2-(2-Methoxy-5-phenethyloxy-phenyl)-ethylamine

ID: ALA320725

PubChem CID: 10956623

Max Phase: Preclinical

Molecular Formula: C17H21NO2

Molecular Weight: 271.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OCCc2ccccc2)cc1CCN

Standard InChI:  InChI=1S/C17H21NO2/c1-19-17-8-7-16(13-15(17)9-11-18)20-12-10-14-5-3-2-4-6-14/h2-8,13H,9-12,18H2,1H3

Standard InChI Key:  XZYBODNZTGTBIN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    3.3250   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -2.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -0.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542   -3.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9000   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -2.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6167   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8917   -2.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6042   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3292   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3292   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  3  1  0
  6  5  2  0
  7  2  1  0
  8 14  1  0
  9  5  1  0
 10  9  1  0
 11 13  1  0
 12  1  1  0
 13 10  1  0
 14 12  1  0
 15  7  1  0
 16 11  2  0
 17 11  1  0
 18 17  2  0
 19 16  1  0
 20 18  1  0
  4  6  1  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA320725

   2-(2-Methoxy-5-phenethyloxy-phenyl)-ethylamine

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: 271.36

Molecular Weight (Monoisotopic): 271.1572

AlogP: 2.82

#Rotatable Bonds: 7

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: 9.68

CX LogP: 3.09

CX LogD: 0.87

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: -0.18

References

1. Rangisetty JB, Dukat M, Dowd CS, Herrick-Davis K, DuPre A, Gadepalli S, Teitler M, Kelley CR, Sharif NA, Glennon RA..  (2001)  1-[2-methoxy-5-(3-phenylpropyl)]-2-aminopropane unexpectedly shows 5-HT(2A) serotonin receptor affinity and antagonist character.,  44  (20): [PMID:11563927] [10.1021/jm0100739]

Source

Source(1):

• Scientific Literature