N,N-Dimethylamino-3-(2,5-dimethoxyphenyl)propane

ID: ALA3277224

PubChem CID: 90679732

Max Phase: Preclinical

Molecular Formula: C13H21NO2

Molecular Weight: 223.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H21NO2/c1-14(2)9-5-6-11-10-12(15-3)7-8-13(11)16-4/h7-8,10H,5-6,9H2,1-4H3

Standard InChI Key:  QFTGOESDVVPZHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -0.3516  -10.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3664  -10.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828  -10.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800   -9.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979  -10.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117  -10.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3527   -9.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -9.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7933   -9.0191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7911   -8.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0701  -10.6764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7809  -10.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267  -10.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9406  -10.2596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6557  -10.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9393   -9.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  8  2  0
  3  5  1  0
  5  6  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3277224

   3-(2,5-dimethoxyphenyl)-N,N-dimethylpropan-1-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: 223.32

Molecular Weight (Monoisotopic): 223.1572

AlogP: 2.20

#Rotatable Bonds: 6

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: 9.54

CX LogP: 2.33

CX LogD: 0.20

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.74

Np Likeness Score: -0.50

References

1. 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