(1E,2Z,3E)-1-(Piperidin-1-yl)-1-[(4-nitrophenyl)hydrazono]-2-[(3-methylbenzofuran-2-oyl)hydrazono]-4-phenylbut-3-ene

ID: ALA1075637

PubChem CID: 44613829

Max Phase: Preclinical

Molecular Formula: C31H30N6O4

Molecular Weight: 550.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)N/N=C(/C=C/c2ccccc2)C(=N/Nc2ccc([N+](=O)[O-])cc2)\N2CCCCC2)oc2ccccc12

Standard InChI:  InChI=1S/C31H30N6O4/c1-22-26-12-6-7-13-28(26)41-29(22)31(38)35-33-27(19-14-23-10-4-2-5-11-23)30(36-20-8-3-9-21-36)34-32-24-15-17-25(18-16-24)37(39)40/h2,4-7,10-19,32H,3,8-9,20-21H2,1H3,(H,35,38)/b19-14+,33-27-,34-30+

Standard InChI Key:  JISGGFCNTKIHBT-GBAKODGNSA-N

Molfile:  

     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
   -4.6284  -17.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0395  -18.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6233  -19.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8056  -17.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3870  -18.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7987  -19.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2394  -19.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4819  -19.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652  -20.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7608  -20.8775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530  -19.6362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3363  -20.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770  -19.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914  -20.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770  -18.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059  -19.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5204  -20.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914  -18.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059  -18.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375  -18.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5204  -18.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3310  -17.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413  -17.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582  -17.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7602  -18.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453  -18.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5181  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2317  -21.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9471  -20.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445  -20.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303  -19.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346  -18.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9486  -18.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9491  -17.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296  -17.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5185  -17.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645  -17.1550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634  -16.3300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3795  -17.5666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733  -18.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3598  -18.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 18  2  0
  4  1  1  0
 18 19  1  0
 15 20  1  0
  5  6  1  0
 19 21  1  0
 20 22  1  0
  8  9  1  0
  9 10  2  0
  2  3  1  0
  9 11  1  0
 20 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  3  6  2  0
 17 27  2  0
 11 12  1  0
 27 28  1  0
  1  2  2  0
 28 29  2  0
 12 13  2  0
 29 30  1  0
  5  4  2  0
 30 31  2  0
 31 17  1  0
 13 14  1  0
 21 32  2  0
  6  7  1  0
 32 33  1  0
 13 15  1  0
 33 34  2  0
  7  8  1  0
 34 35  1  0
 14 16  2  0
 35 36  2  0
 36 21  1  0
  8 40  2  0
 16 17  1  0
 40  5  1  0
 37 38  2  0
 37 39  1  0
 34 37  1  0
 40 41  1  0
M  CHG  2  37   1  39  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1075637

   3-methyl-N-[(Z)-[(E,1E)-1-[(4-nitrophenyl)hydrazinylidene]-4-phenyl-1-piperidin-1-ylbut-3-en-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: 550.62

Molecular Weight (Monoisotopic): 550.2329

AlogP: 6.36

#Rotatable Bonds: 8

Polar Surface Area: 125.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.49

CX Basic pKa: 5.11

CX LogP: 6.99

CX LogD: 6.99

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.11

Np Likeness Score: -0.96

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