rac-(E)-2-(4-(1H-1,2,3-triazol-1-yl)phenyl)-N'-(4-bromo-3,5-dimethoxybenzylidene)-2-methoxyacetohydrazide

ID: ALA2069693

Chembl Id: CHEMBL2069693

PubChem CID: 59185938

Max Phase: Preclinical

Molecular Formula: C20H20BrN5O4

Molecular Weight: 474.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)C(OC)c2ccc(-n3ccnn3)cc2)cc(OC)c1Br

Standard InChI:  InChI=1S/C20H20BrN5O4/c1-28-16-10-13(11-17(29-2)18(16)21)12-23-24-20(27)19(30-3)14-4-6-15(7-5-14)26-9-8-22-25-26/h4-12,19H,1-3H3,(H,24,27)/b23-12+

Standard InChI Key:  RARAKXQOMNGHJI-FSJBWODESA-N

Alternative Forms

1. Parent:

   

   ALA2069693

   N-[(E)-(4-bromo-3,5-dimethoxyphenyl)methylideneamino]-2-methoxy-2-[4-(triazol-1-yl)phenyl]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: 474.32

Molecular Weight (Monoisotopic): 473.0699

AlogP: 2.88

#Rotatable Bonds: 8

Polar Surface Area: 99.86

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: 1.01

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.44

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