(R)-1-(4-tert-butylphenyl)-2-fluoro-N-methyl-N-(naphthalen-1-ylmethyl)ethanamine

ID: ALA2426541

PubChem CID: 72708603

Max Phase: Preclinical

Molecular Formula: C24H28FN

Molecular Weight: 349.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H28FN/c1-24(2,3)21-14-12-19(13-15-21)23(16-25)26(4)17-20-10-7-9-18-8-5-6-11-22(18)20/h5-15,23H,16-17H2,1-4H3/t23-/m0/s1

Standard InChI Key:  FOAWGXQIJRNWAL-QHCPKHFHSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
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    0.8435  -11.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5516  -11.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5498   -9.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584  -10.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592  -11.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9677  -11.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760  -11.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6712  -10.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9621   -9.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -9.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -8.7077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -9.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6590   -7.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0787   -8.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7870   -9.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4921   -8.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4882   -7.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7734   -7.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0712   -7.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775   -9.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1932   -7.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9036   -7.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1878   -6.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8954   -7.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874  -10.3345    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
  4  1  1  0
  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  0
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 12 14  1  0
 13 15  1  0
 15 16  2  0
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 17 18  2  0
 18 19  1  0
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 20 15  1  0
 13 21  1  6
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2426541

   (1R)-1-(4-tert-butylphenyl)-2-fluoro-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: 349.49

Molecular Weight (Monoisotopic): 349.2206

AlogP: 6.28

#Rotatable Bonds: 5

Polar Surface Area: 3.24

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.72

CX LogP: 6.43

CX LogD: 5.95

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: -0.95

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