5-(3-fluorophenyl)penta-2,4-dienehydrazide

ID: ALA5198909

PubChem CID: 168289568

Max Phase: Preclinical

Molecular Formula: C11H11FN2O

Molecular Weight: 206.22

Names and Identifiers

Canonical SMILES:  NNC(=O)/C=C/C=C/c1cccc(F)c1

Standard InChI:  InChI=1S/C11H11FN2O/c12-10-6-3-5-9(8-10)4-1-2-7-11(15)14-13/h1-8H,13H2,(H,14,15)/b4-1+,7-2+

Standard InChI Key:  KHYOOFXDTCVAKX-BQJQTIKASA-N

Molfile:  

 
     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    3.5726    0.4115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -0.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    1.2366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7141    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -0.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418   -1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5726    0.4094    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  2  0
  5  3  1  0
  6  5  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
 11 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198909

   ---

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: 206.22

Molecular Weight (Monoisotopic): 206.0855

AlogP: 1.39

#Rotatable Bonds: 3

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: 12.50

CX Basic pKa: 3.29

CX LogP: 1.70

CX LogD: 1.70

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.26

Np Likeness Score: -0.63

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