Fosamprenavir calcium


Entry
D03835                      Drug                                   
Name
Fosamprenavir calcium (USAN);
Lexiva (TN);
Telzir (TN)
Product
LEXIVA (ViiV Healthcare Company)
  Generic
FOSAMPRENAVIR CALCIUM (Mylan Pharmaceuticals), FOSAMPRENAVIR CALCIUM (Sun Pharmaceutical Industries)
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): D02867<JP> 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
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