(3-Benzyl-2-ethyl-1-methylaminooxalyl-indolizin-8-yloxy)-acetic acid

ID: ALA121284

Chembl Id: CHEMBL121284

PubChem CID: 10786795

Max Phase: Preclinical

Molecular Formula: C22H22N2O5

Molecular Weight: 394.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)C(=O)NC)c2c(OCC(=O)O)cccn2c1Cc1ccccc1

Standard InChI:  InChI=1S/C22H22N2O5/c1-3-15-16(12-14-8-5-4-6-9-14)24-11-7-10-17(29-13-18(25)26)20(24)19(15)21(27)22(28)23-2/h4-11H,3,12-13H2,1-2H3,(H,23,28)(H,25,26)

Standard InChI Key:  ZBBLHSHKCPKCTH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA121284

   (3-Benzyl-2-ethyl-1-methylaminooxalyl-indolizin-8-yloxy)-acetic acid

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: 394.43

Molecular Weight (Monoisotopic): 394.1529

AlogP: 2.48

#Rotatable Bonds: 8

Polar Surface Area: 97.11

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.45

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: -0.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.64

References

1. Hagishita S, Yamada M, Shirahase K, Okada T, Murakami Y, Ito Y, Matsuura T, Wada M, Kato T, Ueno M, Chikazawa Y, Yamada K, Ono T, Teshirogi I, Ohtani M..  (1996)  Potent inhibitors of secretory phospholipase A2: synthesis and inhibitory activities of indolizine and indene derivatives.,  39  (19): [PMID:8809154] [10.1021/jm960395q]

2. Robello M, Barresi E, Baglini E, Salerno S, Taliani S, Settimo FD..  (2021)  The Alpha Keto Amide Moiety as a Privileged Motif in Medicinal Chemistry: Current Insights and Emerging Opportunities.,  64  (7.0): [PMID:33764065] [10.1021/acs.jmedchem.0c01808]

Source

Source(1):

• Scientific Literature