(E)-4-((2-(6-ethoxy-3-nitropyridin-2-yl)hydrazono)methyl)phenol

ID: ALA5278774

Max Phase: Preclinical

Molecular Formula: C14H14N4O4

Molecular Weight: 302.29

Names and Identifiers

Canonical SMILES:  CCOc1ccc([N+](=O)[O-])c(N/N=C/c2ccc(O)cc2)n1

Standard InChI:  InChI=1S/C14H14N4O4/c1-2-22-13-8-7-12(18(20)21)14(16-13)17-15-9-10-3-5-11(19)6-4-10/h3-9,19H,2H2,1H3,(H,16,17)/b15-9+

Standard InChI Key:  ZLHBSAQLONBPIS-OQLLNIDSSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    2.4973    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4973    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711   -0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7873   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    0.8247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716    1.2370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4974    1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4974    2.0611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831    2.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2115    2.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2115    0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2115   -0.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4955   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4955   -1.2363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -1.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -2.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115   -0.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  4  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
 10 11  1  0
 12 11  1  0
 12 13  1  0
 12 14  2  0
 11 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 10  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
  1 22  1  0
M  CHG  2  12   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5278774

   ---

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: 302.29

Molecular Weight (Monoisotopic): 302.1015

AlogP: 2.54

#Rotatable Bonds: 6

Polar Surface Area: 109.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 3.83

CX LogP: 4.26

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.48

Np Likeness Score: -1.54

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