Ethyl 3-(2-(2-(5-tert-Butylisoxazol-3-yl)-1-cyano-2-oxoethylidene)hydrazinyl)benzoate

ID: ALA3594323

PubChem CID: 71712067

Max Phase: Preclinical

Molecular Formula: C19H20N4O4

Molecular Weight: 368.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cccc(N/N=C(\C#N)C(=O)c2cc(C(C)(C)C)on2)c1

Standard InChI:  InChI=1S/C19H20N4O4/c1-5-26-18(25)12-7-6-8-13(9-12)21-22-15(11-20)17(24)14-10-16(27-23-14)19(2,3)4/h6-10,21H,5H2,1-4H3/b22-15+

Standard InChI Key:  XJORIMRICADHOZ-PXLXIMEGSA-N

Molfile:  

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    4.9465  -11.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2003    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3594323

   ethyl 3-[(2E)-2-[2-(5-tert-butyl-1,2-oxazol-3-yl)-1-cyano-2-oxoethylidene]hydrazinyl]benzoate

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: 368.39

Molecular Weight (Monoisotopic): 368.1485

AlogP: 3.32

#Rotatable Bonds: 6

Polar Surface Area: 117.58

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.51

CX Basic pKa: ┄

CX LogP: 4.69

CX LogD: 2.98

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -1.37

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