1-Adamantylmethyl 5-amino-4-(2-phenylethyl)isoxazole-3-carboxylate

ID: ALA4858629

PubChem CID: 154699180

Max Phase: Preclinical

Molecular Formula: C23H28N2O3

Molecular Weight: 380.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1onc(C(=O)OCC23CC4CC(CC(C4)C2)C3)c1CCc1ccccc1

Standard InChI:  InChI=1S/C23H28N2O3/c24-21-19(7-6-15-4-2-1-3-5-15)20(25-28-21)22(26)27-14-23-11-16-8-17(12-23)10-18(9-16)13-23/h1-5,16-18H,6-14,24H2

Standard InChI Key:  IXHFIORZXDADNG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.9174  -20.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0806  -20.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6288  -20.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8333  -20.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3766  -20.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779  -19.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345  -19.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9129  -19.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824  -19.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010  -20.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6414  -20.8426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4658  -20.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062  -21.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498  -20.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042  -22.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2387  -22.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9363  -22.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7329  -21.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7027  -22.6655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2599  -20.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0731  -21.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6000  -20.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4100  -20.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9367  -19.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6505  -19.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8326  -19.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3095  -19.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
  6 10  1  0
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  8  9  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
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 18 19  2  0
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 18 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858629

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 380.49

Molecular Weight (Monoisotopic): 380.2100

AlogP: 4.42

#Rotatable Bonds: 6

Polar Surface Area: 78.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.75

CX LogD: 4.95

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -0.24

References

1. Kozlovskaya LI, Volok VP, Shtro AA, Nikolaeva YV, Chistov AA, Matyugina ES, Belyaev ES, Jegorov AV, Snoeck R, Korshun VA, Andrei G, Osolodkin DI, Ishmukhametov AA, Aralov AV..  (2021)  Phenoxazine nucleoside derivatives with a multiple activity against RNA and DNA viruses.,  220  [PMID:33894564] [10.1016/j.ejmech.2021.113467]

Source

Source(1):

• Scientific Literature