ID: ALA3593329

Max Phase: Preclinical

Molecular Formula: C16H14Cl2N4O2

Molecular Weight: 365.22

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C16H14Cl2N4O2/c1-16(2,3)14-7-12(22-24-14)15(23)13(8-19)21-20-11-5-9(17)4-10(18)6-11/h4-7,20H,1-3H3/b21-13+

Standard InChI Key:  XCBFEZRMLYPSFY-FYJGNVAPSA-N

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

Properties

Molecular Weight: 365.22

Molecular Weight (Monoisotopic): 364.0494

AlogP: 4.45

#Rotatable Bonds: 4

Polar Surface Area: 91.28

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.41

CX Basic pKa:

CX LogP: 5.54

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -1.49

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]

2. Wang P, Liu Z, Chen H, Ye N, Cheng X, Zhou J..  (2017)  Exchange proteins directly activated by cAMP (EPACs): Emerging therapeutic targets.,  27  (8): [PMID:28283242] [10.1016/j.bmcl.2017.02.065]

Source

Source(1):

• Scientific Literature