General Information of the Compound
Compound ID
CP0094482
Compound Name
1-(3,4-dimethoxyphenethyl)-4-(3-phenylpropyl)piperazine
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Synonyms
AGY-94806
Cutamesine
Msc-1
SA-4502
SA-4503
Sigma opioid receptor agonist, Santen
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Structure
Formula
C23H32N2O2
Molecular Weight
368.521
Canonical SMILES
COc1ccc(CCN2CCN(CCCc3ccccc3)CC2)cc1OC
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InChI
InChI=1S/C23H32N2O2/c1-26-22-11-10-21(19-23(22)27-2)12-14-25-17-15-24(16-18-25)13-6-9-20-7-4-3-5-8-20/h3-5,7-8,10-11,19H,6,9,12-18H2,1-2H3
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InChIKey
UVSWWUWQVAQPJR-UHFFFAOYSA-N
Physicochemical Property
logP
3.4967
Rotatable Bonds
9
Heavy Atom Count
27
Polar Areas
24.94
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Complexity
27

"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: 9907323
SID: 14877277
ChEMBL ID
CHEMBL408867
DrugBank ID
DB06618
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: PT01509, Sigma non-opioid intracellular receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 3.162 nM
   TI
   LI
   LO
   TS
Protein ID: PT05156, Vesicular acetylcholine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000868 PC12 Rattus norvegicus (Rat)  1
1
Ki = 492 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 50.2 nM
Clinical Information about the Compound
Drug 1 ( Cutamesine )
Drug Name Cutamesine
Company Santen Pharmaceutical Co Ltd
Indication
Major depressive disorder
Preclinical
Target(s)
Opioid receptor sigma 1 (OPRS1)
Agonist