General Information of the Compound
Compound ID
CP0064605
Compound Name
3-(5H-dibenzo[a,d][7]annulen-5-yl)-N-methylpropan-1-amine
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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
Protriptyline (INN)
Protriptyline [INN:BAN]
Protriptylinum
Protriptylinum [INN-Latin]
Protryptyline
Rhotrimine
Triadapin 5
Triptil
Triptil hydrochloride
Triptyl
Vivactil
Vivactil (TN)
Vivactyl
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Structure
Formula
C19H21N
Molecular Weight
263.384
Canonical SMILES
CNCCCC1c2ccccc2C=Cc2ccccc12
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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
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InChIKey
BWPIARFWQZKAIA-UHFFFAOYSA-N
CAS
438-60-8
Physicochemical Property
logP
4.3019
Rotatable Bonds
4
Heavy Atom Count
20
Polar Areas
12.03
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Complexity
20

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 4976
SID: 15221639
ChEMBL ID
CHEMBL668
DrugBank ID
DB00344
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  5
1
IC50 = 1.7 nM
   TI
   LI
   LO
   TS
2
IC50 = 2.8 nM
   TI
   LI
   LO
   TS
3
IC50 = 2.9 nM
   TI
   LI
   LO
   TS
4
Ki = 2 nM
   TI
   LI
   LO
   TS
5
Ki = 2.1 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1.1 nM
2 IC50 = 2.1 nM
3 IC50 = 2.5 nM
4 IC50 = 7.1 nM
5 IC50 = 9.1 nM
6 IC50 = 17 nM
7 Kd = 1.4 nM
8 Ki = 1.6 nM
9 Ki = 2.3 nM
10 Ki = 6.8 nM
Protein ID: PT02031, Voltage-dependent N-type calcium channel subunit alpha-1B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y Homo sapiens (Human)  1
1
IC50 = 14000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Protriptyline )
Drug Name Protriptyline
Company Teva Womens Health Inc
Indication
Depression
Approved
Target(s)
Norepinephrine transporter (NET)
Inhibitor