[2-(2,5-Dimethoxy-4-methyl-phenyl)-1-methyl-ethyl]-methyl-amine ((R)-(-)-N-Me-DOM)

ID: ALA1788248

Cas Number: 92282-59-2

PubChem CID: 54584896

Max Phase: Preclinical

Molecular Formula: C13H21NO2

Molecular Weight: 223.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@H](C)Cc1cc(OC)c(C)cc1OC

Standard InChI:  InChI=1S/C13H21NO2/c1-9-6-13(16-5)11(7-10(2)14-3)8-12(9)15-4/h6,8,10,14H,7H2,1-5H3/t10-/m1/s1

Standard InChI Key:  IWYGVDBZCSCJGT-SNVBAGLBSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    8.0086   -9.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2926   -9.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -9.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190  -10.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2926  -10.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0086  -10.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9972   -8.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -9.1429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4350  -10.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7132   -7.0806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -7.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0086  -11.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7018   -6.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4236  -11.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -8.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4350   -8.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  3  1  0
  5  2  2  0
  6  4  2  0
  7  1  1  0
  8  2  1  0
  9  4  1  0
 10 11  1  0
 11  7  1  0
 12  6  1  0
 13 10  1  0
 14  9  1  0
 15  8  1  0
 11 16  1  6
  6  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1788248

   Beatrice (psychedelic), (R)-

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: 2.16

#Rotatable Bonds: 5

Polar Surface Area: 30.49

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.02

CX LogP: 2.43

CX LogD: -0.09

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: 0.01

References

1. Glennon RA..  (1987)  Central serotonin receptors as targets for drug research.,  30  (1): [PMID:3543362] [10.1021/jm00384a001]

Source

Source(1):

• Scientific Literature