General Information of the Compound
Compound ID
CP0062502
Compound Name
3H]pyrilamine
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Synonyms
2-((2-(Dimethylamino)ethyl)-(p-methoxybenzyl)amino)pyridine
2-((p-Methoxybenzyl)(2-(dimethylamino)ethyl)amino)pyridine
2-[(p-Methoxybenzyl)[2-(dimethylamino)ethyl]amino]pyridine
2-[[2-(Dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine
2-[[2-(Dimethylamino)ethyl]-(p-methoxybenzyl)amino]pyridine
2-dimethylaminoethyl-p-anisyl-(2-pyridyl)amine
Afko-Hist
Anhistabs
Anhistol
Antalergan
Antallergan
Antamine
Anthisan
Copsamine
Coradon
Dipane
Dorantamin
Harvamine
Histacap
Histalon
Histapyran
Histasan
Isamin
Kriptin
Maranhist
Mepiramina
Mepiramina [INN-Spanish]
Mepiramine
Mepyramin
Mepyramin [German]
Mepyramine
Mepyramine (INN)
Mepyramine [INN:BAN]
Mepyraminum
Mepyraminum [INN-Latin]
Mepyren
N',N'-Dimethyl-N-(p-methoxybenzyl)-N-(2-pyridyl)ethylenediamine
N,N-dimethyl-N'-{[4-(methyloxy)phenyl]methyl}-N'-pyridin-2-ylethane-1,2-diamine
N-((4-Methoxyphenyl)methyl)-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine
N-(4-methoxybenzyl)-N',N'-dimethyl-N-pyridin-2-ylethane-1,2-diamine
N-(p-Methoxybenzyl)-N',N'-dimethyl-N-(alpha-pyridyl)ethylenediamine
N-(p-Methoxybenzyl)-N',N'-dimethyl-N-(alpha.-pyridyl)ethylenediamine
N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-(pyridylethylene)diamine
N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridyl-1,2-ethanediamine
N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridylethylenediamine
N-(para-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridylethylenediamine
N-Dimethylamino-aethyl-N-p-methoxy-benzyl-.alpha.-amino-pyridin-maleat
N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine
N-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyridin-2-amine
N-p-Methoxybenzyl-N',N'-dimethyl-N-alpha-pyridylethylenediamine
N-para-Methoxybenzyl-N',N'-dimethyl-N-alpha-pyridylethylenediamine
Neo-Bridal
Neoantergan
Neobridal
Nyscaps
P-Methoxy-benzyl-.alpha.-pyridyl-dimethyl-aethylendiamin
P-Methoxybenzyl-alpha-pyridyl-dimethyl-aethylendiamin
P-Methoxybenzyl-alpha-pyridyl-dimethyl-aethylendiamin [German]
PYRA
Paraminyl
Parmal
Pyramal
Pyranisamine
Pyrilamide
Pyrilamine
Pyrilamine salt with fine resin
R.d. 2786
RP 2786
Stamine
Stangen
Statomin
Thylogen
Wait's green mountain antihistamine
[3H]mepyramine
[3H]pyrilamine
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Structure
Formula
C17H23N3O
Molecular Weight
285.391
Canonical SMILES
COc1ccc(CN(CCN(C)C)c2ccccn2)cc1
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InChI
InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15/h4-11H,12-14H2,1-3H3
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InChIKey
YECBIJXISLIIDS-UHFFFAOYSA-N
CAS
102206-59-7
91-84-9
Physicochemical Property
logP
2.6584
Rotatable Bonds
7
Heavy Atom Count
21
Polar Areas
28.6
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
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: 4992
SID: 14873190
ChEMBL ID
CHEMBL511
DrugBank ID
DB06691
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: PT00817, Cytochrome P450 2D6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 300 nM
   TI
   LI
   LO
   TS
Protein ID: PT01206, Histamine H1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  6
1
IC50 = 0.014 nM
   TI
   LI
   LO
   TS
2
IC50 = 1.4 nM
   TI
   LI
   LO
   TS
3
IC50 = 1.9 nM
   TI
   LI
   LO
   TS
4
Ki = 0.71 nM
   TI
   LI
   LO
   TS
5
Ki = 1.7 nM
   TI
   LI
   LO
   TS
6
Ki = 2.089 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
IC50 = 3.3 nM
   TI
   LI
   LO
   TS
2
Ki = 1.6 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
IC50 = 46.77 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  1
1
Ki = 1.259 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 4.467 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.82 nM
2 IC50 = 1.3 nM
3 IC50 = 1.5 nM
4 IC50 = 1.8 nM
5 IC50 = 6.2 nM
6 IC50 = 12.59 nM
7 Ki = 0.95 nM
8 Ki = 2.2 nM
Clinical Information about the Compound
Drug 1 ( Mepyramine )
Drug Name Mepyramine
Indication
Allergy
Approved
Target(s)
Histamine H1 receptor (H1R)
Antagonist