2-((1-(2-amino-2-oxoethyl)-2-ethyl-3-(naphthalen-1-ylmethyl)indolizin-8-yl)oxy)acetic acid

ID: ALA5208632

Chembl Id: CHEMBL5208632

PubChem CID: 10669591

Max Phase: Preclinical

Molecular Formula: C25H24N2O4

Molecular Weight: 416.48

Names and Identifiers

Canonical SMILES:  CCc1c(CC(N)=O)c2c(OCC(=O)O)cccn2c1Cc1cccc2ccccc12

Standard InChI:  InChI=1S/C25H24N2O4/c1-2-18-20(14-23(26)28)25-22(31-15-24(29)30)11-6-12-27(25)21(18)13-17-9-5-8-16-7-3-4-10-19(16)17/h3-12H,2,13-15H2,1H3,(H2,26,28)(H,29,30)

Standard InChI Key:  HXRHONCNLACEKH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5208632

   2-[1-(2-Amino-2-oxoethyl)-2-ethyl-3-(naphthalen-1-ylmethyl)indolizin-8-yl]oxyacetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.48

Molecular Weight (Monoisotopic): 416.1736

AlogP: 3.74

#Rotatable Bonds: 8

Polar Surface Area: 94.03

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.83

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 0.32

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -0.65

References

1. 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