KEGG   DRUG: Citalopram hydrobromide
Entry
D00822                      Drug                                   

Name
Citalopram hydrobromide (USP);
Celexa (TN)
Product
  Generic
CITALOPRAM (A-S Medication Solutions), CITALOPRAM (A-S Medication Solutions), CITALOPRAM (A-S Medication Solutions), CITALOPRAM (Amneal Pharmaceuticals LLC), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM HYDROBROMIDE (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM HYDROBROMIDE (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Bryant Ranch Prepack), CITALOPRAM (Bryant Ranch Prepack), CITALOPRAM (Bryant Ranch Prepack), CITALOPRAM (Cipla USA), CITALOPRAM (Contract Pharmacy Services-PA), CITALOPRAM (Denton Pharma), CITALOPRAM (Direct Rx), CITALOPRAM (Direct_Rx), CITALOPRAM (Epic Pharma), CITALOPRAM HYDROBROMIDE (Exelan Pharmaceuticals), CITALOPRAM (Golden State Medical Supply), CITALOPRAM (Hikma Pharmaceuticals USA), CITALOPRAM (International Laboratories), CITALOPRAM (Mylan Pharmaceuticals), CITALOPRAM (NuCare Pharmaceuticals), CITALOPRAM (PD-Rx Pharmaceuticals), CITALOPRAM (PD-Rx Pharmaceuticals), CITALOPRAM (Preferred Pharmaceuticals), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (RedPharm Drug), CITALOPRAM HYDROBROMIDE (A-S Medication Solutions), CITALOPRAM HYDROBROMIDE (A-S Medication Solutions), CITALOPRAM (A-S Medication Solutions), CITALOPRAM HYDROBROMIDE (ATLANTIC BIOLOGICALS CORP.), CELEXA (Advanced Rx Pharmacy of Tennessee), CITALOPRAM (American Health Packaging), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Aurobindo Pharma Limited), CITALOPRAM HYDROBROMIDE (Aurobindo Pharma Limited), CITALOPRAM HYDROBROMIDE (Bryant Ranch Prepack), CITALOPRAM HYDROBROMIDE (Bryant Ranch Prepack), CITALOPRAM (Bryant Ranch Prepack), CITALOPRAM HYDROBROMIDE (Camber Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Cardinal Health), CITALOPRAM HYDROBROMIDE (Clinical Solutions Wholesale), CITALOPRAM HYDROBROMIDE (DIRECT RX), CITALOPRAM HYDROBROMIDE (DIRECT RX), CITALOPRAM HYDROBROMIDE (Denton Pharma), CITALOPRAM HYDROBROMIDE (Denton Pharma), CITALOPRAM (Denton Pharma), CITALOPRAM (Denton Pharma), CITALOPRAM HYDROBROMIDE (Denton Pharma), CITALOPRAM HYDROBROMIDE (Direct Rx), CITALOPRAM HYDROBROMIDE (Dr. Reddy's Laboratories Limited), CITALOPRAM HYDROBROMIDE (Lannett Company), CITALOPRAM HYDROBROMIDE (Legacy Pharmaceutical Packaging), CITALOPRAM HYDROBROMIDE (Legacy Pharmaceutical Packaging), CITALOPRAM HYDROBROMIDE (Major Pharmaceuticals), CITALOPRAM (NCS HealthCare of KY), CITALOPRAM HYDROBROMIDE (Northwind Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM (NuCare Pharmaceuticals), CITALOPRAM (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM (PD-Rx Pharmaceuticals), CITALOPRAM HYDROBROMIDE (PD-Rx Pharmaceuticals), CITALOPRAM HYDROBROMIDE (PD-Rx Pharmaceuticals), CITALOPRAM HYDROBROMIDE (PD-Rx Pharmaceuticals), CITALOPRAM (Pharmaceutical Associates), CITALOPRAM HYDROBROMIDE (Preferred Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Preferred Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Proficient Rx LP), CITALOPRAM (Proficient Rx LP), CITALOPRAM (Proficient Rx LP), CITALOPRAM (QPharma), CITALOPRAM HYDROBROMIDE (QPharma), CITALOPRAM HYDROBROMIDE (Quality Care Products), CITALOPRAM HYDROBROMIDE (Quality Care Products), CITALOPRAM HYDROBROMIDE (Quality Care Products), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (RPK Pharmaceuticals), CITALOPRAM HYDROBROMIDE (RPK Pharmaceuticals), CITALOPRAM (RPK Pharmaceuticals), CITALOPRAM HYDROBROMIDE (RedPharm Drug), CITALOPRAM HYDROBROMIDE (St Marys Medical Park Pharmacy), CITALOPRAM HYDROBROMIDE (St Marys Medical Park Pharmacy), CITALOPRAM HYDROBROMIDE (Sun Pharmaceutical Industries), CITALOPRAM HYDROBROMIDE (Torrent Pharmaceuticals Limited), CITALOPRAM (Cosette Pharmaceuticals)
Formula
C20H21FN2O. HBr
Exact mass
404.09
Mol weight
405.3039
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01659  Selective serotonin reuptake inhibitor (SSRI)
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG01933  CYP2C19 inhibitor
Transporter substrate
 DG01665  ABCB1 (P-GP) substrate
Remark
ATC code: N06AB04
Chemical structure group: DG00943
Product (DG00943): D00822<US>
Efficacy
Antidepressant, Selective serotonin reuptake inhibitor (SSRI)
  Disease
Major depressive disorder [DS:H01646]
Comment
Citalopram derivative
Target
SLC6A4 (HTT) [HSA:6532] [KO:K05037]
  Pathway
hsa04726  Serotonergic synapse
Metabolism
Enzyme: CYP3A4 [HSA:1576], CYP2D6 [HSA:1565]
Transporter: ABCB1 [HSA:5243]
Interaction
CYP inhibition: CYP2C19 [HSA:1557]
Structure map
map07027  Antidepressants
map07234  Neurotransmitter transporter inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N06 PSYCHOANALEPTICS
   N06A ANTIDEPRESSANTS
    N06AB Selective serotonin reuptake inhibitors
     N06AB04 Citalopram
      D00822  Citalopram hydrobromide (USP) <US>
USP drug classification [BR:br08302]
 Antidepressants
  SSRIs/SNRIs (Selective Serotonin Reuptake Inhibitors/Serotonin and Norepinephrine Reuptake Inhibitors)
   Citalopram
    D00822  Citalopram hydrobromide (USP)
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC6
    SLC6A4 (HTT)
     D00822  Citalopram hydrobromide (USP) <US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00822
 Drug transporters
  D00822
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00822
Other DBs
CAS: 59729-32-7
PubChem: 7847887
ChEBI: 3724
ChEMBL: CHEMBL1200781
DrugBank: DB00215
LigandBox: D00822
NIKKAJI: J300.631J
LinkDB
KCF data

ATOM        25
            1   C1z C    25.2140  -17.1075
            2   C8y C    23.8790  -16.6700
            3   O2x O    26.0478  -15.9763
            4   C8y C    23.8847  -15.2650
            5   C8x C    22.6778  -17.3697
            6   C1x C    25.2257  -14.8335
            7   C8x C    22.6778  -14.5654
            8   C8x C    21.4593  -16.6643
            9   C8y C    21.4593  -15.2650
            10  C3b C    20.2466  -14.5654
            11  N3a N    19.0343  -13.8655
            12  C8y C    25.2140  -18.5075
            13  C8x C    24.0032  -19.2065
            14  C8x C    24.0032  -20.6065
            15  C8y C    25.2156  -21.3065
            16  C8x C    26.4264  -20.6075
            17  C8x C    26.4264  -19.2075
            18  X   F    25.2153  -22.6799
            19  C1b C    26.6140  -17.1075
            20  C1b C    27.2986  -18.2932
            21  C1b C    28.6998  -18.2932
            22  N1c N    29.3899  -19.4882
            23  C1a C    30.7997  -19.4882
            24  C1a C    28.7046  -20.6751
            25  X   Br   20.5107  -20.3997
BOND        26
            1     1   2 1
            2     1   3 1
            3     2   4 2
            4     2   5 1
            5     3   6 1
            6     4   7 1
            7     5   8 2
            8     7   9 2
            9     9  10 1
            10    4   6 1
            11    8   9 1
            12   10  11 3
            13    1  12 1
            14   12  13 2
            15   13  14 1
            16   14  15 2
            17   15  16 1
            18   16  17 2
            19   12  17 1
            20   15  18 1
            21    1  19 1
            22   19  20 1
            23   20  21 1
            24   21  22 1
            25   22  23 1
            26   22  24 1

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