KEGG   DRUG: Verapamil
Entry
D02356                      Drug                                   
Name
Verapamil (USAN/INN)
Formula
C27H38N2O4
Exact mass
454.2832
Mol weight
454.60
Structure
Simcomp
Class
Cardiovascular agent
 DG01575  Calcium channel blocker
  DG01496  Calcium channel L type blocker
 DG01653  Antiarrhythmics
  DG01807  Phenylalkylamine derivative
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
  DG01522  CYP3A4 inhibitor
Transporter substrate
 DG01665  ABCB1 substrate
Transporter inhibitor
 DG01622  ABCB1 inhibitor
Remark
Same as: C07188
ATC code: C08DA01
Chemical structure group: DG00329
Product (DG00329): D00619<JP/US>
Efficacy
Antiarrhythmic, Vasodilator, Calcium channel blocker
Comment
Phenylalkylamine derivative
Target
CACNA1-L [HSA:775 776 778 779] [KO:K04850 K04851 K04853 K04857]
  Pathway
hsa04010  MAPK signaling pathway
hsa04020  Calcium signaling pathway
hsa04260  Cardiac muscle contraction
hsa04270  Vascular smooth muscle contraction
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Transporter: ABCB1 [HSA:5243]
Interaction
CYP inhibition: CYP3A4 [HSA:1576]
Transporter inhibition: ABCB1 [HSA:5243]
Structure map
map07036  Calcium channel blocking drugs
map07037  Antiarrhythmic drugs
map07048  Antimigraines
Other map
map04976  Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C08 CALCIUM CHANNEL BLOCKERS
   C08D SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
    C08DA Phenylalkylamine derivatives
     C08DA01 Verapamil
      D02356  Verapamil (USAN/INN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00329  Verapamil
     D02356  Verapamil
  DG01653  Antiarrhythmics
   DG01807  Phenylalkylamine derivative
    DG00329  Verapamil
     D02356  Verapamil
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00329  Verapamil
     D02356  Verapamil
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00329  Verapamil
     D02356  Verapamil
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00329  Verapamil
    D02356  Verapamil
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00329  Verapamil
    D02356  Verapamil
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Calcium channels
    CACNA1-L
     D02356  Verapamil (USAN/INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02356
 Drug transporters
  D02356
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00329  Verapamil
  DG01653  Antiarrhythmics
   DG01807  Phenylalkylamine derivative
    DG00329  Verapamil
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00329  Verapamil
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00329  Verapamil
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00329  Verapamil
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00329  Verapamil
Other DBs
CAS: 52-53-9
PubChem: 7849415
ChEBI: 77733 9948
LigandBox: D02356
NIKKAJI: J4.132G
LinkDB
KCF data

ATOM        33
            1   C1d C    21.2293  -18.3108
            2   C8y C    20.0265  -19.0115
            3   C1b C    22.4436  -19.0056
            4   C1c C    21.2001  -16.9563
            5   C8x C    18.8122  -18.3108
            6   C8x C    20.0265  -20.4125
            7   C1b C    23.6580  -18.3049
            8   C1a C    22.4146  -16.2441
            9   C1a C    19.9916  -16.2557
            10  C8y C    17.5979  -19.0115
            11  C8x C    18.8122  -21.1190
            12  C1b C    24.8665  -18.9939
            13  C8y C    17.5979  -20.4125
            14  O2a O    16.3778  -18.3108
            15  N1c N    26.0808  -18.2991
            16  O2a O    16.3778  -21.1190
            17  C1a C    15.1634  -19.0115
            18  C1b C    27.2951  -18.9881
            19  C1a C    26.0808  -16.8455
            20  C1a C    15.1634  -20.4183
            21  C1b C    28.5094  -18.2932
            22  C8y C    29.7120  -18.9822
            23  C8x C    30.9265  -18.2815
            24  C8x C    29.6480  -20.3775
            25  C8y C    32.1351  -18.9764
            26  C8x C    30.9322  -21.0781
            27  C8y C    32.1409  -20.3716
            28  O2a O    33.3493  -18.2700
            29  O2a O    33.3610  -21.0722
            30  C1a C    34.5695  -18.9647
            31  C1a C    34.5752  -20.3658
            32  C3b C    21.2293  -19.7108
            33  N3a N    21.2293  -21.1108
BOND        34
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 1
            9     5  10 1
            10    6  11 2
            11    7  12 1
            12   10  13 2
            13   10  14 1
            14   12  15 1
            15   13  16 1
            16   14  17 1
            17   15  18 1
            18   15  19 1
            19   16  20 1
            20   18  21 1
            21   21  22 1
            22   22  23 1
            23   22  24 2
            24   23  25 2
            25   24  26 1
            26   25  27 1
            27   25  28 1
            28   27  29 1
            29   28  30 1
            30   29  31 1
            31   11  13 1
            32   26  27 2
            33    1  32 1
            34   32  33 3

» Japanese version   » Back

KEGG   DRUG: Verapamil hydrochloride
Entry
D00619                      Drug                                   
Name
Verapamil hydrochloride (JP18/USP);
Calan (TN);
Covera-hs (TN);
Vasolan (TN);
Verelan (TN)
Product
VERAPAMIL HCI (HF Acquisition Co LLC), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Chartwell RX), VERAPAMIL HYDROCHLORIDE (EXELA PHARMA SCIENCES), VERAPAMIL HYDROCHLORIDE (EXELA PHARMA SCIENCES), VERAPAMIL HYDROCHLORIDE (Lannett Company), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Teva Pharmaceuticals), VERELAN (Lannett Company), VERELAN PM (Lannett Company)
  Generic
VERAPAMIL HCI (HF Acquisition Co LLC), VERAPAMIL HCI (HF Acquisition Co LLC), VERAPAMIL HCL (Direct_Rx), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (A-S Medication Solutions), VERAPAMIL HYDROCHLORIDE (Actavis Pharma), VERAPAMIL HYDROCHLORIDE (American Health Packaging), VERAPAMIL HYDROCHLORIDE (Amneal Pharmaceuticals LLC), VERAPAMIL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), VERAPAMIL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), VERAPAMIL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), VERAPAMIL HYDROCHLORIDE (Armas Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Armas Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (AvKARE), VERAPAMIL HYDROCHLORIDE (Baxter Healthcare Corporation), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Bryant Ranch Prepack), VERAPAMIL HYDROCHLORIDE (Cadila Pharmaceuticals Limited), VERAPAMIL HYDROCHLORIDE (Caplin Steriles Limited), VERAPAMIL HYDROCHLORIDE (Chartwell RX), VERAPAMIL HYDROCHLORIDE (Eugia US LLC), VERAPAMIL HYDROCHLORIDE (Gland Pharma Limited), VERAPAMIL HYDROCHLORIDE (Glenmark Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (HF Acquisition Co LLC), VERAPAMIL HYDROCHLORIDE (HF Acquisition Co LLC), VERAPAMIL HYDROCHLORIDE (HF Acquisition Co. LLC), VERAPAMIL HYDROCHLORIDE (Henry Schein), VERAPAMIL HYDROCHLORIDE (Henry Schein), VERAPAMIL HYDROCHLORIDE (Henry Schein), VERAPAMIL HYDROCHLORIDE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Hospira), VERAPAMIL HYDROCHLORIDE (Hospira), VERAPAMIL HYDROCHLORIDE (Lifestar Pharma LLC), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Medical Purchasing Solutions), VERAPAMIL HYDROCHLORIDE (Methapharm), VERAPAMIL HYDROCHLORIDE (Micro Labs Limited), VERAPAMIL HYDROCHLORIDE (Mylan Institutional), VERAPAMIL HYDROCHLORIDE (Mylan Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Nivagen Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Northwind Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (NuCare Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (PD-Rx Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (PD-Rx Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Preferred Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Preferred Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Preferred Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Preferred Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (Proficient Rx LP), VERAPAMIL HYDROCHLORIDE (REMEDYREPACK), VERAPAMIL HYDROCHLORIDE (REMEDYREPACK), VERAPAMIL HYDROCHLORIDE (RPK Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (RPK Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (RPK Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Sagent Pharmaceuticals), VERAPAMIL HYDROCHLORIDE (Somerset Therapeutics), VERAPAMIL HYDROCHLORIDE (Zydus Lifesciences Limited), VERAPAMIL HYDROCHLORIDE (Zydus Pharmaceuticals USA), VERAPAMIL HYDROCHLORIDE (Zydus Pharmaceuticals USA)
Formula
C27H38N2O4. HCl
Exact mass
490.2598
Mol weight
491.06
Structure
Simcomp
Class
Cardiovascular agent
 DG01575  Calcium channel blocker
  DG01496  Calcium channel L type blocker
 DG01653  Antiarrhythmics
  DG01807  Phenylalkylamine derivative
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
  DG01522  CYP3A4 inhibitor
Transporter substrate
 DG01665  ABCB1 substrate
Transporter inhibitor
 DG01622  ABCB1 inhibitor
Remark
Therapeutic category: 2129 2171
ATC code: C08DA01
Chemical structure group: DG00329
Product (DG00329): D00619<JP/US>
Product (mixture): D10282<US>
Efficacy
Antiarrhythmic, Vasodilator, Calcium channel blocker
  Disease
Hypertension [DS:H01633]
Angina [DS:H01632]
Atrial flutter [DS:H00731]
Comment
Phenylalkylamine derivative
Target
CACNA1-L [HSA:775 776 778 779] [KO:K04850 K04851 K04853 K04857]
  Pathway
hsa04010  MAPK signaling pathway
hsa04020  Calcium signaling pathway
hsa04260  Cardiac muscle contraction
hsa04270  Vascular smooth muscle contraction
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Transporter: ABCB1 [HSA:5243]
Interaction
CYP inhibition: CYP3A4 [HSA:1576]
Transporter inhibition: ABCB1 [HSA:5243]
Structure map
map07036  Calcium channel blocking drugs
map07037  Antiarrhythmic drugs
map07048  Antimigraines
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C08 CALCIUM CHANNEL BLOCKERS
   C08D SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
    C08DA Phenylalkylamine derivatives
     C08DA01 Verapamil
      D00619  Verapamil hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Antiarrhythmics
   Vaughn Williams-Class IV
    Verapamil
     D00619  Verapamil hydrochloride (JP18/USP)
  Calcium Channel Blocking Agents, Nondihydropyridines
   Verapamil
    D00619  Verapamil hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   212  Antiarrhythmic agents
    2129  Others
     D00619  Verapamil hydrochloride (JP18/USP)
   217  Vasodilators
    2171  Coronary dilators
     D00619  Verapamil hydrochloride (JP18/USP)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00329  Verapamil
     D00619  Verapamil hydrochloride
  DG01653  Antiarrhythmics
   DG01807  Phenylalkylamine derivative
    DG00329  Verapamil
     D00619  Verapamil hydrochloride
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00329  Verapamil
     D00619  Verapamil hydrochloride
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00329  Verapamil
     D00619  Verapamil hydrochloride
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00329  Verapamil
    D00619  Verapamil hydrochloride
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00329  Verapamil
    D00619  Verapamil hydrochloride
Drug classes [BR:br08332]
 Cardiovascular agent
  DG01653  Antiarrhythmics
   D00619  Verapamil hydrochloride
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Calcium channels
    CACNA1-L
     D00619  Verapamil hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00619  Verapamil hydrochloride
  D00619  Verapamil hydrochloride tablets
  D00619  Verapamil hydrochloride injection
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00619
 Drug transporters
  D00619
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    DG00329  Verapamil
  DG01653  Antiarrhythmics
   DG01807  Phenylalkylamine derivative
    DG00329  Verapamil
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00329  Verapamil
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00329  Verapamil
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00329  Verapamil
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00329  Verapamil
Other DBs
CAS: 152-11-4
PubChem: 7847685
ChEBI: 53188
LigandBox: D00619
NIKKAJI: J345.194A
LinkDB
KCF data

ATOM        34
            1   C1d C    21.2610  -18.3478
            2   C8y C    20.0604  -19.0472
            3   C1b C    22.4731  -19.0413
            4   C1c C    21.3019  -16.9957
            5   C8x C    18.8483  -18.3478
            6   C8x C    20.0604  -20.4457
            7   C1b C    23.6853  -18.3419
            8   C1a C    22.5142  -16.2848
            9   C1a C    20.0955  -16.2964
            10  C8y C    17.6362  -19.0472
            11  C8x C    18.8483  -21.1509
            12  C1b C    24.8917  -19.0296
            13  C8y C    17.6362  -20.4457
            14  O2a O    16.4183  -18.3478
            15  N1c N    26.1038  -18.3361
            16  O2a O    16.4183  -21.1509
            17  C1a C    15.2061  -19.0472
            18  C1b C    27.3159  -19.0239
            19  C1a C    26.1038  -16.8851
            20  C1a C    15.2061  -20.4515
            21  C1b C    28.5280  -18.3302
            22  C8y C    29.7284  -19.0180
            23  C8x C    30.9407  -18.3185
            24  C8x C    29.7345  -20.4107
            25  C8y C    32.1471  -19.0122
            26  C8x C    30.9464  -21.1101
            27  C8y C    32.1529  -20.4049
            28  O2a O    33.3592  -18.3070
            29  O2a O    33.3708  -21.1042
            30  C1a C    34.5772  -19.0005
            31  C1a C    34.5828  -20.3991
            32  C3b C    21.2610  -19.7452
            33  N3a N    21.2610  -21.1427
            34  X   Cl   31.2200  -23.3100
BOND        34
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 1
            9     5  10 1
            10    6  11 2
            11    7  12 1
            12   10  13 2
            13   10  14 1
            14   12  15 1
            15   13  16 1
            16   14  17 1
            17   15  18 1
            18   15  19 1
            19   16  20 1
            20   18  21 1
            21   21  22 1
            22   22  23 1
            23   22  24 2
            24   23  25 2
            25   24  26 1
            26   25  27 1
            27   25  28 1
            28   27  29 1
            29   28  30 1
            30   29  31 1
            31   11  13 1
            32   26  27 2
            33    1  32 1
            34   32  33 3

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