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

ID: ALA2069657

Chembl Id: CHEMBL2069657

PubChem CID: 59185913

Max Phase: Preclinical

Molecular Formula: C19H20N2O6

Molecular Weight: 372.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/NC(=O)C(OC)c2ccc3c(c2)OCCO3)cc1O

Standard InChI:  InChI=1S/C19H20N2O6/c1-24-15-5-3-12(9-14(15)22)11-20-21-19(23)18(25-2)13-4-6-16-17(10-13)27-8-7-26-16/h3-6,9-11,18,22H,7-8H2,1-2H3,(H,21,23)/b20-11+

Standard InChI Key:  NXIHFVZZRIBBFR-RGVLZGJSSA-N

Alternative Forms

1. Parent:

   

   ALA2069657

   2-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-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: 372.38

Molecular Weight (Monoisotopic): 372.1321

AlogP: 2.01

#Rotatable Bonds: 6

Polar Surface Area: 98.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.61

CX Basic pKa: 1.35

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.61

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