Amprenavir


Entry
D00894                      Drug                                   
Name
Amprenavir (JAN/USAN/INN);
Agenerase (TN)
  Abbr
APV
Formula
C25H35N3O6S
Exact mass
505.2247
Mol weight
505.6269
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
Metabolizing enzyme inducer
 DG02853  CYP3A/CYP3A4 inducer
Remark
Same as: C08086
ATC code: J05AE05
Efficacy
Antiviral, HIV protease inhibitor
Target
HIV protease [KO:K22599]
  Pathway
ko03230  Viral genome structure
ko03250  Viral life cycle - HIV-1
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP3A [HSA:1576 1577 1551]
CYP induction: CYP3A [HSA:1576 1577 1551]
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
     J05AE05 Amprenavir
      D00894  Amprenavir (JAN/USAN/INN)
Drug groups [BR:br08330]
 Antiviral
  DG03107  Anti-HIV agent
   DG01647  HIV protease inhibitor
    D00894  Amprenavir
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    D00894  Amprenavir
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   D00894  Amprenavir
 Metabolizing enzyme inducer
  DG02853  CYP3A/CYP3A4 inducer
   D00894  Amprenavir
Antimicrobials [BR:br08307]
 Antivirals
  Polyprotein cleavage inhibitor
   HIV protease inhibitor
    D00894  Amprenavir (JAN/USAN/INN)
Antimicrobials abbreviations [BR:br08327]
 Antivirals
  Polyprotein cleavage inhibitor
   HIV protease inhibitor
    D00894  Amprenavir (JAN/USAN/INN)
New drug approvals in the USA [br08319.html]
 New molecular entities and new therapeutic biological products
  D00894
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D00894
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00894
Prodrugs [br08324.html]
 D00894
Other DBs
CAS: 161814-49-9
PubChem: 7847958
ChEBI: 40050
PDB-CCD: 478[PDBj]
LigandBox: D00894
NIKKAJI: J1.015.291G J674.601B
KCF data

ATOM        35
            1   C8y C    23.0025  -16.3081
            2   C8x C    23.0025  -17.6809
            3   C8x C    24.1913  -18.3672
            4   C8y C    25.3802  -17.6809
            5   C8x C    25.3802  -16.3081
            6   C8x C    24.1913  -15.6218
            7   S4a S    21.8137  -15.6218
            8   N1a N    26.5873  -18.3780
            9   N1c N    20.6415  -16.2987
            10  C1b C    19.4773  -15.6266
            11  C1c C    18.3093  -16.3012
            12  C1c C    17.1430  -15.6279
            13  N1b N    15.9761  -16.3018
            14  O3c O    22.7844  -14.6512
            15  O3c O    20.8430  -14.6512
            16  O1a O    18.3093  -17.6806
            17  C7a C    14.8092  -15.6282
            18  O7a O    13.6425  -16.3020
            19  O6a O    14.8090  -14.2493
            20  C1y C    12.4806  -15.6222
            21  C1x C    12.4656  -14.2356
            22  O2x O    11.1534  -13.8207
            23  C1x C    10.3533  -14.9405
            24  C1x C    11.1711  -16.0474
            25  C1b C    17.1428  -14.2493
            26  C8y C    18.3508  -13.5515
            27  C8x C    19.5328  -14.2338
            28  C8x C    20.7215  -13.5472
            29  C8x C    20.7213  -12.1745
            30  C8x C    19.5392  -11.4922
            31  C8x C    18.3505  -12.1788
            32  C1b C    20.6416  -18.2700
            33  C1c C    21.8603  -19.1136
            34  C1a C    23.0590  -18.4214
            35  C1a C    21.8604  -20.5099
BOND        37
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     1   7 1
            8     4   8 1
            9     7   9 1
            10    9  10 1
            11   10  11 1
            12   11  12 1
            13   12  13 1
            14    7  14 2
            15    7  15 2
            16   11  16 1 #Up
            17   13  17 1
            18   17  18 1
            19   17  19 2
            20   20  18 1 #Up
            21   20  21 1
            22   21  22 1
            23   22  23 1
            24   23  24 1
            25   20  24 1
            26   12  25 1 #Up
            27   25  26 1
            28   26  27 2
            29   27  28 1
            30   28  29 2
            31   29  30 1
            32   30  31 2
            33   26  31 1
            34    9  32 1
            35   32  33 1
            36   33  34 1
            37   33  35 1