[2-(2,5-Dimethoxy-phenyl)-ethyl]-dimethyl-amine

ID: ALA103779

PubChem CID: 116481

Max Phase: Preclinical

Molecular Formula: C12H19NO2

Molecular Weight: 209.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c(CCN(C)C)c1

Standard InChI:  InChI=1S/C12H19NO2/c1-13(2)8-7-10-9-11(14-3)5-6-12(10)15-4/h5-6,9H,7-8H2,1-4H3

Standard InChI Key:  FLGXFZDJPYGBNA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    2.7625   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -2.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -4.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -2.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -4.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250   -4.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -2.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -5.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2375   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6  3  2  0
  7  8  1  0
  8  4  1  0
  9  6  1  0
 10  2  1  0
 11  6  1  0
 12  7  1  0
 13  7  1  0
 14 10  1  0
 15 11  1  0
  5  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA103779

   2-(2,5-dimethoxyphenyl)-N,N-dimethylethanamine

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: 209.29

Molecular Weight (Monoisotopic): 209.1416

AlogP: 1.81

#Rotatable Bonds: 5

Polar Surface Area: 21.70

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.92

CX LogP: 1.89

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.74

Np Likeness Score: -0.32

References

1. Glennon RA, Liebowitz SM, Anderson GM..  (1980)  Serotonin receptor affinities of psychoactive phenalkylamine analogues.,  23  (3): [PMID:7365744] [10.1021/jm00177a017]

2. Glennon RA, Liebowitz SM, Mack EC..  (1978)  Serotonin receptor binding affinities of several hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues.,  21  (8): [PMID:278843] [10.1021/jm00206a022]

Source

Source(1):

• Scientific Literature