2-(5-Benzyl-2-methoxy-phenyl)-ethylamine

ID: ALA419563

PubChem CID: 11128448

Max Phase: Preclinical

Molecular Formula: C16H19NO

Molecular Weight: 241.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2ccccc2)cc1CCN

Standard InChI:  InChI=1S/C16H19NO/c1-18-16-8-7-14(12-15(16)9-10-17)11-13-5-3-2-4-6-13/h2-8,12H,9-11,17H2,1H3

Standard InChI Key:  PQCQUVSQYBNAQF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  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
    4.0417   -3.5750    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
    4.7542   -3.9875    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   -4.8125    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
    4.0375   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -5.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667   -5.2167    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
    5.4792   -6.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -6.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -6.4542    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  1  0
  7  4  2  0
  8  2  1  0
  9 12  1  0
 10  6  1  0
 11  1  1  0
 12 11  1  0
 13 10  2  0
 14 10  1  0
 15  8  1  0
 16 14  2  0
 17 13  1  0
 18 16  1  0
  5  7  1  0
 17 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA419563

   2-(5-Benzyl-2-methoxy-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: 241.33

Molecular Weight (Monoisotopic): 241.1467

AlogP: 2.79

#Rotatable Bonds: 5

Polar Surface Area: 35.25

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 3.32

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: 0.11

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