2-(2-Methoxy-4-phenethyl-phenyl)-ethylamine

ID: ALA111708

PubChem CID: 11032476

Max Phase: Preclinical

Molecular Formula: C17H21NO

Molecular Weight: 255.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CCc2ccccc2)ccc1CCN

Standard InChI:  InChI=1S/C17H21NO/c1-19-17-13-15(9-10-16(17)11-12-18)8-7-14-5-3-2-4-6-14/h2-6,9-10,13H,7-8,11-12,18H2,1H3

Standard InChI Key:  PNULIBLTDOZETC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.3500   -2.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625   -2.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -2.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -5.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667   -0.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -2.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -6.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -6.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -7.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625   -7.8542    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  1  1  0
  8  5  1  0
  9  8  1  0
 10 13  1  0
 11  9  1  0
 12  2  1  0
 13 12  1  0
 14  7  1  0
 15 11  2  0
 16 11  1  0
 17 16  2  0
 18 15  1  0
 19 17  1  0
  6  4  1  0
 18 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA111708

   2-(2-Methoxy-4-phenethyl-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: 255.36

Molecular Weight (Monoisotopic): 255.1623

AlogP: 2.98

#Rotatable Bonds: 6

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: 9.73

CX LogP: 3.77

CX LogD: 1.51

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: 0.16

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