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

ID: ALA2069652

Chembl Id: CHEMBL2069652

PubChem CID: 59185942

Max Phase: Preclinical

Molecular Formula: C20H22N2O6

Molecular Weight: 386.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/NC(=O)C(OC)c2ccc3c(c2)OCCO3)cc1OC

Standard InChI:  InChI=1S/C20H22N2O6/c1-24-15-6-4-13(10-17(15)25-2)12-21-22-20(23)19(26-3)14-5-7-16-18(11-14)28-9-8-27-16/h4-7,10-12,19H,8-9H2,1-3H3,(H,22,23)/b21-12+

Standard InChI Key:  NTHBYAFFXFBUIA-CIAFOILYSA-N

Alternative Forms

1. Parent:

   

   ALA2069652

   2-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-[(E)-(3,4-dimethoxyphenyl)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: 386.40

Molecular Weight (Monoisotopic): 386.1478

AlogP: 2.31

#Rotatable Bonds: 7

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: 1.41

CX LogP: 2.07

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -0.85

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