(E)-N'-(5-chloro-2-oxoindolin-3-ylidene)benzo[d][1,3]dioxole-5-carbohydrazide

ID: ALA5285071

Max Phase: Preclinical

Molecular Formula: C16H10ClN3O4

Molecular Weight: 343.73

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(Cl)cc2/C1=N\NC(=O)c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C16H10ClN3O4/c17-9-2-3-11-10(6-9)14(16(22)18-11)19-20-15(21)8-1-4-12-13(5-8)24-7-23-12/h1-6H,7H2,(H,20,21)(H,18,19,22)

Standard InChI Key:  JTYYFVKWGVDSHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    0.7339    0.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484    0.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    0.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603   -0.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4502   -1.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7339   -0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9450   -1.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451    0.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300   -0.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0191   -1.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0191   -2.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -0.7820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4099   -1.1946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246   -0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781   -1.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -0.5044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    0.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108    0.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0916   -1.9145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712    0.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193    1.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9162    1.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327    2.0198    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  1  0
  9  7  1  0
  6 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 15 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 15 19  2  0
 17 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285071

   ---

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: 343.73

Molecular Weight (Monoisotopic): 343.0360

AlogP: 2.15

#Rotatable Bonds: 2

Polar Surface Area: 89.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.72

CX Basic pKa: ┄

CX LogP: 2.46

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -1.27

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