2-[4-(3-Cyclohexyl-propyl)-2-methoxy-phenyl]-ethylamine

ID: ALA114445

PubChem CID: 11022142

Max Phase: Preclinical

Molecular Formula: C18H29NO

Molecular Weight: 275.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CCCC2CCCCC2)ccc1CCN

Standard InChI:  InChI=1S/C18H29NO/c1-20-18-14-16(10-11-17(18)12-13-19)9-5-8-15-6-3-2-4-7-15/h10-11,14-15H,2-9,12-13,19H2,1H3

Standard InChI Key:  LHLIQTFLFFGKTN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.5667   -0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -0.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917    1.5250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8625   -4.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792    0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917    0.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5750   -4.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750   -5.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -4.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -5.4917    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 13  1  0
  9 12  1  0
 10 14  1  0
 11  2  1  0
 12  5  1  0
 13 11  1  0
 14  9  1  0
 15  7  1  0
 16 10  1  0
 17 10  1  0
 18 17  1  0
 19 16  1  0
 20 18  1  0
  6  4  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA114445

   2-[4-(3-Cyclohexyl-propyl)-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: 275.44

Molecular Weight (Monoisotopic): 275.2249

AlogP: 4.10

#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: 4.68

CX LogD: 2.42

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: 0.40

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