3-(2-(4-nitrophenyl)hydrazinyl)-3-oxo-N-phenylpropanamide

ID: ALA3622458

PubChem CID: 122191839

Max Phase: Preclinical

Molecular Formula: C15H14N4O4

Molecular Weight: 314.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(=O)Nc1ccccc1)NNc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C15H14N4O4/c20-14(16-11-4-2-1-3-5-11)10-15(21)18-17-12-6-8-13(9-7-12)19(22)23/h1-9,17H,10H2,(H,16,20)(H,18,21)

Standard InChI Key:  XZKAVEMHEWMVSY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    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
   -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
   -2.5972   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5548   -3.6021    0.0000 O   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
   -5.1894   -6.0109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509   -5.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1872   -7.5117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4854   -8.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4855   -9.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7845  -10.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0836   -9.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0836   -8.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7846   -7.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3848  -10.5127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4232   -9.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3869  -11.7127    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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 21 23  1  0
 18 21  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3622458

   ---

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: 314.30

Molecular Weight (Monoisotopic): 314.1015

AlogP: 2.07

#Rotatable Bonds: 6

Polar Surface Area: 113.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.23

CX Basic pKa: ┄

CX LogP: 2.34

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: -1.69

References

1. Pala N, Stevaert A, Dallocchio R, Dessì A, Rogolino D, Carcelli M, Sanna V, Sechi M, Naesens L..  (2015)  Virtual Screening and Biological Validation of Novel Influenza Virus PA Endonuclease Inhibitors.,  6  (8): [PMID:26288686] [10.1021/acsmedchemlett.5b00109]

Source

Source(1):

• Scientific Literature