(1E,2E)-1-(Piperidin-1-yl)-1-phenylhydrazono-2-[(3-methylbenzofuran-2-oyl)hydrazono]propane

ID: ALA1079862

PubChem CID: 46882254

Max Phase: Preclinical

Molecular Formula: C24H27N5O2

Molecular Weight: 417.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=N\NC(=O)c1oc2ccccc2c1C)/C(=N/Nc1ccccc1)N1CCCCC1

Standard InChI:  InChI=1S/C24H27N5O2/c1-17-20-13-7-8-14-21(20)31-22(17)24(30)28-25-18(2)23(29-15-9-4-10-16-29)27-26-19-11-5-3-6-12-19/h3,5-8,11-14,26H,4,9-10,15-16H2,1-2H3,(H,28,30)/b25-18+,27-23-

Standard InChI Key:  FPJLOOMYTACRBH-PZVZJPBASA-N

Molfile:  

     RDKit          2D

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   16.0782   -8.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7750   -8.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5060   -8.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5361   -7.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8386   -7.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7530   -5.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7873   -5.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0917   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1079862

   3-methyl-N-[(E)-[(1Z)-1-(phenylhydrazinylidene)-1-piperidin-1-ylpropan-2-ylidene]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: 417.51

Molecular Weight (Monoisotopic): 417.2165

AlogP: 4.76

#Rotatable Bonds: 5

Polar Surface Area: 82.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.50

CX Basic pKa: 5.06

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -0.94

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