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

ID: ALA2285731

PubChem CID: 5811941

Max Phase: Preclinical

Molecular Formula: C16H21BrN2O

Molecular Weight: 337.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H21BrN2O/c17-15-9-6-14(7-10-15)12-18-19-16(20)11-8-13-4-2-1-3-5-13/h6-7,9-10,12-13H,1-5,8,11H2,(H,19,20)/b18-12-

Standard InChI Key:  SOBIUUPEHIGGEI-PDGQHHTCSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   22.5962   -1.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5962   -2.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3082   -3.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0202   -2.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0202   -1.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3082   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7359   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4492   -1.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1648   -1.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8781   -1.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1673   -0.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5938   -1.5313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3072   -1.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3047   -2.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5867   -3.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5839   -4.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2978   -4.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0158   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0151   -3.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2965   -5.2440    0.0000 Br  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:

   

   ALA2285731

   N-[(Z)-(4-bromophenyl)methylideneamino]-3-cyclohexylpropanamide

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: 337.26

Molecular Weight (Monoisotopic): 336.0837

AlogP: 4.26

#Rotatable Bonds: 5

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.86

CX Basic pKa: 1.75

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -1.40

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