General Information
Drug ID
DR00486
Drug Name
Protriptyline
Synonyms
3-(5H-Dibenzo[a,d]cyclohepten-5-yl)-N-methyl-1-propanamine; 3-(5H-dibenzo[a,d][7]annulen-5-yl)-N-methylpropan-1-amine; 5-(3-Methylaminopropyl)-5H-Dibenzo[a,d]cycloheptene; 5-(3-Methylaminopropyl)-5H-dibenzo(a,d)cycloheptene; 5H-Dibenzo[a, d]cycloheptene-5-propanamine, N-methyl-, hydrochloride; 7-(3-Methylaminopropyl)-1,2:5,6-dibenzocycloheptatriene; Amimetilina; Apo-Imipramine; Apo-Trimip; Impril; Maximed; N-3-(5H-Dibenzo(a,d)cyclohepten-5-yl)propyl-N-methylamine; N-Methyl-5H-dibenzo(a,d)cycloheptene-5-propylamine; N-Methyl-5H-dibenzo[a,d]cycloheptene-5-propanamine; N-Methyl-5H-dibenzo[a,d]cycloheptene-5-propylamine; Normethyl EX4442; Novo-Doxepin; Novo-Tripramine; Novopramine; Protriptilina; Protriptilina [INN-Spanish]; Protriptyline (INN); Protriptyline [INN:BAN]; Protriptylinum; Protriptylinum [INN-Latin]; Protryptyline; Rhotrimine; Triadapin 5; Triptil; Triptil hydrochloride; Triptyl; Vivactil; Vivactil (TN); Vivactyl
Drug Type
Small molecular drug
Indication Depression [ICD11:6A8Z] Approved [1]
Therapeutic Class
Antidepressants
Structure
3D MOL 2D MOL
Formula
C19H21N
Canonical SMILES
CNCCCC1C2=CC=CC=C2C=CC3=CC=CC=C13
InChI
InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3
InChIKey
BWPIARFWQZKAIA-UHFFFAOYSA-N
CAS Number
CAS 438-60-8
Pharmaceutical Properties Molecular Weight 263.4 Topological Polar Surface Area 12
Heavy Atom Count 20 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
XLogP
4.4
PubChem CID
4976
PubChem SID
103189728 ,104061736 ,104307929 ,10522905 ,11111679 ,11111680 ,11466958 ,11468078 ,11486755 ,124750138 ,124881218 ,124881219 ,124881220 ,126623989 ,127578602 ,134338142 ,134974679 ,137001421 ,142365103 ,15221639 ,29214865 ,29224052 ,46505128 ,47291296 ,47365392 ,47589161 ,47736675 ,47736676 ,47959952 ,48035323 ,48416494 ,4903494 ,49699033 ,49961823 ,50100330 ,50104299 ,57322553 ,78122381 ,7849630 ,794681 ,7980423 ,8153064 ,85177328 ,85209617 ,85787376 ,90341254 ,92714631 ,93167175 ,96025133 ,9612
ChEBI ID
ChEBI:8597
TTD Drug ID
D00MYQ
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
References
1 Protriptyline was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs. J Pharmacol Exp Ther. 2002 Dec;303(3):1029-37.

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