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

ID: ALA4649225

PubChem CID: 156020549

Max Phase: Preclinical

Molecular Formula: C13H15N3O2

Molecular Weight: 245.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=N/NC(=O)[C@@H]2CCC(=O)N2)cc1

Standard InChI:  InChI=1S/C13H15N3O2/c1-9-2-4-10(5-3-9)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:  PVGNOTGBDOLJRA-KYJZABPNSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   16.3744  -11.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5494  -11.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2905  -12.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9556  -12.7924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6254  -12.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5047  -12.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4087  -12.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5762  -13.3774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3595  -13.6364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5269  -14.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3103  -14.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0246  -12.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4725  -15.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2550  -15.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8719  -15.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7009  -14.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9186  -14.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6555  -15.4775    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
M  END

Alternative Forms

1. Parent:

   

   ALA4649225

   ---

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: 245.28

Molecular Weight (Monoisotopic): 245.1164

AlogP: 0.72

#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: 11.08

CX Basic pKa: 2.11

CX LogP: 0.96

CX LogD: 0.96

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.61

Np Likeness Score: -1.19

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