2-(Benzo[d]isoxazol-3-yl)-N-(3-chloro-5-(trifluoromethyl)phenyl)-2-oxoacetohydrazonoyl cyanide

ID: ALA4091792

PubChem CID: 137653440

Max Phase: Preclinical

Molecular Formula: C17H8ClF3N4O2

Molecular Weight: 392.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=N\Nc1cc(Cl)cc(C(F)(F)F)c1)C(=O)c1noc2ccccc12

Standard InChI:  InChI=1S/C17H8ClF3N4O2/c18-10-5-9(17(19,20)21)6-11(7-10)23-24-13(8-22)16(26)15-12-3-1-2-4-14(12)27-25-15/h1-7,23H/b24-13+

Standard InChI Key:  IRGZNIOJFWHNLH-ZMOGYAJESA-N

Molfile:  

     RDKit          2D

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   35.7103  -26.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4225  -27.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1363  -26.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1335  -25.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4207  -25.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4183  -24.7135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1289  -24.3028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1265  -23.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8371  -23.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8346  -22.2454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5501  -23.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8455  -23.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2927  -23.1410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4102  -23.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6972  -22.6675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9982  -27.1795    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.4390  -24.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6366  -24.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0883  -24.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3411  -25.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1474  -25.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6922  -25.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8488  -27.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8501  -27.9998    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.5600  -26.7688    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.5566  -27.5905    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  9 15  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091792

   ---

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: 392.72

Molecular Weight (Monoisotopic): 392.0288

AlogP: 4.67

#Rotatable Bonds: 4

Polar Surface Area: 91.28

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.39

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -1.71

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