up 10 micromolar OTESECONAZOLE
Structure of OTESECONAZOLE
EXCRETED UNCHANGED
FECAL; URINE
Related Record Type Details
Structure of OTESECONAZOLE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966