(E)-N'-(1-(3,4-dimethoxyphenyl)ethylidene)-3-phenyl-4,5-dihydroisoxazole-5-carbohydrazide

ID: ALA5266605

Max Phase: Preclinical

Molecular Formula: C20H21N3O4

Molecular Weight: 367.41

Names and Identifiers

Canonical SMILES:  COc1ccc(/C(C)=N/NC(=O)C2CC(c3ccccc3)=NO2)cc1OC

Standard InChI:  InChI=1S/C20H21N3O4/c1-13(15-9-10-17(25-2)18(11-15)26-3)21-22-20(24)19-12-16(23-27-19)14-7-5-4-6-8-14/h4-11,19H,12H2,1-3H3,(H,22,24)/b21-13+

Standard InChI Key:  PUOZAFLNKRLMSJ-FYJGNVAPSA-N

Molfile:  

 
     RDKit          2D

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   -2.2506   -1.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885   -1.9754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9957   -1.7471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9680   -0.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756   -1.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5017   -0.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3242   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7235   -1.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3012   -2.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4766   -2.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611   -0.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2765    0.3282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.8958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -0.4700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8899   -0.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5966   -0.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -1.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5815    0.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866    0.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0090    0.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0258   -0.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3219   -0.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866    1.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720    2.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7235    0.8188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7235    1.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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  9  8  2  0
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  6 11  1  0
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  5 12  1  0
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 19 17  2  0
 20 19  1  0
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 22 21  1  0
 23 22  2  0
 17 23  1  0
 20 24  1  0
 24 25  1  0
 21 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5266605

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 367.41

Molecular Weight (Monoisotopic): 367.1532

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 81.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 2.64

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -1.22

References

1. Manzoor S, Hoda N..  (2020)  A comprehensive review of monoamine oxidase inhibitors as Anti-Alzheimer's disease agents: A review.,  206  [PMID:32942081] [10.1016/j.ejmech.2020.112787]

Source

Source(1):

• Scientific Literature