KEGG   DRUG: Fosamprenavir calcium
Entry
D03835                      Drug                                   
Name
Fosamprenavir calcium (USAN);
Lexiva (TN);
Telzir (TN)
Product
  Generic
Formula
C25H34N3O9PS. Ca
Exact mass
623.1379
Mol weight
623.6689
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
  Disease
HIV-1 infection [DS:H01563]
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
      D03835  Fosamprenavir calcium (USAN) <US>
USP drug classification [BR:br08302]
 Antivirals
  Anti-HIV Agents, Protease Inhibitors (PI)
   Fosamprenavir
    D03835  Fosamprenavir calcium (USAN)
Drug groups [BR:br08330]
 Antiviral
  DG03107  Anti-HIV agent
   DG01647  HIV protease inhibitor
    DG00656  Fosamprenavir
     D03835  Fosamprenavir calcium
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00656  Fosamprenavir
     D03835  Fosamprenavir calcium
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00656  Fosamprenavir
     D03835  Fosamprenavir calcium
Drug classes [BR:br08332]
 Antiviral
  DG03107  Anti-HIV agent
   D03835  Fosamprenavir calcium
Antimicrobials [BR:br08307]
 Antivirals
  Polyprotein cleavage inhibitor
   HIV protease inhibitor
    D03835  Fosamprenavir calcium (USAN) <US>
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D03835
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D03835
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: 226700-81-8
PubChem: 17397921
LigandBox: D03835
NIKKAJI: J2.113.651D
LinkDB
KCF data

ATOM        40
            1   Z   Ca   14.7700  -21.1400 #2+
            2   N1c N    22.8900  -17.2200
            3   C1b C    21.7700  -16.5200
            4   S4a S    24.4300  -16.5200
            5   C1c C    20.5800  -17.2200
            6   C8y C    25.8300  -17.2200
            7   C1c C    19.3900  -16.5200
            8   N1b N    18.2700  -17.2200
            9   C7a C    17.0800  -16.5200
            10  O7a O    15.8900  -17.2200
            11  O6a O    17.0800  -15.1900
            12  C1y C    14.7000  -16.5900
            13  C8x C    25.8300  -18.6200
            14  C8x C    27.0200  -19.2500
            15  C8y C    28.1400  -18.6200
            16  C8x C    28.1400  -17.2200
            17  C8x C    27.0200  -16.5200
            18  N1a N    29.4000  -19.3200
            19  O2b O    20.5800  -19.2500
            20  P1b P    19.3900  -20.0200
            21  O1c O    17.8500  -20.7900 #-
            22  O3c O    23.4500  -15.6100
            23  O3c O    25.3400  -15.6100
            24  O1c O    20.0900  -21.2100 #-
            25  O1c O    18.6900  -18.8300
            26  C1x C    14.7000  -15.2600
            27  C1x C    13.4400  -17.0100
            28  C1x C    12.6000  -15.9600
            29  O2x O    13.4400  -14.8400
            30  C1b C    22.8900  -18.6200
            31  C1c C    24.0800  -19.3900
            32  C1a C    25.3400  -18.6900
            33  C1a C    24.0800  -20.7200
            34  C1b C    19.3900  -15.1200
            35  C8y C    20.5800  -14.4200
            36  C8x C    21.8400  -15.1200
            37  C8x C    23.0300  -14.3500
            38  C8x C    23.0300  -12.9500
            39  C8x C    21.7700  -12.2500
            40  C8x C    20.5800  -13.0200
BOND        41
            1     2   3 1
            2     2   4 1
            3     3   5 1
            4     4   6 1
            5     5   7 1
            6     7   8 1
            7     8   9 1
            8     9  10 1
            9     9  11 2
            10   12  10 1 #Up
            11    6  13 2
            12   13  14 1
            13   14  15 2
            14   15  16 1
            15   16  17 2
            16    6  17 1
            17   15  18 1
            18    5  19 1 #Up
            19   19  20 1
            20   20  21 1
            21    4  22 2
            22    4  23 2
            23   20  24 1
            24   20  25 2
            25   12  26 1
            26   12  27 1
            27   27  28 1
            28   28  29 1
            29   26  29 1
            30    2  30 1
            31   30  31 1
            32   31  32 1
            33   31  33 1
            34    7  34 1 #Up
            35   34  35 1
            36   35  36 2
            37   36  37 1
            38   37  38 2
            39   38  39 1
            40   39  40 2
            41   35  40 1

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