N-(4-chloro-3-(trifluoromethyl)phenyl)-2-(5-(furan-2-yl)isoxazol-3-yl)-2-oxoacetohydrazonoyl cyanide

ID: ALA4082655

PubChem CID: 137647208

Max Phase: Preclinical

Molecular Formula: C17H8ClF3N4O3

Molecular Weight: 408.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=N\Nc1ccc(Cl)c(C(F)(F)F)c1)C(=O)c1cc(-c2ccco2)on1

Standard InChI:  InChI=1S/C17H8ClF3N4O3/c18-11-4-3-9(6-10(11)17(19,20)21)23-24-13(8-22)16(26)12-7-15(28-25-12)14-2-1-5-27-14/h1-7,23H/b24-13+

Standard InChI Key:  XYGDORZQPGGGPL-ZMOGYAJESA-N

Molfile:  

     RDKit          2D

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   23.3493  -26.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0615  -26.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7753  -26.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7724  -25.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0597  -24.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0572  -23.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7679  -23.5558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7654  -22.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4760  -22.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4736  -21.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1850  -22.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2740  -23.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0779  -23.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4844  -22.9995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9316  -22.3940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0492  -22.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3361  -21.9204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4147  -24.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0042  -25.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5569  -25.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3066  -25.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2187  -24.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4877  -26.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4890  -27.2528    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.1948  -26.0218    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.1914  -26.8435    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.0613  -27.2548    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
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 15 16  1  0
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  9 17  1  0
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 21 22  2  0
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 23 19  2  0
 14 19  1  0
  4 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  3 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4082655

   ---

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: 408.72

Molecular Weight (Monoisotopic): 408.0237

AlogP: 4.78

#Rotatable Bonds: 5

Polar Surface Area: 104.42

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.77

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.37

Np Likeness Score: -2.14

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