N-(4-hydroxybenzylidene)-3-cyclohexylpropionic acid hydrazide

ID: ALA2285729

PubChem CID: 136244993

Max Phase: Preclinical

Molecular Formula: C16H22N2O2

Molecular Weight: 274.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCC1CCCCC1)N/N=C\c1ccc(O)cc1

Standard InChI:  InChI=1S/C16H22N2O2/c19-15-9-6-14(7-10-15)12-17-18-16(20)11-8-13-4-2-1-3-5-13/h6-7,9-10,12-13,19H,1-5,8,11H2,(H,18,20)/b17-12-

Standard InChI Key:  JTAFCJINLVBIBB-ATVHPVEESA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    7.6849   -6.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6849   -6.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3902   -7.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0955   -6.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0955   -6.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3902   -5.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044   -5.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5109   -6.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2198   -5.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9263   -6.0423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2222   -4.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6352   -5.6358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3417   -6.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3393   -6.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6281   -7.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6254   -8.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3324   -8.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0437   -8.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0429   -7.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3311   -9.3133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2285729

   ---

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: 274.36

Molecular Weight (Monoisotopic): 274.1681

AlogP: 3.20

#Rotatable Bonds: 5

Polar Surface Area: 61.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 2.28

CX LogP: 3.55

CX LogD: 3.54

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: -0.94

References

1. Tabanca N, Wedge DE, Ali A, Khan IA, Kaplancikli ZA, Altintop MD.  (2013)  Antifungal, mosquito deterrent, and larvicidal activity of N-(benzylidene)-3-cyclohexylpropionic acid hydrazide derivatives,  22  (6): [10.1007/s00044-012-0250-4]

Source

Source(1):

• Scientific Literature