rac-(E)-2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-methoxy-N'-(3,4,5-trimethoxybenzylidene)acetohydrazide

ID: ALA2069654

Chembl Id: CHEMBL2069654

PubChem CID: 44633462

Max Phase: Preclinical

Molecular Formula: C21H24N2O7

Molecular Weight: 416.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)C(OC)c2ccc3c(c2)OCCO3)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H24N2O7/c1-25-17-9-13(10-18(26-2)20(17)28-4)12-22-23-21(24)19(27-3)14-5-6-15-16(11-14)30-8-7-29-15/h5-6,9-12,19H,7-8H2,1-4H3,(H,23,24)/b22-12+

Standard InChI Key:  RLJCABVBQBZGRI-WSDLNYQXSA-N

Alternative Forms

1. Parent:

   

   ALA2069654

   2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methoxy-N-[(E)-(3,4,5-trimethoxyphenyl)methylideneamino]acetamide

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: 416.43

Molecular Weight (Monoisotopic): 416.1584

AlogP: 2.32

#Rotatable Bonds: 8

Polar Surface Area: 96.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: 1.25

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -0.70

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