2-(3-Methoxy-biphenyl-4-yl)-ethylamine

ID: ALA322262

PubChem CID: 11790944

Max Phase: Preclinical

Molecular Formula: C15H17NO

Molecular Weight: 227.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2ccccc2)ccc1CCN

Standard InChI:  InChI=1S/C15H17NO/c1-17-15-11-14(8-7-13(15)9-10-16)12-5-3-2-4-6-12/h2-8,11H,9-10,16H2,1H3

Standard InChI Key:  GXIPZIWKSUZDAD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    5.2292   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042   -0.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9375    1.2583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2250    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167   -3.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -3.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417    0.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875   -1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292   -4.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  7  2  0
  5  1  2  0
  6  1  1  0
  7  5  1  0
  8  3  1  0
  9 13  1  0
 10  4  1  0
 11  6  2  0
 12  6  1  0
 13 10  1  0
 14  8  1  0
 15 12  2  0
 16 11  1  0
 17 15  1  0
  3  4  1  0
 16 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA322262

   2-(3-Methoxy-biphenyl-4-yl)-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: 227.31

Molecular Weight (Monoisotopic): 227.1310

AlogP: 2.86

#Rotatable Bonds: 4

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: 2.88

CX LogD: 0.64

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.87

Np Likeness Score: -0.01

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