General Information of the Compound
Compound ID
CP0066121
Compound Name
N,N-dimethyl-2-[(2-methylphenyl)-phenylmethoxy]ethanamine
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Synonyms
2-(Phenyl-o-tolylmethoxy)ethyldimethylamine
2-Methyldiphenhydramine
Antiflex
Banflex (TN)
Beta-Dimethylaminoethyl 2-methylbenzhydryl ether
Beta-Dimethylaminoethyl-2-methylbenzhydryl ether
Biorphen
Biorphen (TN)
Brocadisipal
Brocasipal
Brocasipal (TN)
Disipal
Disipal (TN)
Flexon (TN)
Lysantin
Mefenamine
Mephenamin (TN)
Mephenamine
Methyldiphenylhydramine
Mialgin (TN)
Myolin
Myotrol
N,N-Dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamin
N,N-Dimethyl-2-(o-methyl-alpha-phenylbenzyl)oxy)ethylamine
N,N-Dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanamine
N,N-Dimethyl-2-[(o-methyl-alpha-phenylbenzyl)oxy]ethylamine
N,N-dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamine
N,N-dimethyl-2-[(2-methylphenyl)-phenylmethoxy]ethanamine
N,N-dimethyl-2-{[(2-methylphenyl)(phenyl)methyl]oxy}ethanamine
Norflex (TN)
Norflex Orphenadrine Citrate
O-Methyldiphenhydramine
O-Monomethyldiphenhydramine
ORP
Orfenadrina
Orfenadrina [INN-Spanish]
Orfro
Orphenadine
Orphenadinum
Orphenadrin
Orphenadrine
Orphenadrine [INN:BAN]
Orphenadrine(INN)
Orphenadrinum
Orphenadrinum [INN-Latin]
Orphenate
Orphenedrine
Phenyl-o-tolylmethyl dimethyaminoethyl ether
Sodium Mefenamine
WS 2434
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Structure
Formula
C18H23NO
Molecular Weight
269.388
Canonical SMILES
CN(C)CCOC(c1ccccc1)c1ccccc1C
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InChI
InChI=1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16/h4-12,18H,13-14H2,1-3H3
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InChIKey
QVYRGXJJSLMXQH-UHFFFAOYSA-N
CAS
83-98-7
Physicochemical Property
logP
3.66262
Rotatable Bonds
6
Heavy Atom Count
20
Polar Areas
12.47
Hydrogen Bond Donor Count
0
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: 4601
SID: 14750489
ChEMBL ID
CHEMBL900
DrugBank ID
DB01173
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 = 400 nM
   TI
   LI
   LO
   TS
Protein ID: PT01206, Histamine H1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
IC50 = 97723.72 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 = 65000 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: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 12600 nM
   TI
   LI
   LO
   TS
CL000088 Flp-In-293 Homo sapiens (Human)  1
1
IC50 > 100000 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 = 2500 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Orphenadrine )
Drug Name Orphenadrine
Company 3M Pharmaceuticals
Indication
Parkinson disease
Approved