N'-[(1E)-Ethylidene]-3-methyl-1-benzofuran-2-carbohydrazide

ID: ALA1077437

PubChem CID: 44613831

Max Phase: Preclinical

Molecular Formula: C12H12N2O2

Molecular Weight: 216.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=N/NC(=O)c1oc2ccccc2c1C

Standard InChI:  InChI=1S/C12H12N2O2/c1-3-13-14-12(15)11-8(2)9-6-4-5-7-10(9)16-11/h3-7H,1-2H3,(H,14,15)/b13-3+

Standard InChI Key:  SCKAJTUHYRHVGL-QLKAYGNNSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -4.5734   -6.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896   -7.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3649   -7.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353   -5.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118   -5.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250   -6.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -6.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9866   -5.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8714   -4.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564   -5.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5588   -5.6626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2239   -4.3980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -5.2785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8689   -5.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -5.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4  1  1  0
  9 10  1  0
  5  6  1  0
  8 11  1  0
 11 12  1  0
  2  3  1  0
 11 13  2  0
  3  6  2  0
 12 14  1  0
  1  2  2  0
 14 15  2  0
  5  4  2  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077437

   N-[(E)-ethylideneamino]-3-methyl-1-benzofuran-2-carboxamide

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: 216.24

Molecular Weight (Monoisotopic): 216.0899

AlogP: 2.48

#Rotatable Bonds: 2

Polar Surface Area: 54.60

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.52

CX Basic pKa: 1.92

CX LogP: 1.49

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.62

Np Likeness Score: -1.10

References

1. Abdel-Aziz HA, Mekawey AA..  (2009)  Stereoselective synthesis and antimicrobial activity of benzofuran-based (1E)-1-(piperidin-1-yl)-N2-arylamidrazones.,  44  (12): [PMID:19782439] [10.1016/j.ejmech.2009.09.002]

Source

Source(1):

• Scientific Literature