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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H15F3N2O3
Molecular Weight 376.3292
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TECOVIRIMAT

SMILES

[H][C@@]12C[C@]1([H])[C@@H]3C=C[C@H]2[C@@]4([H])C(=O)N(NC(=O)C5=CC=C(C=C5)C(F)(F)F)C(=O)[C@@]34[H]

InChI

InChIKey=CSKDFZIMJXRJGH-VWLPUNTISA-N
InChI=1S/C19H15F3N2O3/c20-19(21,22)9-3-1-8(2-4-9)16(25)23-24-17(26)14-10-5-6-11(13-7-12(10)13)15(14)18(24)27/h1-6,10-15H,7H2,(H,23,25)/t10-,11+,12+,13-,14-,15+

HIDE SMILES / InChI
Molecular Formula C19H15F3N2O3
Molecular Weight 376.3292
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:07:39 UTC 2023
Edited
by admin
on Fri Dec 15 15:07:39 UTC 2023
Record UNII
F925RR824R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TECOVIRIMAT
INN   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
tecovirimat [INN]
Common Name English
TECOVIRIMAT [USAN]
Common Name English
BENZAMIDE, N-((3AR,4R,4AR,5AS,6S,6AS)-3,3A,4,4A,5,5A,6,6A-OCTAHYDRO-1,3-DIOXO-4,6-ETHENOCYCLOPROP(F)ISOINDOL-2(1H)-YL)-4-(TRIFLUOROMETHYL)-, REL-
Common Name English
Tecovirimat [WHO-DD]
Common Name English
TECOVIRIMAT [ORANGE BOOK]
Common Name English
TECOVIRIMAT [MI]
Common Name English
SIGA-246
Code English
ST-246
Code English
ST 246
Code English
N-[(3aR,4R,4aR,5aS,6S,6aS)-1,3-dioxo-3,3a,4,4a,5,5a,6,6a-octahydro-4,6-ethenocyclopropa[f]isoindol-2(1H)-yl]-4-(trifluoromethyl)benzamide
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
FDA ORPHAN DRUG 316210
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
FDA ORPHAN DRUG 229806
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
FDA ORPHAN DRUG 233506
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
EU-Orphan Drug EU/3/10/799
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
Code System Code Type Description
FDA UNII
F925RR824R
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
MESH
C505045
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
SMS_ID
100000177253
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
USAN
TT-70
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
DRUG BANK
DB12020
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
ChEMBL
CHEMBL1242629
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
EPA CompTox
DTXSID101026474
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
INN
9011
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
WIKIPEDIA
TECOVIRIMAT
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
DRUG CENTRAL
5291
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
DAILYMED
F925RR824R
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
CAS
869572-92-9
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
MERCK INDEX
m10514
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY Merck Index
PUBCHEM
16124688
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
NCI_THESAURUS
C81606
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
RXCUI
2055104
Created by admin on Fri Dec 15 15:07:39 UTC 2023 , Edited by admin on Fri Dec 15 15:07:39 UTC 2023
PRIMARY
Related Record Type Details
Structure of TECOVIRIMAT MONOHYDRATE
SOLVATE->ANHYDROUS
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Monkeypox virus
TARGET ORGANISM->INHIBITOR
Highly active against an MPXV strain MPXV/France/ IRBA2211i/2022 that was isolated from a patient in France during the 2022 monkeypox outbreak.
CYTOCHROME P450 2C19
METABOLIC ENZYME -> INHIBITOR
MINOR
VACCINIA VIRUS
TARGET ORGANISM->INHIBITOR
EC50
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A4
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2C8
METABOLIC ENZYME -> INHIBITOR
MINOR
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A1
METABOLIC ENZYME -> SUBSTRATE
ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2
TRANSPORTER -> INHIBITOR
Structure of TECOVIRIMAT
EXCRETED UNCHANGED
MAJOR
FECAL
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INDUCER
MINOR
Related Record Type Details
Structure of 4-TRIFLUOROMETHYL BENZOIC ACID
METABOLITE INACTIVE -> PARENT
MAJOR
Structure of 4,6-ETHENOCYCLOPROP(F)ISOINDOLE-1,3(2H,3AH)-DIONE, 4,4A,5,5A,6,6A-HEXAHYDRO-, (3A.ALPHA.,4.BETA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,6A.ALPHA.)-
METABOLITE INACTIVE -> PARENT
Structure of 2-AMINO-4,4A,5,5A,6,6A-HEXAHYDRO-4,6-ETHENOCYCLOPROP(F)ISOINDOLE-1,3(2H,3AH)-DIONE, (3A.ALPHA.,4.BETA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,6A.ALPHA.)-
METABOLITE INACTIVE -> PARENT
Related Record Type Details
Structure of TECOVIRIMAT
ACTIVE MOIETY
broad-spectrum antiviral activity against other orthopoxviruses, including VARV, CPXV, rabbitpox virus (RPXV), MPXV, ectromelia virus (ECTV), and camelpox virus (CMLV) with EC50 values in the submicromolar range. Targets the p37 protein.
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

DOSE

Biological Half-life PHARMACOKINETIC
blood-to-plasma ratio PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
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