N'-(3,5-Bis(trifluoromethyl)phenyl)-2-(5-tert-butylisoxazol-3-yl)-2-oxoacetohydrazonoyl Cyanide

ID: ALA3593332

PubChem CID: 71712132

Max Phase: Preclinical

Molecular Formula: C18H14F6N4O2

Molecular Weight: 432.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(C(=O)/C(C#N)=N/Nc2cc(C(F)(F)F)cc(C(F)(F)F)c2)no1

Standard InChI:  InChI=1S/C18H14F6N4O2/c1-16(2,3)14-7-12(28-30-14)15(29)13(8-25)27-26-11-5-9(17(19,20)21)4-10(6-11)18(22,23)24/h4-7,26H,1-3H3/b27-13+

Standard InChI Key:  AASAPGKFLXGPST-UVHMKAGCSA-N

Molfile:  

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    3.6384    0.9011    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984    2.7004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    2.1009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3593332

   (1E)-N-[3,5-bis(trifluoromethyl)anilino]-2-(5-tert-butyl-1,2-oxazol-3-yl)-2-oxoethanimidoyl cyanide

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: 432.32

Molecular Weight (Monoisotopic): 432.1021

AlogP: 5.18

#Rotatable Bonds: 4

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: 4.49

CX Basic pKa: ┄

CX LogP: 6.09

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -1.28

References

1. Ye N, Zhu Y, Chen H, Liu Z, Mei FC, Wild C, Chen H, Cheng X, Zhou J..  (2015)  Structure-Activity Relationship Studies of Substituted 2-(Isoxazol-3-yl)-2-oxo-N'-phenyl-acetohydrazonoyl Cyanide Analogues: Identification of Potent Exchange Proteins Directly Activated by cAMP (EPAC) Antagonists.,  58  (15): [PMID:26151319] [10.1021/acs.jmedchem.5b00635]

Source

Source(1):

• Scientific Literature