(S)-1-(4-tert-Butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)ethanamine

ID: ALA2426537

PubChem CID: 72708761

Max Phase: Preclinical

Molecular Formula: C24H29N

Molecular Weight: 331.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](c1ccc(C(C)(C)C)cc1)N(C)Cc1cccc2ccccc12

Standard InChI:  InChI=1S/C24H29N/c1-18(19-13-15-22(16-14-19)24(2,3)4)25(5)17-21-11-8-10-20-9-6-7-12-23(20)21/h6-16,18H,17H2,1-5H3/t18-/m0/s1

Standard InChI Key:  KDQZVKMGGXHOSY-SFHVURJKSA-N

Molfile:  

     RDKit          2D

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   10.2990   -5.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0070   -5.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0053   -3.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1314   -5.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1267   -4.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4176   -3.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4133   -3.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1188   -2.6407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8287   -3.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1145   -1.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5342   -2.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2425   -3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9476   -2.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9437   -1.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2288   -1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5267   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8330   -3.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6487   -1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3591   -1.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6432   -0.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3509   -0.9864    0.0000 C   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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  7  8  2  0
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  9 10  2  0
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 15 16  2  0
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 19 20  2  0
 20 15  1  0
 13 21  1  6
 18 22  1  0
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 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2426537

   (1S)-1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)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: 331.50

Molecular Weight (Monoisotopic): 331.2300

AlogP: 6.33

#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: 9.35

CX LogP: 6.59

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.12

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