3-Methyl-N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-1-benzofuran-2-carbohydrazide

ID: ALA1078198

PubChem CID: 9772571

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)N/N=C/C=C/c2ccccc2)oc2ccccc12

Standard InChI:  InChI=1S/C19H16N2O2/c1-14-16-11-5-6-12-17(16)23-18(14)19(22)21-20-13-7-10-15-8-3-2-4-9-15/h2-13H,1H3,(H,21,22)/b10-7+,20-13+

Standard InChI Key:  HPNNEVAQXPSCLP-ADCWSOHQSA-N

Molfile:  

     RDKit          2D

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    5.4518   -7.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2766   -7.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5061   -6.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3297   -6.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7165   -7.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5356   -6.9833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6550   -6.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9097   -5.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7701   -4.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3852   -5.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0828   -6.2171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4177   -4.9524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8130   -5.8331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5107   -6.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2408   -5.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9385   -6.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6687   -5.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3613   -6.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0910   -6.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1239   -5.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4212   -4.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6944   -5.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  1  1  0
 20 21  2  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078198

   3-methyl-N-[(E)-[(E)-3-phenylprop-2-enylidene]amino]-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: 304.35

Molecular Weight (Monoisotopic): 304.1212

AlogP: 4.17

#Rotatable Bonds: 4

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: 10.51

CX Basic pKa: 2.16

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: -0.88

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