2-[2-Methoxy-4-(3-phenyl-propyl)-phenyl]-ethylamine

ID: ALA110151

PubChem CID: 10445803

Max Phase: Preclinical

Molecular Formula: C18H23NO

Molecular Weight: 269.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CCCc2ccccc2)ccc1CCN

Standard InChI:  InChI=1S/C18H23NO/c1-20-18-14-16(10-11-17(18)12-13-19)9-5-8-15-6-3-2-4-7-15/h2-4,6-7,10-11,14H,5,8-9,12-13,19H2,1H3

Standard InChI Key:  BUKRCGJRPKMYNL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  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
    5.7667   -0.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -6.6375    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
    5.0542   -1.6792    0.0000 C   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
    4.3542   -6.2167    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
    2.9250   -6.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500   -7.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417   -7.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -6.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -7.4667    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 14  1  0
  9 13  1  0
 10 12  1  0
 11  2  1  0
 12  5  1  0
 13 10  1  0
 14 11  1  0
 15  7  1  0
 16  9  2  0
 17  9  1  0
 18 17  2  0
 19 16  1  0
 20 18  1  0
  6  4  1  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA110151

   2-[2-Methoxy-4-(3-phenyl-propyl)-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: 269.39

Molecular Weight (Monoisotopic): 269.1780

AlogP: 3.37

#Rotatable Bonds: 7

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: 4.21

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: 0.17

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