General Information of the Compound
Compound ID
CP0055808
Compound Name
3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
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Synonyms
(3-(10H,11H-Dibenzo[b,f]azepin-5-yl)propyl)methylamine
10, 11-Dihydro-N-methyl-5H-dibez[b,f]azepine-5-propanamine
10,11-Dihydro-5-(3-methylaminopropyl)-5H-dibenz(b,f)azepine
3-(10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N-METHYLPROPAN-1-AMINE
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine
5-(gamma-Methylaminopropyl)iminodibenzyl
DMI (pharmaceutical)
DMI 50475
Demethylimipramine
Desimipramine
Desimpramine
Desipramin
Desipramina
Desipramina [INN-Spanish]
Desipramine
Desipramine (D4)
Desipramine (INN)
Desipramine Hcl
Desipramine [INN:BAN]
Desipraminum
Desipraminum [INN-Latin]
Desmethylimipramine
Dezipramine
Dimethylimipramine
Methylaminopropyliminodibenzyl
Monodemethylimipramine
N-(3-Methylaminopropyl)iminobibenzyl
Norimipramine
Norpramin (TN)
Norpramine
Pentofran
Pertofrane (TN)
Pertrofane
Sertofran
ZERO/006017
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Structure
Formula
C18H22N2
Molecular Weight
266.388
Canonical SMILES
CNCCCN1c2ccccc2CCc2ccccc12
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InChI
InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3
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InChIKey
HCYAFALTSJYZDH-UHFFFAOYSA-N
CAS
50-47-5
Physicochemical Property
logP
3.5328
Rotatable Bonds
4
Heavy Atom Count
20
Polar Areas
15.27
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
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: 2995
SID: 14774838
ChEMBL ID
CHEMBL72
DrugBank ID
DB01151
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
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 14319.4 nM
   TI
   LI
   LO
   TS
Protein ID: PT01194, Histamine H3 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000049 C6 Rattus norvegicus (Rat)  1
1
Ki > 5000 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)  1
1
IC50 = 1380.38 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1380.38 nM
2 IC50 = 1390 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 = 26121.6 nM
   TI
   LI
   LO
   TS
Protein ID: PT01105, Sodium channel protein type 5 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 1520 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 = 82000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 3000 nM
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000031 MDCK Canis lupus familiaris (Dog)  4
1
IC50 = 0.93 nM
   TI
   LI
   LO
   TS
2
IC50 = 1.5 nM
   TI
   LI
   LO
   TS
3
IC50 = 3.9 nM
   TI
   LI
   LO
   TS
4
Ki = 0.92 nM
   TI
   LI
   LO
   TS
CL000882 MDCK-Net6 Canis lupus familiaris (Dog)  4
1
IC50 = 3.3 nM
   TI
   LI
   LO
   TS
2
IC50 = 3.4 nM
   TI
   LI
   LO
   TS
3
Ki = 2.1 nM
   TI
   LI
   LO
   TS
4
Ki = 3.4 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 4.2 nM
   TI
   LI
   LO
   TS
2
Ki = 2.5 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3.917 nM
2 Kd = 0.83 nM
3 Ki = 0.6 nM
4 Ki = 1 nM
5 Ki = 5.11 nM
6 Ki = 580 nM
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 64 nM
   TI
   LI
   LO
   TS
CL000362 GripTite 293 MSR Homo sapiens (Human)  1
1
IC50 = 560 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 20 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 = 9180 nM
   TI
   LI
   LO
   TS
2
IC50 = 56800 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
Ki = 5360 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 = 11000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Desipramine )
Drug Name Desipramine
Company Sanofi Aventis Us Llc
Indication
Attention deficit hyperactivity disorder
Approved
Depression
Approved
Target(s)
Norepinephrine transporter (NET)
Inhibitor