KEGG   DRUG: Fosamprenavir
Entry
D02497                      Drug                                   
Name
Fosamprenavir (INN)
Formula
C25H36N3O9PS
Exact mass
585.191
Mol weight
585.6068
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): 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
      D02497  Fosamprenavir (INN)
Drug groups [BR:br08330]
 Antiviral
  DG03107  Anti-HIV agent
   DG01647  HIV protease inhibitor
    DG00656  Fosamprenavir
     D02497  Fosamprenavir
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00656  Fosamprenavir
     D02497  Fosamprenavir
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00656  Fosamprenavir
     D02497  Fosamprenavir
Antimicrobials [BR:br08307]
 Antivirals
  Polyprotein cleavage inhibitor
   HIV protease inhibitor
    D02497  Fosamprenavir (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02497
Prodrugs [br08324.html]
 D02497
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: 226700-79-4
PubChem: 17396671
ChEBI: 82941
LigandBox: D02497
NIKKAJI: J1.972.383F
LinkDB
KCF data

ATOM        39
            1   N1c N    16.3800   -7.8400
            2   C1b C    15.2600   -7.1400
            3   S4a S    17.9200   -7.1400
            4   C1c C    14.0700   -7.8400
            5   C8y C    19.3200   -7.8400
            6   C1c C    12.8800   -7.1400
            7   N1b N    11.7600   -7.8400
            8   C7a C    10.5700   -7.1400
            9   O7a O     9.3800   -7.8400
            10  O6a O    10.5700   -5.8100
            11  C1y C     8.1900   -7.2100
            12  C8x C    19.3200   -9.2400
            13  C8x C    20.5100   -9.8700
            14  C8y C    21.6300   -9.2400
            15  C8x C    21.6300   -7.8400
            16  C8x C    20.5100   -7.1400
            17  N1a N    22.8900   -9.9400
            18  O2b O    14.0700   -9.8700
            19  P1b P    12.8800  -10.6400
            20  O1c O    11.7600  -11.2700
            21  O3c O    16.9400   -6.2300
            22  O3c O    18.8300   -6.2300
            23  O1c O    13.5800  -11.8300
            24  O1c O    12.1800   -9.4500
            25  C1x C     8.1900   -5.8800
            26  C1x C     6.9300   -7.6300
            27  C1x C     6.0900   -6.5800
            28  O2x O     6.9300   -5.4600
            29  C1b C    16.3577   -9.2370
            30  C1c C    17.5765   -9.9669
            31  C1a C    18.8063   -9.2830
            32  C1a C    17.5543  -11.3399
            33  C1b C    12.8612   -5.7401
            34  C8y C    14.0780   -5.0156
            35  C8x C    15.3039   -5.7014
            36  C8x C    16.5068   -4.9850
            37  C8x C    16.4878   -3.5852
            38  C8x C    15.2619   -2.8993
            39  C8x C    14.0590   -3.6157
BOND        41
            1     1   2 1
            2     1   3 1
            3     2   4 1
            4     3   5 1
            5     4   6 1
            6     6   7 1
            7     7   8 1
            8     8   9 1
            9     8  10 2
            10   11   9 1 #Up
            11    5  12 2
            12   12  13 1
            13   13  14 2
            14   14  15 1
            15   15  16 2
            16    5  16 1
            17   14  17 1
            18    4  18 1 #Up
            19   18  19 1
            20   19  20 1
            21    3  21 2
            22    3  22 2
            23   19  23 1
            24   19  24 2
            25   11  25 1
            26   11  26 1
            27   26  27 1
            28   27  28 1
            29   25  28 1
            30    1  29 1
            31   29  30 1
            32   30  31 1
            33   30  32 1
            34    6  33 1 #Up
            35   33  34 1
            36   34  35 2
            37   35  36 1
            38   36  37 2
            39   37  38 1
            40   38  39 2
            41   34  39 1

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