General Information of the Compound
Compound ID
CP0002722
Compound Name
(2S,3S)-2-(m-Tolyl)-3,5,5-trimethylmorpholin-2-ol
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Synonyms
(2S,3S)-2-(m-Tolyl)-3,5,5-trimethylmorpholin-2-ol
CHEMBL1173277
RLZACOPBIXSOEX-SMDDNHRTSA-N
SCHEMBL15007654
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Structure
Formula
C14H21NO2
Molecular Weight
235.327
Canonical SMILES
C[C@@H]1NC(C)(C)CO[C@@]1(O)c1cccc(C)c1
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InChI
InChI=1S/C14H21NO2/c1-10-6-5-7-12(8-10)14(16)11(2)15-13(3,4)9-17-14/h5-8,11,15-16H,9H2,1-4H3/t11-,14+/m0/s1
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InChIKey
RLZACOPBIXSOEX-SMDDNHRTSA-N
Physicochemical Property
logP
1.92702
Rotatable Bonds
1
Heavy Atom Count
17
Polar Areas
41.49
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Complexity
17

"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: 46837650
SID: 99220907
ChEMBL ID
CHEMBL1173277
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: 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 = 2600 nM
   TI
   LI
   LO
   TS
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 1130 nM
   TI
   LI
   LO
   TS
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 > 100000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( (2S,3S)-2-(m-Tolyl)-3,5,5-trimethylmorpholin-2-ol )
Drug Name (2S,3S)-2-(m-Tolyl)-3,5,5-trimethylmorpholin-2-ol
Target(s)
Dopamine transporter (DAT)
Inhibitor
Neuronal acetylcholine receptor alpha-4 (CHRNA4)
Inhibitor
Neuronal acetylcholine receptor beta-2 (CHRNB2)
Inhibitor
Norepinephrine transporter (NET)
Inhibitor