(4-benzylidene-2-methyloxazol-5(4H)-ylidene)-2-(2,4-dinitrophenyl)phenylhydrazone

ID: ALA2296988

PubChem CID: 76320440

Max Phase: Preclinical

Molecular Formula: C17H13N5O5

Molecular Weight: 367.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=NC(=C/c2ccccc2)/C(=N/Nc2ccc([N+](=O)[O-])cc2[N+](=O)[O-])O1

Standard InChI:  InChI=1S/C17H13N5O5/c1-11-18-15(9-12-5-3-2-4-6-12)17(27-11)20-19-14-8-7-13(21(23)24)10-16(14)22(25)26/h2-10,19H,1H3/b15-9+,20-17-

Standard InChI Key:  LONKPFMIIVNKPC-MJWFKPOVSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    7.9270   -1.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9258   -2.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6339   -2.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3436   -2.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3407   -1.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6321   -0.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0469   -0.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7561   -1.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8438   -2.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6437   -2.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0497   -1.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5005   -1.0173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2383   -2.7136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4108   -3.5124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888   -3.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3585   -4.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1356   -4.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7421   -4.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5661   -3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7891   -3.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8621   -1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7492   -5.1092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9203   -5.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9717   -4.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5260   -4.5102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1307   -3.9606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6996   -5.3087    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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  9 13  2  0
 13 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
 11 21  1  0
 22 23  2  0
 22 24  1  0
 16 22  1  0
 25 26  2  0
 25 27  1  0
 18 25  1  0
M  CHG  4  22   1  24  -1  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2296988

   N-[(Z)-[(4E)-4-benzylidene-2-methyl-1,3-oxazol-5-ylidene]amino]-2,4-dinitroaniline

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: 367.32

Molecular Weight (Monoisotopic): 367.0917

AlogP: 3.72

#Rotatable Bonds: 5

Polar Surface Area: 132.26

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.74

CX Basic pKa: 0.43

CX LogP: 4.60

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -1.17

References

1. Rudrapal M, Satyanandam RS, Swaroopini TS, Lakshmi TN, Jaha SK, Zaheera S.  (2013)  Synthesis and antibacterial activity of some new hydrazones,  22  (6): [10.1007/s00044-012-0278-5]

Source

Source(1):

• Scientific Literature