(R)-N-Methyl-1-(naphthalen-1-yl)-N-(3-(trifluoromethyl)benzyl)ethanamine

ID: ALA2426530

PubChem CID: 72708722

Max Phase: Preclinical

Molecular Formula: C21H20F3N

Molecular Weight: 343.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](c1cccc2ccccc12)N(C)Cc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C21H20F3N/c1-15(19-12-6-9-17-8-3-4-11-20(17)19)25(2)14-16-7-5-10-18(13-16)21(22,23)24/h3-13,15H,14H2,1-2H3/t15-/m1/s1

Standard InChI Key:  DJMYUOFZYJPRKK-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

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   26.1688  -15.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1677  -16.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8824  -17.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.5960  -15.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.3120  -17.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0271  -16.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0223  -15.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3065  -15.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3020  -14.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0143  -14.1156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5855  -14.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7309  -14.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0099  -13.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4431  -14.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1583  -14.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8700  -14.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8661  -13.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1445  -12.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4357  -13.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5865  -14.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5904  -15.3400    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.2989  -14.0991    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.3784  -14.7246    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
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  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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 10 11  1  0
 11 12  1  1
 11 13  1  0
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 19 20  1  0
 20 21  2  0
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 18 22  1  0
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 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2426530

   (1R)-N-methyl-1-(1-naphthyl)-N-[[3-(trifluoromethyl)phenyl]methyl]ethanamine

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: 343.39

Molecular Weight (Monoisotopic): 343.1548

AlogP: 6.05

#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: 9.05

CX LogP: 5.92

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -1.35

References

1. Thvedt TH, Kaasa K, Sundby E, Charnock C, Hoff BH..  (2013)  Chiral N-benzyl-N-methyl-1-(naphthalen-1-yl)ethanamines and their in vitro antifungal activity against Cryptococcus neoformans, Trichophyton mentagrophytes and Trichophyton rubrum.,  68  [PMID:24051242] [10.1016/j.ejmech.2013.07.043]

Source

Source(1):

• Scientific Literature