(+/-)2-(3,5-Dimethoxy-phenyl)-1-methyl-ethylamine

ID: ALA2367824

PubChem CID: 11052547

Max Phase: Preclinical

Molecular Formula: C11H17NO2

Molecular Weight: 195.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C[C@@H](C)N)cc(OC)c1

Standard InChI:  InChI=1S/C11H17NO2/c1-8(12)4-9-5-10(13-2)7-11(6-9)14-3/h5-8H,4,12H2,1-3H3/t8-/m1/s1

Standard InChI Key:  PDCLPGSYMZLLDX-MRVPVSSYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  1  0  0  0  0  0999 V2000
    2.2393   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827    2.6518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682   -1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6682    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  1 12  1  0
  2  6  1  0
  2 13  1  0
  3 11  1  0
  4  7  2  0
  4  8  1  0
  4 10  1  0
  5  8  2  0
  5  9  1  0
  6  7  1  0
  6  9  2  0
 10 11  1  0
 11 14  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2367824

   (2R)-1-(3,5-dimethoxyphenyl)propan-2-amine

2. Alternative Forms:

   

   ALA2367824

   (2R)-1-(3,5-dimethoxyphenyl)propan-2-amine;hydrochloride

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: 195.26

Molecular Weight (Monoisotopic): 195.1259

AlogP: 1.59

#Rotatable Bonds: 4

Polar Surface Area: 44.48

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.97

CX LogP: 1.49

CX LogD: -0.95

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.79

Np Likeness Score: 0.21

References

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

2. Dowd CS, Herrick-Davis K, Egan C, DuPre A, Smith C, Teitler M, Glennon RA..  (2000)  1-[4-(3-Phenylalkyl)phenyl]-2-aminopropanes as 5-HT(2A) partial agonists.,  43  (16): [PMID:10956215] [10.1021/jm9906062]

Source

Source(1):

• Scientific Literature