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

ID: ALA2069658

Chembl Id: CHEMBL2069658

PubChem CID: 59185862

Max Phase: Preclinical

Molecular Formula: C20H21FN2O6

Molecular Weight: 404.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/NC(=O)C(OC)c2ccc3c(c2)OCCO3)c(F)c1OC

Standard InChI:  InChI=1S/C20H21FN2O6/c1-25-15-7-5-13(17(21)19(15)27-3)11-22-23-20(24)18(26-2)12-4-6-14-16(10-12)29-9-8-28-14/h4-7,10-11,18H,8-9H2,1-3H3,(H,23,24)/b22-11+

Standard InChI Key:  HRMAKTAHFNZSMZ-SSDVNMTOSA-N

Alternative Forms

1. Parent:

   

   ALA2069658

   2-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-[(E)-(2-fluoro-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: 404.39

Molecular Weight (Monoisotopic): 404.1384

AlogP: 2.45

#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: 11.48

CX Basic pKa: 0.41

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.56

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