N-(3-trifluromethyl-4-chlorophenyl)-2-oxo-2-(5-phenylisoxazol-3-yl)acetohydrazonoyl cyanide

ID: ALA4103080

PubChem CID: 137657967

Max Phase: Preclinical

Molecular Formula: C19H10ClF3N4O2

Molecular Weight: 418.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=N\Nc1ccc(Cl)c(C(F)(F)F)c1)C(=O)c1cc(-c2ccccc2)on1

Standard InChI:  InChI=1S/C19H10ClF3N4O2/c20-14-7-6-12(8-13(14)19(21,22)23)25-26-16(10-24)18(28)15-9-17(29-27-15)11-4-2-1-3-5-11/h1-9,25H/b26-16+

Standard InChI Key:  UUSUQPADAAXXCE-WGOQTCKBSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   16.9821  -11.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9810  -12.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6890  -12.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3987  -12.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3959  -11.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6872  -11.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6848  -10.3302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3913   -9.9194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3888   -9.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0995   -8.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0970   -7.8744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8084   -9.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8933   -9.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6931  -10.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0955   -9.3673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5468   -8.7576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6767   -8.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9678   -8.2923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0230  -10.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5429  -11.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8769  -12.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6907  -12.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1694  -11.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8328  -10.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1112  -12.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1124  -13.5999    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.8182  -12.3730    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.8148  -13.1906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.6888  -13.6019    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
 17 18  3  0
  9 17  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 14 19  1  0
  4 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
  3 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103080

   ---

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: 418.76

Molecular Weight (Monoisotopic): 418.0444

AlogP: 5.19

#Rotatable Bonds: 5

Polar Surface Area: 91.28

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.77

CX Basic pKa: ┄

CX LogP: 5.92

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -1.81

References

1. Ye N, Zhu Y, Liu Z, Mei FC, Chen H, Wang P, Cheng X, Zhou J..  (2017)  Identification of novel 2-(benzo[d]isoxazol-3-yl)-2-oxo-N-phenylacetohydrazonoyl cyanide analoguesas potent EPAC antagonists.,  134  [PMID:28399451] [10.1016/j.ejmech.2017.04.001]

Source

Source(1):

• Scientific Literature