rac-(E)-N'-(3,4-dimethoxybenzylidene)-2-methoxy-2-phenylacetohydrazide

ID: ALA2069651

Chembl Id: CHEMBL2069651

PubChem CID: 59185911

Max Phase: Preclinical

Molecular Formula: C18H20N2O4

Molecular Weight: 328.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/NC(=O)C(OC)c2ccccc2)cc1OC

Standard InChI:  InChI=1S/C18H20N2O4/c1-22-15-10-9-13(11-16(15)23-2)12-19-20-18(21)17(24-3)14-7-5-4-6-8-14/h4-12,17H,1-3H3,(H,20,21)/b19-12+

Standard InChI Key:  NXOQHEXTJMLVJC-XDHOZWIPSA-N

Alternative Forms

1. Parent:

   

   ALA2069651

   N-[(E)-(3,4-dimethoxyphenyl)methylideneamino]-2-methoxy-2-phenylacetamide

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: 328.37

Molecular Weight (Monoisotopic): 328.1423

AlogP: 2.54

#Rotatable Bonds: 7

Polar Surface Area: 69.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: 1.72

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.01

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