SID22413106

ID: ALA3195904

PubChem CID: 9565028

Max Phase: Preclinical

Molecular Formula: C16H16N4O5

Molecular Weight: 344.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(N2CCOCC2)o1)c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C16H16N4O5/c21-16(12-2-1-3-13(10-12)20(22)23)18-17-11-14-4-5-15(25-14)19-6-8-24-9-7-19/h1-5,10-11H,6-9H2,(H,18,21)/b17-11+

Standard InChI Key:  PVIZKXRIZWZDEK-GZTJUZNOSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -5.3272   -7.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8296  -11.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4048   -9.1747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7944   -7.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5445   -6.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5408   -5.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6188  -10.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9061   -9.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3303  -11.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6175  -10.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 11  1  0
  2 24  1  0
  2 25  1  0
  3 16  2  0
  4  8  1  0
  5  8  2  0
  6 10  1  0
  6 19  1  0
  6 20  1  0
  7  9  1  0
  7 16  1  0
  8 15  1  0
  9 18  2  0
 10 12  2  0
 11 14  2  0
 11 18  1  0
 12 14  1  0
 13 16  1  0
 13 17  2  0
 13 21  1  0
 15 17  1  0
 15 22  2  0
 19 24  1  0
 20 25  1  0
 21 23  2  0
 22 23  1  0
M  CHG  2   4  -1   8   1
M  END

Alternative Forms

1. Parent:

   

   ALA3195904

   3-nitro-N'-{[5-(4-morpholinyl)-2-furyl]methylene}benzohydrazide

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: 344.33

Molecular Weight (Monoisotopic): 344.1121

AlogP: 1.79

#Rotatable Bonds: 5

Polar Surface Area: 110.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.44

CX Basic pKa: 0.62

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -2.23

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays