KEGG   DRUG: Urapidil
Entry
D01333                      Drug                                   
Name
Urapidil (JP18/INN);
Ebrantil (TN)
Formula
C20H29N5O3
Exact mass
387.227
Mol weight
387.476
Structure
Simcomp
Class
Cardiovascular agent
 DG01466  Adrenergic receptor antagonist
  DG01465  alpha-Adrenergic receptor antagonist
   DG01457  alpha1-Adrenergic receptor antagonist
 DG01739  Peripherally-acting antiadrenergic
 DG03231  Antihypertensive
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
Therapeutic category: 2149 2590
ATC code: C02CA06
Chemical structure group: DG00257
Product (DG00257): D01333<JP>
Efficacy
Antidysuria, Antihypertensive, alpha1-Adrenergic receptor antagonist
Target
ADRA1 [HSA:148 147 146] [KO:K04135 K04136 K04137]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
hsa04270  Vascular smooth muscle contraction
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Structure map
map07215  alpha-Adrenergic receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C02 ANTIHYPERTENSIVES
   C02C ANTIADRENERGIC AGENTS, PERIPHERALLY ACTING
    C02CA Alpha-adrenoreceptor antagonists
     C02CA06 Urapidil
      D01333  Urapidil (JP18/INN) <JP>
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   214  Antihypertensives
    2149  Others
     D01333  Urapidil (JP18/INN)
  25  Urogenital and anal organ agents
   259  Miscellaneous
    2590  Miscellaneous
     D01333  Urapidil (JP18/INN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01465  alpha-Adrenergic receptor antagonist
    DG01457  alpha1-Adrenergic receptor antagonist
     DG00257  Urapidil
      D01333  Urapidil
  DG01739  Peripherally-acting antiadrenergic
   DG00257  Urapidil
    D01333  Urapidil
  DG03231  Antihypertensive
   DG00257  Urapidil
    D01333  Urapidil
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00257  Urapidil
    D01333  Urapidil
Drug classes [BR:br08332]
 Cardiovascular agent
  DG03231  Antihypertensive
   D01333  Urapidil
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRA1
     D01333  Urapidil (JP18/INN) <JP>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D01333  Urapidil
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D01333
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01465  alpha-Adrenergic receptor antagonist
    DG01457  alpha1-Adrenergic receptor antagonist
     DG00257  Urapidil
  DG01739  Peripherally-acting antiadrenergic
   DG00257  Urapidil
  DG03231  Antihypertensive
   DG00257  Urapidil
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00257  Urapidil
Other DBs
CAS: 34661-75-1
PubChem: 7848396
ChEBI: 32278
LigandBox: D01333
NIKKAJI: J19.690H
KCF data

ATOM        28
            1   C8x C    17.0199  -22.1795
            2   C8x C    17.0199  -20.7792
            3   C8y C    18.2356  -20.0790
            4   C8y C    19.4442  -20.7792
            5   C8x C    19.4442  -22.1795
            6   C8x C    18.2356  -22.8797
            7   N1y N    20.6573  -20.0798
            8   C1x C    20.6560  -18.6863
            9   C1x C    21.8693  -17.9869
            10  N1y N    23.0816  -18.6881
            11  C1x C    23.0804  -20.0885
            12  C1x C    21.8672  -20.7877
            13  C1b C    24.2947  -17.9888
            14  C1b C    25.5070  -18.6898
            15  C1b C    26.7203  -17.9907
            16  N1b N    27.9325  -18.6917
            17  C8y C    29.1458  -17.9923
            18  C8x C    29.1429  -16.5921
            19  C8y C    30.3562  -15.8928
            20  N4y N    31.5685  -16.5940
            21  C8y C    31.5675  -17.9944
            22  N4y N    30.3542  -18.6936
            23  C1a C    30.3521  -20.0939
            24  O5x O    32.7796  -18.6954
            25  C1a C    32.7818  -15.8947
            26  O5x O    30.3572  -14.4924
            27  O2a O    18.2373  -18.6786
            28  C1a C    17.0553  -17.9940
BOND        30
            1    13  14 1
            2     4   7 1
            3    14  15 1
            4     1   2 2
            5    15  16 1
            6     2   3 1
            7    16  17 1
            8     3   4 2
            9     4   5 1
            10    5   6 2
            11    7   8 1
            12    8   9 1
            13   17  18 2
            14   18  19 1
            15   19  20 1
            16   20  21 1
            17   21  22 1
            18   22  17 1
            19    9  10 1
            20   22  23 1
            21   10  11 1
            22   21  24 2
            23   11  12 1
            24   20  25 1
            25   12   7 1
            26   19  26 2
            27    6   1 1
            28    3  27 1
            29   10  13 1
            30   27  28 1

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