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

ID: ALA2285734

PubChem CID: 76309116

Max Phase: Preclinical

Molecular Formula: C16H21N3O3

Molecular Weight: 303.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCC1CCCCC1)N/N=C\c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C16H21N3O3/c20-16(11-8-13-4-2-1-3-5-13)18-17-12-14-6-9-15(10-7-14)19(21)22/h6-7,9-10,12-13H,1-5,8,11H2,(H,18,20)/b17-12-

Standard InChI Key:  MAFHGTIEWPOZMO-ATVHPVEESA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    8.0585   -2.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0585   -2.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7704   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4825   -2.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4825   -2.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7704   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1982   -1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9114   -2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6271   -1.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3404   -2.0418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6295   -0.8021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0561   -1.6314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7694   -2.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7670   -2.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0490   -3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0462   -4.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7600   -4.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4781   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4773   -3.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7576   -5.3463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4714   -5.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0424   -5.7577    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
 20 21  2  0
 20 22  1  0
 17 20  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2285734

   3-cyclohexyl-N-[(Z)-(4-nitrophenyl)methylideneamino]propanamide

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: 303.36

Molecular Weight (Monoisotopic): 303.1583

AlogP: 3.41

#Rotatable Bonds: 6

Polar Surface Area: 84.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.85

CX Basic pKa: 1.43

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.50

Np Likeness Score: -1.60

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