ID: ALA3593342

Max Phase: Preclinical

Molecular Formula: C16H13Cl3N4O2

Molecular Weight: 399.67

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C16H13Cl3N4O2/c1-16(2,3)13-6-11(23-25-13)15(24)12(7-20)22-21-8-4-9(17)14(19)10(18)5-8/h4-6,21H,1-3H3/b22-12+

Standard InChI Key:  BVFFSUDSERHSKS-WSDLNYQXSA-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: 399.67

Molecular Weight (Monoisotopic): 398.0104

AlogP: 5.11

#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: 4.42

CX Basic pKa:

CX LogP: 6.15

CX LogD: 4.43

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.33

Np Likeness Score: -1.34

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. 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]

3. 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