General Information of the Compound
Compound ID
CP0650819
Compound Name
DIMENHYDRINATE
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Synonyms
2-(diphenylmethoxy)-N,N-dimethylethanaminium 8-chloro-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurin-7-ide
2-benzhydryloxyethyl(dimethyl)azanium
8-chloro-1,3-dimethyl-2-oxopurin-6-olate
8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione-2-(diphenylmethoxy)-N,N-dimethylethanamine (1:1)
Dimenhydrinate
Dimenhydrinate (JP15/USP/INN)
Gravamin (TN)
Gravol (TN)
Vertirosan (TN)
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Structure
Formula
C24H28ClN5O3
Molecular Weight
469.973
Canonical SMILES
CN(C)CCOC(c1ccccc1)c1ccccc1.Cn1c(=O)c2[nH]c(Cl)nc2n(C)c1=O
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InChI
InChI=1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10)
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InChIKey
NFLLKCVHYJRNRH-UHFFFAOYSA-N
CAS
133294-22-1
523-87-5
Physicochemical Property
logP
2.9679
Rotatable Bonds
6
Heavy Atom Count
33
Polar Areas
85.15
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Complexity
33

"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: 10660
SID: 15356136
ChEMBL ID
CHEMBL1200406
DrugBank ID
DB00985
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
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4
 Cell Line Info 
Trichoplusia ni (Cabbage looper)  1
1
IC50 = 1509 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 Potency = 6309.6 nM
Clinical Information about the Compound
Drug 1 ( Dimenhydrinate )
Drug Name Dimenhydrinate
Company Carter-Horner Corp.
Indication
Nausea
Approved
Target(s)
Histamine H1 receptor (H1R)
 Target Info 
Antagonist