1-[4-(4,5-Dihydro-1,2,4-(4H)-5-oxo-oxadiazol-3-yl)benzyl]-4-tetradecylpiperazine-2,3-dione

ID: ALA1096554

Chembl Id: CHEMBL1096554

PubChem CID: 136086774

Max Phase: Preclinical

Molecular Formula: C27H40N4O4

Molecular Weight: 484.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCN1CCN(Cc2ccc(-c3noc(=O)[nH]3)cc2)C(=O)C1=O

Standard InChI:  InChI=1S/C27H40N4O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-18-30-19-20-31(26(33)25(30)32)21-22-14-16-23(17-15-22)24-28-27(34)35-29-24/h14-17H,2-13,18-21H2,1H3,(H,28,29,34)

Standard InChI Key:  JNVXMJNPLYZEAK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1096554

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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: 484.64

Molecular Weight (Monoisotopic): 484.3050

AlogP: 4.90

#Rotatable Bonds: 16

Polar Surface Area: 99.51

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.93

CX Basic pKa: ┄

CX LogP: 6.03

CX LogD: 5.18

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: -0.83

References

1. Meddad-Belhabich N, Aoun D, Djimdé A, Redeuilh C, Dive G, Massicot F, Chau F, Heymans F, Lamouri A..  (2010)  Design of new potent and selective secretory phospholipase A(2) inhibitors. 6-Synthesis, structure-activity relationships and molecular modelling of 1-substituted-4-[4,5-dihydro-1,2,4-(4H)-oxadiazol-5-one-3-yl(methyl)]-functionalized aryl piperazin/one/dione derivatives.,  18  (10): [PMID:20417107] [10.1016/j.bmc.2010.03.049]

Source

Source(1):

• Scientific Literature