2-(6-Methoxy-1H-indol-3-yl)-1-methyl-ethylamine

ID: ALA1788282

Cas Number: 114127-45-6

PubChem CID: 899056

Max Phase: Preclinical

Molecular Formula: C12H16N2O

Molecular Weight: 204.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(C[C@H](C)N)c[nH]c2c1

Standard InChI:  InChI=1S/C12H16N2O/c1-8(13)5-9-7-14-12-6-10(15-2)3-4-11(9)12/h3-4,6-8,14H,5,13H2,1-2H3/t8-/m0/s1

Standard InChI Key:  CMYKARMYSPCRCF-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    4.6740   -6.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798   -7.5323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065   -7.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8893   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609   -6.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -7.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -6.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -5.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802   -7.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -6.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671   -4.1299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671   -4.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757   -7.7213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871   -8.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0888   -5.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  4  2  0
  4  1  1  0
  5  1  2  0
  6  3  1  0
  7  4  1  0
  8  1  1  0
  9 10  1  0
 10  7  2  0
 11 12  1  0
 12  8  1  0
 13  9  1  0
 14 13  1  0
 12 15  1  1
  2  3  1  0
  6  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1788282

   (2S)-1-(6-methoxy-1H-indol-3-yl)propan-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 204.27

Molecular Weight (Monoisotopic): 204.1263

AlogP: 2.07

#Rotatable Bonds: 3

Polar Surface Area: 51.04

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.96

CX LogP: 1.75

CX LogD: -0.69

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.80

Np Likeness Score: -0.03

References

1. Nichols DE, Lloyd DH, Johnson MP, Hoffman AJ..  (1988)  Synthesis and serotonin receptor affinities of a series of enantiomers of alpha-methyltryptamines: evidence for the binding conformation of tryptamines at serotonin 5-HT1B receptors.,  31  (7): [PMID:3385733] [10.1021/jm00402a026]

Source

Source(1):

• Scientific Literature