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

ID: ALA2069656

Chembl Id: CHEMBL2069656

PubChem CID: 44633605

Max Phase: Preclinical

Molecular Formula: C21H24N2O6

Molecular Weight: 400.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(/C=N/NC(=O)C(OC)c2ccc3c(c2)OCCO3)ccc1OC

Standard InChI:  InChI=1S/C21H24N2O6/c1-4-27-18-11-14(5-7-16(18)25-2)13-22-23-21(24)20(26-3)15-6-8-17-19(12-15)29-10-9-28-17/h5-8,11-13,20H,4,9-10H2,1-3H3,(H,23,24)/b22-13+

Standard InChI Key:  UOLDTNYOSYTGDM-LPYMAVHISA-N

Alternative Forms

1. Parent:

   

   ALA2069656

   2-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-[(E)-(3-ethoxy-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: 400.43

Molecular Weight (Monoisotopic): 400.1634

AlogP: 2.70

#Rotatable Bonds: 8

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: 1.46

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -0.99

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