General Information of the Compound
Compound ID
CP0036757
Compound Name
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
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Synonyms
1-(3-Dimethylaminopropyl)-4,5-dihydro-2,3,6,7-dibenzazepine
10,11-Dihydro-5-(3-(dimethylamino)propyl)-5H-dibenz[b,f]azepine
10,11-Dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine
2,2'-(3-Dimethylaminopropylimino)bibenzyl
2,2'-(3-Dimethylaminopropylimino)dibenzyl
3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
5,6-Dihydro-N-(3-(dimethylamino)propyl)-11H-dibenz(b,e)azepine
5,6-Dihydro-N-[3-(dimethylamino)propyl]-11H-dibenz[b,e]azepine
5-(3-(Dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine
5-(3-Dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(b,f)azepine
5H-Dibenz(b,f)azepine,5-[3-(dimethylamino)propyl]-10,11-dihydro-mixed with ethyl alcohol
5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N,N-dimethyl-(9CI)
Antideprin
Antideprin (TN)
Berkomine
Censtim
Censtin
Declomipramine
Deprimin (TN)
Deprinol (TN)
Depsonil (TN)
Dimipressin
Dpid
Dyna-zina
Dynaprin
Dynaprin (TN)
Eupramin
Eupramin (TN)
G-22355
Imavate
Imidobenzyle
Imipramil (TN)
Imipramin
Imipramina
Imipramina [INN-Spanish]
Imipramina [Italian]
Imipramine
Imipramine (INN)
Imipramine [INN:BAN]
Imipraminum
Imipraminum [INN-Latin]
Imiprin
Imizin
Imizinum
Impramine
Intalpram
Iramil
Irmin
Irmin (TN)
Janimine
Janimine (TN)
Janimine (hydrochloride)
Melipramin
Melipramin (TN)
Melipramine
N-(3-Dimethylaminopropyl)-o-iminodibenzyl
N-(gamma-Dimethylaminopropyl)iminodibenzyl
N-(gamma.-Dimethylaminopropyl)iminodibenzyl
Nelipramin
Norchlorimipramine
Norfranil
Pramine
Prazepine
Promiben;Psychoforin
SK-Pramine
Surplix
Surplix (TN)
Timolet
Tofranil
Tofranil (free base)
Tofranil (hydrochloride)
Tofranil(TN)
Tofranil, base
Tofraniln A
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Structure
Formula
C19H24N2
Molecular Weight
280.415
Canonical SMILES
CN(C)CCCN1c2ccccc2CCc2ccccc12
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InChI
InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3
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InChIKey
BCGWQEUPMDMJNV-UHFFFAOYSA-N
CAS
50-49-7
Physicochemical Property
logP
3.875
Rotatable Bonds
4
Heavy Atom Count
21
Polar Areas
6.48
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Complexity
21

"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: 3696
SID: 15222228
ChEMBL ID
CHEMBL11
DrugBank ID
DB00458
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: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
Ki = 160 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 220 nM
2 Ki = 94 nM
Protein ID: PT05193, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
Ki = 160 nM
   TI
   LI
   LO
   TS
Protein ID: PT00867, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
Ki = 726 nM
   TI
   LI
   LO
   TS
Protein ID: PT02591, Major prion protein
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000235 ScN2a Mus musculus (Mouse)  1
1
EC50 = 10000 nM
   TI
   LI
   LO
   TS
Protein ID: PT05367, Multidrug and toxin extrusion protein 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000088 Flp-In-293 Homo sapiens (Human)  1
1
IC50 = 10000 nM
   TI
   LI
   LO
   TS
Protein ID: PT05330, Multidrug and toxin extrusion protein 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000088 Flp-In-293 Homo sapiens (Human)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Protein ID: PT00897, Potassium voltage-gated channel subfamily H member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 3388.44 nM
   TI
   LI
   LO
   TS
2
IC50 = 3400 nM
   TI
   LI
   LO
   TS
CL000083 MCF-7 Homo sapiens (Human)  1
1
IC50 = 3388.44 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3388.44 nM
Protein ID: PT01065, Serine/threonine-protein kinase mTOR
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL001056 MEF-1 [Mouse fibroblast] Mus musculus (Mouse)  1
1
Potency = 14689.2 nM
   TI
   LI
   LO
   TS
Protein ID: PT00884, Sodium-dependent dopamine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 25600 nM
   TI
   LI
   LO
   TS
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 74 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 16 nM
Protein ID: PT01607, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
Ki = 16 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 12 nM
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  3
1
IC50 = 0.88 nM
   TI
   LI
   LO
   TS
2
IC50 = 5.1 nM
   TI
   LI
   LO
   TS
3
Ki = 2.1 nM
   TI
   LI
   LO
   TS
CL000362 GripTite 293 MSR Homo sapiens (Human)  5
1
IC50 = 2.6 nM
   TI
   LI
   LO
   TS
2
IC50 = 29 nM
   TI
   LI
   LO
   TS
3
Ki = 5.7 nM
   TI
   LI
   LO
   TS
4
Ki = 31 nM
   TI
   LI
   LO
   TS
5
Ki = 1300 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  5
1
IC50 = 6.8 nM
   TI
   LI
   LO
   TS
2
IC50 = 8 nM
   TI
   LI
   LO
   TS
3
Ki = 1 nM
   TI
   LI
   LO
   TS
4
Ki = 2 nM
   TI
   LI
   LO
   TS
5
Ki = 2.5 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1.1 nM
2 IC50 = 2 nM
3 IC50 = 3.5 nM
4 IC50 = 4.1 nM
5 IC50 = 4.4 nM
6 IC50 = 6.9 nM
7 IC50 = 7.3 nM
8 IC50 = 29 nM
9 Ki = 0.52 nM
10 Ki = 0.77 nM
11 Ki = 1.9 nM
12 Ki = 3.2 nM
13 Ki = 5 nM
14 Ki = 7.57 nM
15 Ki = 20 nM
16 Ki = 20.3 nM
Protein ID: PT01609, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
Ki = 5 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 42 nM
Protein ID: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 7950 nM
   TI
   LI
   LO
   TS
2
IC50 = 17100 nM
   TI
   LI
   LO
   TS
CL000088 Flp-In-293 Homo sapiens (Human)  1
1
IC50 = 37000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06157, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
IC50 = 16000 nM
   TI
   LI
   LO
   TS
Protein ID: PT04591, Solute carrier family 22 member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000088 Flp-In-293 Homo sapiens (Human)  1
1
IC50 = 600 nM
   TI
   LI
   LO
   TS
Protein ID: PT04368, Solute carrier family 22 member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
IC50 = 9900 nM
   TI
   LI
   LO
   TS
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 = 22000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Imipramine )
Drug Name Imipramine
Company Novartis Pharmaceuticals Corp
Indication
Depression
Approved
Target(s)
Norepinephrine transporter (NET)
Inhibitor