KEGG   DRUG: Amitriptyline
Entry
D07448                      Drug                                   
Name
Amitriptyline (INN);
Laroxyl (TN)
Formula
C20H23N
Exact mass
277.1831
Mol weight
277.4033
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01730  Non-selective monoamine reuptake inhibitor
 DG01728  Tricyclic antidepressant
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Same as: C06824
ATC code: N06AA09
Chemical structure group: DG00934
Product (DG00934): D00809<JP/US>
Efficacy
Antidepressant
Target
SLC6A4 (HTT) [HSA:6532] [KO:K05037]
SLC6A2 (NAT1) [HSA:6530] [KO:K05035]
  Pathway
hsa04721  Synaptic vesicle cycle
hsa04726  Serotonergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]; CYP1A2 [HSA:1544], CYP3A4 [HSA:1576], CYP2C19 [HSA:1557]
Interaction
Structure map
map07027  Antidepressants
map07048  Antimigraines
map07234  Neurotransmitter transporter inhibitors
Other map
map04976  Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N06 PSYCHOANALEPTICS
   N06A ANTIDEPRESSANTS
    N06AA Non-selective monoamine reuptake inhibitors
     N06AA09 Amitriptyline
      D07448  Amitriptyline (INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   DG00934  Amitriptyline
    D07448  Amitriptyline
  DG01728  Tricyclic antidepressant
   DG00934  Amitriptyline
    D07448  Amitriptyline
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00934  Amitriptyline
    D07448  Amitriptyline
  DG01639  CYP2C19 substrate
   DG00934  Amitriptyline
    D07448  Amitriptyline
  DG01644  CYP2D6 substrate
   DG00934  Amitriptyline
    D07448  Amitriptyline
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00934  Amitriptyline
     D07448  Amitriptyline
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC6
    SLC6A2 (NAT1)
     D07448  Amitriptyline (INN)
    SLC6A4 (HTT)
     D07448  Amitriptyline (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D07448
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   DG00934  Amitriptyline
  DG01728  Tricyclic antidepressant
   DG00934  Amitriptyline
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00934  Amitriptyline
  DG01639  CYP2C19 substrate
   DG00934  Amitriptyline
  DG01644  CYP2D6 substrate
   DG00934  Amitriptyline
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00934  Amitriptyline
Other DBs
CAS: 50-48-6
PubChem: 51091779
ChEBI: 2666
PDB-CCD: TP0[PDBj]
LigandBox: D07448
NIKKAJI: J4.103C
LinkDB
KCF data

ATOM        21
            1   C1x C    21.9800  -21.2100
            2   C8y C    21.1400  -20.0900
            3   C8y C    21.4200  -18.6900
            4   C2y C    22.6800  -18.1300
            5   C1x C    23.3800  -21.2100
            6   C8y C    23.9400  -18.7600
            7   C8y C    24.2900  -20.1600
            8   C8x C    20.4400  -17.7100
            9   C8x C    19.1100  -18.1300
            10  C8x C    18.7600  -19.4600
            11  C8x C    19.7400  -20.4400
            12  C8x C    25.6200  -20.5800
            13  C8x C    26.6700  -19.6000
            14  C8x C    26.3200  -18.2700
            15  C8x C    24.9900  -17.8500
            16  C2b C    22.6800  -16.7300
            17  C1b C    23.8700  -16.1000
            18  C1b C    25.0600  -16.8000
            19  N1c N    26.3200  -16.1000
            20  C1a C    27.5100  -16.8000
            21  C1a C    26.3200  -14.7000
BOND        23
            1     3   4 1
            2     1   5 1
            3     4   6 1
            4     2   3 1
            5     5   7 1
            6     1   2 1
            7     6   7 1
            8     3   8 2
            9     8   9 1
            10    9  10 2
            11   10  11 1
            12    2  11 2
            13    7  12 2
            14   12  13 1
            15   13  14 2
            16   14  15 1
            17    6  15 2
            18    4  16 2
            19   16  17 1
            20   17  18 1
            21   18  19 1
            22   19  20 1
            23   19  21 1

» Japanese version   » Back

KEGG   DRUG: Amitriptyline hydrochloride
Entry
D00809                      Drug                                   
Name
Amitriptyline hydrochloride (JP18/USP);
Elavil (TN)
Product
  Generic
AMITRIPTYLINE HCL (Advanced Rx Pharmacy of Tennessee), AMITRIPTYLINE HCL (Advanced Rx Pharmacy of Tennessee), AMITRIPTYLINE HCL (Direct Rx), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (A-S Medication Solutions), AMITRIPTYLINE HYDROCHLORIDE (Accord Healthcare), AMITRIPTYLINE HYDROCHLORIDE (American Health Packaging), AMITRIPTYLINE HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), AMITRIPTYLINE HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), AMITRIPTYLINE HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), AMITRIPTYLINE HYDROCHLORIDE (Asclemed USA), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Bryant Ranch Prepack), AMITRIPTYLINE HYDROCHLORIDE (Cardinal Health 107), AMITRIPTYLINE HYDROCHLORIDE (Centaur Pharmaceuticals Private Limited), AMITRIPTYLINE HYDROCHLORIDE (DIRECT RX), AMITRIPTYLINE HYDROCHLORIDE (DIRECT RX), AMITRIPTYLINE HYDROCHLORIDE (Denton Pharma), AMITRIPTYLINE HYDROCHLORIDE (Denton Pharma), AMITRIPTYLINE HYDROCHLORIDE (Denton Pharma), AMITRIPTYLINE HYDROCHLORIDE (Denton Pharma), AMITRIPTYLINE HYDROCHLORIDE (Direct Rx), AMITRIPTYLINE HYDROCHLORIDE (DirectRx), AMITRIPTYLINE HYDROCHLORIDE (Direct_Rx), AMITRIPTYLINE HYDROCHLORIDE (Direct_Rx), AMITRIPTYLINE HYDROCHLORIDE (Direct_Rx), AMITRIPTYLINE HYDROCHLORIDE (Direct_Rx), AMITRIPTYLINE HYDROCHLORIDE (Direct_Rx), AMITRIPTYLINE HYDROCHLORIDE (Doc Rx), AMITRIPTYLINE HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), AMITRIPTYLINE HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), AMITRIPTYLINE HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), AMITRIPTYLINE HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), AMITRIPTYLINE HYDROCHLORIDE (Lifestar Pharma LLC), AMITRIPTYLINE HYDROCHLORIDE (Major Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Major Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Medsource Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Medsource Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Northstar Rx LLC.), AMITRIPTYLINE HYDROCHLORIDE (Northstar RxLLC), AMITRIPTYLINE HYDROCHLORIDE (Northwind Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (NuCare Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Par Pharmaceutical), AMITRIPTYLINE HYDROCHLORIDE (Preferred Pharamaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Preferred Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Preferred Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Preferred Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Preferred Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Preferred Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (Proficient Rx LP), AMITRIPTYLINE HYDROCHLORIDE (Proficient Rx LP), AMITRIPTYLINE HYDROCHLORIDE (Proficient Rx LP), AMITRIPTYLINE HYDROCHLORIDE (Proficient Rx LP), AMITRIPTYLINE HYDROCHLORIDE (Proficient Rx LP), AMITRIPTYLINE HYDROCHLORIDE (Proficient Rx LP), AMITRIPTYLINE HYDROCHLORIDE (Quality Care Products LLC), AMITRIPTYLINE HYDROCHLORIDE (REMEDYREPACK), AMITRIPTYLINE HYDROCHLORIDE (REMEDYREPACK), AMITRIPTYLINE HYDROCHLORIDE (REMEDYREPACK), AMITRIPTYLINE HYDROCHLORIDE (REMEDYREPACK), AMITRIPTYLINE HYDROCHLORIDE (REMEDYREPACK), AMITRIPTYLINE HYDROCHLORIDE (REMEDYREPACK), AMITRIPTYLINE HYDROCHLORIDE (RPK Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (RPK Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (RPK Pharmaceuticals), AMITRIPTYLINE HYDROCHLORIDE (RedPharm Drug), AMITRIPTYLINE HYDROCHLORIDE (RedPharm Drug), AMITRIPTYLINE HYDROCHLORIDE (RedPharm Drug), AMITRIPTYLINE HYDROCHLORIDE (RedPharm Drug), AMITRIPTYLINE HYDROCHLORIDE (RedPharm Drug), AMITRIPTYLINE HYDROCHLORIDE (ST. MARY'S MEDICAL PARK PHARMACY), AMITRIPTYLINE HYDROCHLORIDE (Sandoz), AMITRIPTYLINE HYDROCHLORIDE (St. Mary's Medical Park Pharmacy), AMITRIPTYLINE HYDROCHLORIDE (St. Mary's Medical Park Pharmacy), AMITRIPTYLINE HYDROCHLORIDE (St. Mary's Medical Park Pharmacy), AMITRIPTYLINE HYDROCHLORIDE (Sun Pharmaceutical Industries), AMITRIPTYLINE HYDROCHLORIDE (Unichem Pharmaceuticals (USA)), AMITRIPTYLINE HYDROCHLORIDE (Zydus Lifesciences Limited), AMITRIPTYLINE HYDROCHLORIDE (Zydus Pharmaceuticals USA)
Formula
C20H23N. HCl
Exact mass
313.1597
Mol weight
313.8643
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01730  Non-selective monoamine reuptake inhibitor
 DG01728  Tricyclic antidepressant
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Therapeutic category: 1179
ATC code: N06AA09
Chemical structure group: DG00934
Product (DG00934): D00809<JP/US>
Product (mixture): D10207<US> D10294<US>
Efficacy
Antidepressant
  Disease
Depression [DS:H01646]
Target
SLC6A4 (HTT) [HSA:6532] [KO:K05037]
SLC6A2 (NAT1) [HSA:6530] [KO:K05035]
  Pathway
hsa04721  Synaptic vesicle cycle
hsa04726  Serotonergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]; CYP1A2 [HSA:1544], CYP3A4 [HSA:1576], CYP2C19 [HSA:1557]
Interaction
Structure map
map07027  Antidepressants
map07048  Antimigraines
map07234  Neurotransmitter transporter inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N06 PSYCHOANALEPTICS
   N06A ANTIDEPRESSANTS
    N06AA Non-selective monoamine reuptake inhibitors
     N06AA09 Amitriptyline
      D00809  Amitriptyline hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antidepressants
  Tricyclics
   Amitriptyline
    D00809  Amitriptyline hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   117  Psychotropics
    1179  Others
     D00809  Amitriptyline hydrochloride (JP18/USP)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   DG00934  Amitriptyline
    D00809  Amitriptyline hydrochloride
  DG01728  Tricyclic antidepressant
   DG00934  Amitriptyline
    D00809  Amitriptyline hydrochloride
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00934  Amitriptyline
    D00809  Amitriptyline hydrochloride
  DG01639  CYP2C19 substrate
   DG00934  Amitriptyline
    D00809  Amitriptyline hydrochloride
  DG01644  CYP2D6 substrate
   DG00934  Amitriptyline
    D00809  Amitriptyline hydrochloride
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00934  Amitriptyline
     D00809  Amitriptyline hydrochloride
Drug classes [BR:br08332]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   D00809  Amitriptyline hydrochloride
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC6
    SLC6A2 (NAT1)
     D00809  Amitriptyline hydrochloride (JP18/USP) <JP/US>
    SLC6A4 (HTT)
     D00809  Amitriptyline hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00809  Amitriptyline hydrochloride
  D00809  Amitriptyline hydrochloride tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00809
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00809
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01730  Non-selective monoamine reuptake inhibitor
   DG00934  Amitriptyline
  DG01728  Tricyclic antidepressant
   DG00934  Amitriptyline
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00934  Amitriptyline
  DG01639  CYP2C19 substrate
   DG00934  Amitriptyline
  DG01644  CYP2D6 substrate
   DG00934  Amitriptyline
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00934  Amitriptyline
Other DBs
CAS: 549-18-8
PubChem: 7847874
ChEBI: 2667
LigandBox: D00809
NIKKAJI: J375.855I
LinkDB
KCF data

ATOM        22
            1   C1x C    22.3053  -18.3173
            2   C8y C    21.4609  -17.2047
            3   C8y C    21.7970  -15.8442
            4   C2y C    23.0615  -15.2645
            5   C1x C    23.7149  -18.3426
            6   C8y C    24.3184  -15.8885
            7   C8y C    24.6057  -17.2610
            8   C8x C    20.7871  -14.8731
            9   C8x C    19.4414  -15.2623
            10  C8x C    19.1053  -16.6228
            11  C8x C    20.1152  -17.5936
            12  C8x C    25.9405  -17.6993
            13  C8x C    26.9876  -16.7623
            14  C8x C    26.7005  -15.3898
            15  C8x C    25.3654  -14.9515
            16  C2b C    23.0132  -13.8858
            17  C1b C    24.2405  -13.2028
            18  C1b C    25.4121  -13.9042
            19  N1c N    26.6376  -13.2223
            20  C1a C    27.8757  -13.9629
            21  C1a C    26.6597  -11.8503
            22  X   Cl   29.9627  -16.4829
BOND        23
            1     3   4 1
            2     1   5 1
            3     4   6 1
            4     2   3 1
            5     5   7 1
            6     1   2 1
            7     6   7 1
            8     3   8 2
            9     8   9 1
            10    9  10 2
            11   10  11 1
            12    2  11 2
            13    7  12 2
            14   12  13 1
            15   13  14 2
            16   14  15 1
            17    6  15 2
            18    4  16 2
            19   16  17 1
            20   17  18 1
            21   18  19 1
            22   19  20 1
            23   19  21 1

» Japanese version   » Back

KEGG   DRUG: Amitriptylinoxide
Entry
D07449                      Drug                                   
Name
Amitriptylinoxide (INN)
Formula
C20H23NO
Exact mass
293.178
Mol weight
293.4027
Structure
Simcomp
Efficacy
Antidepressant
Comment
Tricyclic antidepressants
Target
SLC6A4 (HTT) [HSA:6532] [KO:K05037]
SLC6A2 (NAT1) [HSA:6530] [KO:K05035]
  Pathway
hsa04721  Synaptic vesicle cycle
hsa04726  Serotonergic synapse
Structure map
map07234  Neurotransmitter transporter inhibitors
Brite
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC6
    SLC6A2 (NAT1)
     D07449  Amitriptylinoxide (INN)
    SLC6A4 (HTT)
     D07449  Amitriptylinoxide (INN)
Other DBs
CAS: 4317-14-0
PubChem: 51091780
LigandBox: D07449
NIKKAJI: J9.621K
LinkDB
KCF data

ATOM        22
            1   C1x C    25.7656  -21.5652
            2   C8y C    24.9254  -20.4449
            3   C8y C    25.2055  -19.0446
            4   C2y C    26.4658  -18.4844
            5   C1x C    27.1660  -21.5652
            6   C8y C    27.7261  -19.1146
            7   C8y C    28.0762  -20.5149
            8   C8x C    24.2253  -18.0643
            9   C8x C    22.8949  -18.4844
            10  C8x C    22.5449  -19.8148
            11  C8x C    23.5251  -20.7950
            12  C8x C    29.4065  -20.9350
            13  C8x C    30.4568  -19.9548
            14  C8x C    30.1067  -18.6245
            15  C8x C    28.7764  -18.2044
            16  C2b C    26.4658  -17.0841
            17  C1b C    27.6561  -16.4539
            18  C1b C    28.8464  -17.1541
            19  N1d N    30.1067  -16.4539 #+
            20  O3a O    31.6694  -15.5438 #-
            21  C1a C    30.8069  -17.6666
            22  C1a C    29.4165  -15.2354
BOND        24
            1     3   4 1
            2     1   5 1
            3     4   6 1
            4     2   3 1
            5     5   7 1
            6     1   2 1
            7     6   7 1
            8     3   8 2
            9     8   9 1
            10    9  10 2
            11   10  11 1
            12    2  11 2
            13    7  12 2
            14   12  13 1
            15   13  14 2
            16   14  15 1
            17    6  15 2
            18    4  16 2
            19   16  17 1
            20   17  18 1
            21   18  19 1
            22   19  20 1
            23   19  21 1
            24   19  22 1

» Japanese version   » Back

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