(Z)-6-(3-bromophenyl)-2-methyl-N'-(1-methyl-2-oxoindolin-3-ylidene)nicotinohydrazide

ID: ALA3805916

PubChem CID: 137225054

Max Phase: Preclinical

Molecular Formula: C22H17BrN4O2

Molecular Weight: 449.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2cccc(Br)c2)ccc1C(=O)N/N=C1\C(=O)N(C)c2ccccc21

Standard InChI:  InChI=1S/C22H17BrN4O2/c1-13-16(10-11-18(24-13)14-6-5-7-15(23)12-14)21(28)26-25-20-17-8-3-4-9-19(17)27(2)22(20)29/h3-12H,1-2H3,(H,26,28)/b25-20-

Standard InChI Key:  SJMROSRHSALMDO-QQTULTPQSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    4.1182    4.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5858    3.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0544    3.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5244    5.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5257    6.3996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571    6.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178    5.2555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    2.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9937    5.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9943    4.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4624    4.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9301    6.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9296    7.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4615    7.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889    0.0269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -2.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2582    6.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3038    8.4587    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  9 10  1  0
  1  8  2  0
  1  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
  5 11  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 17 25  1  0
 20 25  2  0
 18 26  2  0
 17 27  1  0
 10 19  2  0
  7 28  1  0
 15 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3805916

   ---

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: 449.31

Molecular Weight (Monoisotopic): 448.0535

AlogP: 3.93

#Rotatable Bonds: 3

Polar Surface Area: 74.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.01

CX Basic pKa: 3.86

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -1.60

References

1. Deng CB, Li J, Li LY, Sun FJ..  (2016)  Protective effect of novel substituted nicotine hydrazide analogues against hypoxic brain injury in neonatal rats via inhibition of caspase.,  26  (13): [PMID:27216999] [10.1016/j.bmcl.2016.04.031]

Source

Source(1):

• Scientific Literature