rac-(E)-N'-(3,4-diethoxybenzylidene)-2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-methoxyacetohydrazide

ID: ALA2069655

Chembl Id: CHEMBL2069655

PubChem CID: 59185906

Max Phase: Preclinical

Molecular Formula: C22H26N2O6

Molecular Weight: 414.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(/C=N/NC(=O)C(OC)c2ccc3c(c2)OCCO3)cc1OCC

Standard InChI:  InChI=1S/C22H26N2O6/c1-4-27-17-8-6-15(12-19(17)28-5-2)14-23-24-22(25)21(26-3)16-7-9-18-20(13-16)30-11-10-29-18/h6-9,12-14,21H,4-5,10-11H2,1-3H3,(H,24,25)/b23-14+

Standard InChI Key:  HUYWXOJOSJHKPM-OEAKJJBVSA-N

Alternative Forms

1. Parent:

   

   ALA2069655

   N-[(E)-(3,4-diethoxyphenyl)methylideneamino]-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methoxyacetamide

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: 414.46

Molecular Weight (Monoisotopic): 414.1791

AlogP: 3.09

#Rotatable Bonds: 9

Polar Surface Area: 87.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: 1.52

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -1.00

References

1. Cutshall NS, Onrust R, Rohde A, Gragerov S, Hamilton L, Harbol K, Shen HR, McKee S, Zuta C, Gragerova G, Florio V, Wheeler TN, Gage JL..  (2012)  Novel 2-methoxyacylhydrazones as potent, selective PDE10A inhibitors with activity in animal models of schizophrenia.,  22  (17): [PMID:22841436] [10.1016/j.bmcl.2012.07.007]

Source

Source(1):

• Scientific Literature