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

ID: ALA4644822

PubChem CID: 156018595

Max Phase: Preclinical

Molecular Formula: C12H13N3O2

Molecular Weight: 231.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)N/N=C/c2ccccc2)N1

Standard InChI:  InChI=1S/C12H13N3O2/c16-11-7-6-10(14-11)12(17)15-13-8-9-4-2-1-3-5-9/h1-5,8,10H,6-7H2,(H,14,16)(H,15,17)/b13-8+/t10-/m0/s1

Standard InChI Key:  QBLMVBDFAXZTEB-XNFYSYIQSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   42.3493   -9.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5243   -9.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2653  -10.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9303  -11.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6002  -10.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4794  -10.9008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.3835  -10.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5509  -11.7233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.3343  -11.9822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5017  -12.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2850  -13.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9994  -10.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.4473  -13.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2298  -14.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8466  -13.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6757  -12.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8934  -12.4988    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
M  END

Alternative Forms

1. Parent:

   

   ALA4644822

   ---

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: 231.25

Molecular Weight (Monoisotopic): 231.1008

AlogP: 0.42

#Rotatable Bonds: 3

Polar Surface Area: 70.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.14

CX Basic pKa: 1.95

CX LogP: 0.44

CX LogD: 0.44

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.58

Np Likeness Score: -1.11

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