KEGG   DRUG: Fosamprenavir sodium
Entry
D03837                      Drug                                   
Name
Fosamprenavir sodium (USAN)
Formula
C25H34N3O9PS. 2Na
Exact mass
629.1549
Mol weight
629.5705
Structure
Simcomp
Class
Antiviral
 DG03107  Anti-HIV agent
  DG01647  HIV protease inhibitor
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
  DG01522  CYP3A4 inhibitor
Remark
ATC code: J05AE07
Chemical structure group: DG00656
Product (DG00656): D02867<JP> D03835<US>
Efficacy
Antiviral, HIV protease inhibitor
Comment
Active form of prodrug: Amprenavir [DR:D00894]
Target
HIV protease [KO:K22599]
  Pathway
ko03230  Viral genome structure
ko03250  Viral life cycle - HIV-1
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP3A4 [HSA:1576]
Structure map
map07053  Anti-HIV agents
map07218  HIV protease inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J05 ANTIVIRALS FOR SYSTEMIC USE
   J05A DIRECT ACTING ANTIVIRALS
    J05AE Protease inhibitors
     J05AE07 Fosamprenavir
      D03837  Fosamprenavir sodium (USAN)
Drug groups [BR:br08330]
 Antiviral
  DG03107  Anti-HIV agent
   DG01647  HIV protease inhibitor
    DG00656  Fosamprenavir
     D03837  Fosamprenavir sodium
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00656  Fosamprenavir
     D03837  Fosamprenavir sodium
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00656  Fosamprenavir
     D03837  Fosamprenavir sodium
Antimicrobials [BR:br08307]
 Antivirals
  Polyprotein cleavage inhibitor
   HIV protease inhibitor
    D03837  Fosamprenavir sodium (USAN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D03837
Drug groups [BR:br08330]
 Antiviral
  DG03107  Anti-HIV agent
   DG01647  HIV protease inhibitor
    DG00656  Fosamprenavir
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00656  Fosamprenavir
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00656  Fosamprenavir
Antimicrobials abbreviations [BR:br08327]
 Antivirals
  Polyprotein cleavage inhibitor
   HIV protease inhibitor
    DG00656  Fosamprenavir
Prodrugs [br08324.html]
 DG00656
Other DBs
CAS: 226700-80-7
PubChem: 17397923
LigandBox: D03837
LinkDB
KCF data

ATOM        41
            1   Z   Na   17.7733  -24.9426 #+
            2   Z   Na   11.5601  -24.5153 #+
            3   N1c N    18.9700  -21.0000
            4   C1b C    17.8500  -20.3000
            5   S4a S    20.5100  -20.3000
            6   C1c C    16.6600  -21.0000
            7   C8y C    21.9100  -21.0000
            8   C1c C    15.4700  -20.3000
            9   N1b N    14.3500  -21.0000
            10  C7a C    13.1600  -20.3000
            11  O7a O    11.9700  -21.0000
            12  O6a O    13.1600  -18.9700
            13  C1y C    10.7800  -20.3700
            14  C8x C    21.9100  -22.4000
            15  C8x C    23.1000  -23.0300
            16  C8y C    24.2200  -22.4000
            17  C8x C    24.2200  -21.0000
            18  C8x C    23.1000  -20.3000
            19  N1a N    25.4800  -23.1000
            20  O2b O    16.6600  -23.0300
            21  P1b P    15.4700  -23.8000
            22  O1c O    13.9300  -24.5700 #-
            23  O3c O    19.5300  -19.3900
            24  O3c O    21.4200  -19.3900
            25  O1c O    16.1700  -24.9900 #-
            26  O1c O    14.7700  -22.6100
            27  C1x C    10.7800  -19.0400
            28  C1x C     9.5200  -20.7900
            29  C1x C     8.6800  -19.7400
            30  O2x O     9.5200  -18.6200
            31  C1b C    18.9700  -22.4000
            32  C1c C    20.1600  -23.1700
            33  C1a C    21.4200  -22.4700
            34  C1a C    20.1600  -24.5000
            35  C1b C    15.4700  -18.9000
            36  C8y C    16.6600  -18.2000
            37  C8x C    17.9200  -18.9000
            38  C8x C    19.1100  -18.1300
            39  C8x C    19.1100  -16.7300
            40  C8x C    17.8500  -16.0300
            41  C8x C    16.6600  -16.8000
BOND        41
            1     3   4 1
            2     3   5 1
            3     4   6 1
            4     5   7 1
            5     6   8 1
            6     8   9 1
            7     9  10 1
            8    10  11 1
            9    10  12 2
            10   13  11 1 #Up
            11    7  14 2
            12   14  15 1
            13   15  16 2
            14   16  17 1
            15   17  18 2
            16    7  18 1
            17   16  19 1
            18    6  20 1 #Up
            19   20  21 1
            20   21  22 1
            21    5  23 2
            22    5  24 2
            23   21  25 1
            24   21  26 2
            25   13  27 1
            26   13  28 1
            27   28  29 1
            28   29  30 1
            29   27  30 1
            30    3  31 1
            31   31  32 1
            32   32  33 1
            33   32  34 1
            34    8  35 1 #Up
            35   35  36 1
            36   36  37 2
            37   37  38 1
            38   38  39 2
            39   39  40 1
            40   40  41 2
            41   36  41 1

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