2-(Benzo[d]isoxazol-3-yl)-N-(3-chloro-4-(trifluoromethyl)phenyl)-2-oxoacetohydrazonoyl cyanide

ID: ALA4081514

PubChem CID: 137647401

Max Phase: Preclinical

Molecular Formula: C17H8ClF3N4O2

Molecular Weight: 392.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=N\Nc1ccc(C(F)(F)F)c(Cl)c1)C(=O)c1noc2ccccc12

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

Standard InChI Key:  LDYLGZUBSMGFNY-ZMOGYAJESA-N

Molfile:  

     RDKit          2D

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   42.0787  -26.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7908  -27.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5046  -26.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5018  -25.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7890  -25.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7866  -24.6475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4972  -24.2327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4948  -23.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2054  -23.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2029  -22.1793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9184  -23.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2138  -23.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.6610  -23.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7786  -23.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0655  -22.5973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3665  -27.1135    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   45.8073  -24.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0049  -24.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4566  -24.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7094  -25.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5157  -25.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0605  -25.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7906  -27.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0787  -28.3442    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.5024  -28.3445    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.7829  -28.7544    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  1  1  0
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  3 24  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081514

   ---

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: 4.69

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -1.62

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