5-(4-octylphenyl)penta-2,4-dienehydrazide

ID: ALA5200600

PubChem CID: 168292046

Max Phase: Preclinical

Molecular Formula: C20H30N2O

Molecular Weight: 314.47

Names and Identifiers

Canonical SMILES:  CCCCCCCCCc1ccc(/C=C/C=C/C(=O)NN)cc1

Standard InChI:  InChI=1S/C20H30N2O/c1-2-3-4-5-6-7-8-11-18-14-16-19(17-15-18)12-9-10-13-20(23)22-21/h9-10,12-17H,2-8,11,21H2,1H3,(H,22,23)/b12-9+,13-10+

Standard InChI Key:  VEYOLODFMFKOLW-JOWSBRCASA-N

Molfile:  

 
     RDKit          2D

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   -5.7147   -0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2859   -0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5715   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8570   -0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282   -0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -0.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7147   -0.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292    0.4115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.2365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151   -1.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4292   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 21 12  2  0
 22 21  1  0
  9 22  2  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5200600

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.47

Molecular Weight (Monoisotopic): 314.2358

AlogP: 4.54

#Rotatable Bonds: 11

Polar Surface Area: 55.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.06

CX Basic pKa: 3.29

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.16

Np Likeness Score: 0.25

References

1. Mavrikaki V, Pagonis A, Poncin I, Mallick I, Canaan S, Magrioti V, Cavalier JF..  (2022)  Design, synthesis and antibacterial activity against pathogenic mycobacteria of conjugated hydroxamic acids, hydrazides and O-alkyl/O-acyl protected hydroxamic derivatives.,  64  [PMID:35307568] [10.1016/j.bmcl.2022.128692]

Source

Source(1):

• Scientific Literature