4-(Naphthalen-2-yl-diphenyl-methyl)-morpholine

ID: ALA2086858

PubChem CID: 56933250

Max Phase: Preclinical

Molecular Formula: C27H25NO

Molecular Weight: 379.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(C(c2ccccc2)(c2ccc3ccccc3c2)N2CCOCC2)cc1

Standard InChI:  InChI=1S/C27H25NO/c1-3-11-24(12-4-1)27(25-13-5-2-6-14-25,28-17-19-29-20-18-28)26-16-15-22-9-7-8-10-23(22)21-26/h1-16,21H,17-20H2

Standard InChI Key:  GFBNKKQXDNIMLQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    5.4935   -9.7793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3182   -9.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1428   -9.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3182   -8.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3182  -10.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534  -10.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3772  -10.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7904   -9.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3736   -9.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5511   -9.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017  -11.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6014  -11.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0295  -11.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0347   -8.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0351   -7.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3204   -7.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6038   -7.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6070   -8.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326  -11.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3159  -12.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3191  -13.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0383  -13.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7557  -13.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7490  -12.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0825   -9.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614   -9.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8452   -9.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2563  -10.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836  -10.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  4 14  2  0
  2  4  1  0
 14 15  1  0
  7  8  2  0
 15 16  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
 18  4  1  0
  2  5  1  0
  9 10  2  0
 19 20  1  0
 10  3  1  0
 20 21  1  0
  2  3  1  0
 21 22  2  0
  5 11  2  0
 22 23  1  0
  3  6  2  0
 23 24  2  0
 24 19  1  0
  1 25  1  0
 11 12  1  0
 12 20  2  0
  1  2  1  0
 19 13  2  0
 13  5  1  0
  1 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2086858

   4-[Naphthalen-2-yl(diphenyl)methyl]morpholine

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: 379.50

Molecular Weight (Monoisotopic): 379.1936

AlogP: 5.46

#Rotatable Bonds: 4

Polar Surface Area: 12.47

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.61

CX LogP: 6.12

CX LogD: 5.70

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -0.58

References

1. Singh M, Schott JT, Leon MA, Granata RT, Dhah HK, Welles JA, Boyce MA, Oseni-Olalemi HS, Mordaunt CE, Vargas AJ, Patel NV, Maitra S..  (2012)  Design, synthesis and identification of a new class of triarylmethyl amine compounds as inhibitors of apolipoprotein E production.,  22  (19): [PMID:22959206] [10.1016/j.bmcl.2012.08.009]

Source

Source(1):

• Scientific Literature