KEGG   DRUG: Avanafil
Entry
D03217                      Drug                                   
Name
Avanafil (USAN/INN);
Stendra (TN);
Spedra (TN)
Product
STENDRA (Metuchen Pharmaceuticals)
Formula
C23H26ClN7O3
Exact mass
483.1786
Mol weight
483.95
Structure
Class
Cardiovascular agent
 DG01509  Phosphodiesterase V inhibitor
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
ATC code: G04BE10
Product: D03217<US>
Efficacy
Impotence therapy, Phosphodiesterase V inhibitor
Comment
Treatment of erectile dysfunction
Target
PDE5 [HSA:8654] [KO:K13762]
  Pathway
hsa04022  cGMP-PKG signaling pathway
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 G GENITO URINARY SYSTEM AND SEX HORMONES
  G04 UROLOGICALS
   G04B UROLOGICALS
    G04BE Drugs used in erectile dysfunction
     G04BE10 Avanafil
      D03217  Avanafil (USAN/INN) <US>
USP drug classification [BR:br08302]
 Sexual Disorder Agents
  Sexual Disorder Agents (Male)
   Avanafil
    D03217  Avanafil (USAN/INN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01509  Phosphodiesterase V inhibitor
   D03217  Avanafil
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    D03217  Avanafil
Target-based classification of drugs [BR:br08310]
 Enzymes
  Hydrolases (EC3)
   Phosphodiesterases
    PDE5
     D03217  Avanafil (USAN/INN) <US>
New drug approvals in the USA [br08319.html]
 New molecular entities and new therapeutic biological products
  D03217
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D03217
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D03217
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D03217
Other DBs
CAS: 330784-47-9
PubChem: 17397370
ChEBI: 66876
PDB-CCD: E6L[PDBj]
LigandBox: D03217
LinkDB
KCF data

ATOM        34
            1   C8x C    20.4616  -14.1646
            2   C8x C    20.4616  -15.5680
            3   N5x N    21.6769  -16.2697
            4   C8y C    22.8924  -15.5680
            5   N5x N    22.8924  -14.1646
            6   C8x C    21.6769  -13.4629
            7   C1b C    24.1266  -16.2807
            8   N1b N    25.3347  -15.5833
            9   C5a C    26.5199  -16.2678
            10  C8y C    27.7168  -15.5768
            11  O5a O    26.5199  -17.6730
            12  C8y C    28.9075  -16.2644
            13  N5x N    30.1230  -15.5628
            14  C8y C    30.1231  -14.1594
            15  N5x N    28.9323  -13.4718
            16  C8x C    27.7169  -14.1734
            17  N1y N    31.3527  -13.4494
            18  N1b N    28.9075  -18.4430
            19  C1b C    30.1075  -19.1353
            20  C8y C    31.3249  -18.4320
            21  C1x C    31.3527  -12.0494
            22  C1y C    32.6842  -13.8820
            23  C1x C    33.5071  -12.7494
            24  C1x C    32.6842  -11.6168
            25  C8x C    32.5018  -19.1111
            26  C8y C    33.7140  -18.4108
            27  C8y C    33.7137  -17.0108
            28  C8x C    32.5368  -16.3317
            29  C8x C    31.3245  -17.0320
            30  O2a O    34.9459  -16.2987
            31  C1a C    36.1514  -16.9942
            32  X   Cl   34.9456  -19.1217
            33  C1b C    33.1110  -15.1952
            34  O1a O    34.5110  -15.1952
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     4   7 1
            8     7   8 1
            9     8   9 1
            10    9  10 1
            11    9  11 2
            12   10  12 2
            13   12  13 1
            14   13  14 2
            15   14  15 1
            16   15  16 2
            17   10  16 1
            18   14  17 1
            19   12  18 1
            20   18  19 1
            21   19  20 1
            22   17  21 1
            23   17  22 1
            24   22  23 1
            25   23  24 1
            26   21  24 1
            27   20  25 2
            28   25  26 1
            29   26  27 2
            30   27  28 1
            31   28  29 2
            32   20  29 1
            33   27  30 1
            34   30  31 1
            35   26  32 1
            36   22  33 1 #Up
            37   33  34 1

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