General Information of the Compound
Compound ID
CP0049639
Compound Name
3-(2-Dimethylamino-ethyl)-1-methyl-1H-indol-4-ol
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Synonyms
1-METHYLPSILOCIN
1465-16-3
3-(2-Dimethylamino-ethyl)-1-methyl-1H-indol-4-ol
3-[2-(DIMETHYLAMINO)ETHYL]-1-METHYLINDOL-4-OL
AKOS024457385
API0007835
B7244
BDBM50171261
CHEMBL197664
CTK4C4996
DTXSID40658761
J-008232
MolPort-023-276-636
SCHEMBL12558828
ZINC13985099
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Structure
Formula
C13H18N2O
Molecular Weight
218.3
Canonical SMILES
CN(C)CCc1cn(C)c2cccc(O)c12
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InChI
InChI=1S/C13H18N2O/c1-14(2)8-7-10-9-15(3)11-5-4-6-12(16)13(10)11/h4-6,9,16H,7-8H2,1-3H3
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InChIKey
MZZRFEIDRWKTKJ-UHFFFAOYSA-N
Physicochemical Property
logP
1.988
Rotatable Bonds
3
Heavy Atom Count
16
Polar Areas
28.4
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Complexity
16

"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: 44404883
SID: 134961898
ChEMBL ID
CHEMBL197664
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: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
IC50 = 86.3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 900 nM
Protein ID: PT01019, 5-hydroxytryptamine receptor 2B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
IC50 = 31.7 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 38 nM
Protein ID: PT00939, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
IC50 = 9.51 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 7 nM
2 Ki = 33 nM
Clinical Information about the Compound
Drug 1 ( 3-(2-Dimethylamino-ethyl)-1-methyl-1H-indol-4-ol )
Drug Name 3-(2-Dimethylamino-ethyl)-1-methyl-1H-indol-4-ol
Target(s)
5-HT 2A receptor (HTR2A)
Inhibitor
5-HT 2B receptor (HTR2B)
Inhibitor
5-HT 2C receptor (HTR2C)
Inhibitor