1-(naphthalen-2-yldiphenylmethyl)piperidine

ID: ALA2086857

PubChem CID: 70697310

Max Phase: Preclinical

Molecular Formula: C28H27N

Molecular Weight: 377.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(C(c2ccccc2)(c2ccc3ccccc3c2)N2CCCCC2)cc1

Standard InChI:  InChI=1S/C28H27N/c1-4-14-25(15-5-1)28(26-16-6-2-7-17-26,29-20-10-3-11-21-29)27-19-18-23-12-8-9-13-24(23)22-27/h1-2,4-9,12-19,22H,3,10-11,20-21H2

Standard InChI Key:  ZGVZZIXSOXVTTL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -2.8115   -9.5633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9868   -9.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621   -9.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9868   -8.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9868  -10.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516  -10.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0724  -10.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4855   -9.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688   -8.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538   -8.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7033  -10.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036  -11.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2756  -10.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703   -8.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2700   -7.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847   -7.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012   -7.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980   -8.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724  -11.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9891  -12.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9859  -12.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2668  -13.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492  -12.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5559  -12.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227   -8.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -8.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4599   -9.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0489  -10.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215  -10.2774    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:

   

   ALA2086857

   1-[Naphthalen-2-yl(diphenyl)methyl]piperidine

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: 377.53

Molecular Weight (Monoisotopic): 377.2143

AlogP: 6.62

#Rotatable Bonds: 4

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 7.19

CX LogD: 4.83

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -0.44

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