3-(8-methoxy-1-methyl-2-oxo-7-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)benzamide

ID: ALA3092565

Chembl Id: CHEMBL3092565

Cas Number: 855170-53-5

PubChem CID: 11418136

Max Phase: Preclinical

Molecular Formula: C24H21N3O3

Molecular Weight: 399.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1-c1ccccc1)C(c1cccc(C(N)=O)c1)=NCC(=O)N2C

Standard InChI:  InChI=1S/C24H21N3O3/c1-27-20-13-21(30-2)18(15-7-4-3-5-8-15)12-19(20)23(26-14-22(27)28)16-9-6-10-17(11-16)24(25)29/h3-13H,14H2,1-2H3,(H2,25,29)

Standard InChI Key:  WYTGWTBNDXWMMB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3092565

   3-(2,3-Dihydro-8-methoxy-1-methyl-2-oxo-7-phenyl-1H-1,4-benzodiazepin-5-yl)benzamide

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: 399.45

Molecular Weight (Monoisotopic): 399.1583

AlogP: 3.27

#Rotatable Bonds: 4

Polar Surface Area: 84.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.45

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.73

Np Likeness Score: -0.34

References

1. Gomez L, Breitenbucher JG..  (2013)  PDE2 inhibition: potential for the treatment of cognitive disorders.,  23  (24): [PMID:24189054] [10.1016/j.bmcl.2013.10.014]

2. Wu Y, Li Z, Huang YY, Wu D, Luo HB..  (2018)  Novel Phosphodiesterase Inhibitors for Cognitive Improvement in Alzheimer's Disease.,  61  (13): [PMID:29363967] [10.1021/acs.jmedchem.7b01370]

3. Xi M, Sun T, Chai S, Xie M, Chen S, Deng L, Du K, Shen R, Sun H..  (2022)  Therapeutic potential of phosphodiesterase inhibitors for cognitive amelioration in Alzheimer's disease.,  232  [PMID:35144038] [10.1016/j.ejmech.2022.114170]

4. Sun J, Xiao Z, Haider A, Gebhard C, Xu H, Luo HB, Zhang HT, Josephson L, Wang L, Liang SH..  (2021)  Advances in Cyclic Nucleotide Phosphodiesterase-Targeted PET Imaging and Drug Discovery.,  64  (11.0): [PMID:34042442] [10.1021/acs.jmedchem.1c00115]

Source

Source(1):

• Scientific Literature