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

ID: ALA4643892

PubChem CID: 9697572

Max Phase: Preclinical

Molecular Formula: C12H12BrN3O2

Molecular Weight: 310.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)N/N=C/c2ccc(Br)cc2)N1

Standard InChI:  InChI=1S/C12H12BrN3O2/c13-9-3-1-8(2-4-9)7-14-16-12(18)10-5-6-11(17)15-10/h1-4,7,10H,5-6H2,(H,15,17)(H,16,18)/b14-7+/t10-/m0/s1

Standard InChI Key:  CZMLTVRPKMOMOX-UQDQQJHMSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   15.9766   -1.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1515   -1.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8938   -2.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5557   -2.5634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2264   -2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1075   -2.3272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0101   -2.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1767   -3.1499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9604   -3.4075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1271   -4.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9108   -4.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6272   -1.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0764   -5.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8593   -5.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4732   -4.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3031   -4.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5204   -3.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2573   -5.2481    0.0000 Br  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:

   

   ALA4643892

   (2S)-N-[(E)-(4-bromophenyl)methylideneamino]-5-oxopyrrolidine-2-carboxamide

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: 310.15

Molecular Weight (Monoisotopic): 309.0113

AlogP: 1.18

#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: 10.56

CX Basic pKa: 1.24

CX LogP: 1.21

CX LogD: 1.21

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.65

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