2-[2-Methoxy-5-(5-phenyl-pentyl)-phenyl]-ethylamine

ID: ALA112768

PubChem CID: 10870230

Max Phase: Preclinical

Molecular Formula: C20H27NO

Molecular Weight: 297.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCCCCc2ccccc2)cc1CCN

Standard InChI:  InChI=1S/C20H27NO/c1-22-20-13-12-18(16-19(20)14-15-21)11-7-3-6-10-17-8-4-2-5-9-17/h2,4-5,8-9,12-13,16H,3,6-7,10-11,14-15,21H2,1H3

Standard InChI Key:  QEEQDUHSBFTCGN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  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
    4.7625   -7.2875    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
    4.7542   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -6.4625    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
    4.0500   -7.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750   -7.6917    0.0000 C   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
    5.4750   -6.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750   -5.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -8.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -8.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667   -8.9292    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 11  1  0
  9 13  1  0
 10  1  1  0
 11 10  1  0
 12  5  1  0
 13 18  1  0
 14  7  1  0
 15  9  2  0
 16  9  1  0
 17 12  1  0
 18 19  1  0
 19 17  1  0
 20 16  2  0
 21 15  1  0
 22 20  1  0
  4  6  1  0
 21 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA112768

   2-[2-Methoxy-5-(5-phenyl-pentyl)-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: 297.44

Molecular Weight (Monoisotopic): 297.2093

AlogP: 4.15

#Rotatable Bonds: 9

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: 5.10

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: 0.19

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