KEGG DRUG: Amprenavir

DRUG: 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

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