N-(naphthalen-2-yldiphenylmethyl)butan-2-amine

ID: ALA2086861

PubChem CID: 70682686

Max Phase: Preclinical

Molecular Formula: C27H27N

Molecular Weight: 365.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)NC(c1ccccc1)(c1ccccc1)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C27H27N/c1-3-21(2)28-27(24-14-6-4-7-15-24,25-16-8-5-9-17-25)26-19-18-22-12-10-11-13-23(22)20-26/h4-21,28H,3H2,1-2H3

Standard InChI Key:  GZBMFPCVMJIDLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -3.3333  -19.2292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083  -19.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833  -19.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083  -18.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083  -20.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2727  -19.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485  -19.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351  -19.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4521  -18.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749  -18.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2251  -20.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2255  -21.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7968  -20.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915  -17.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912  -17.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5062  -16.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2230  -17.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2199  -17.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7936  -21.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107  -21.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075  -22.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880  -22.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702  -22.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0770  -21.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0500  -18.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0511  -17.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7639  -19.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789  -18.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  5  1  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
 11 12  1  0
  1 25  1  0
 12 20  2  0
 25 26  1  0
  1  2  1  0
 25 27  1  0
 19 13  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2086861

   N-[naphthalen-2-yl(diphenyl)methyl]butan-2-amine

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: 365.52

Molecular Weight (Monoisotopic): 365.2143

AlogP: 6.52

#Rotatable Bonds: 6

Polar Surface Area: 12.03

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.59

CX LogP: 7.25

CX LogD: 6.03

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -0.43

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