(S,E)-N'-(4-methoxybenzylidene)-5-oxopyrrolidine-2-carbohydrazide

ID: ALA4647823

PubChem CID: 156021489

Max Phase: Preclinical

Molecular Formula: C13H15N3O3

Molecular Weight: 261.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/NC(=O)[C@@H]2CCC(=O)N2)cc1

Standard InChI:  InChI=1S/C13H15N3O3/c1-19-10-4-2-9(3-5-10)8-14-16-13(18)11-6-7-12(17)15-11/h2-5,8,11H,6-7H2,1H3,(H,15,17)(H,16,18)/b14-8+/t11-/m0/s1

Standard InChI Key:  IGGQKLFDLCWGIR-KYJZABPNSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   28.1039  -11.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2788  -11.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0211  -12.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6870  -12.6597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3577  -12.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2348  -12.4235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1414  -12.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3081  -13.2461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0917  -13.5079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2583  -14.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0420  -14.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7583  -11.8919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2034  -15.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9863  -15.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6043  -15.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4342  -14.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6515  -14.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3882  -15.3483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5560  -16.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  2  0
  5  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  7 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 15 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647823

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 261.28

Molecular Weight (Monoisotopic): 261.1113

AlogP: 0.42

#Rotatable Bonds: 4

Polar Surface Area: 79.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.86

CX Basic pKa: 1.83

CX LogP: 0.28

CX LogD: 0.28

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -0.99

References

1. Dascalu AE, Ghinet A, Lipka E, Furman C, Rigo B, Fayeulle A, Billamboz M..  (2020)  Design, synthesis and evaluation of hydrazine and acyl hydrazone derivatives of 5-pyrrolidin-2-one as antifungal agents.,  30  (13): [PMID:32386979] [10.1016/j.bmcl.2020.127220]

Source

Source(1):

• Scientific Literature