2-((3-([1,1'-biphenyl]-2-ylmethyl)-1-(2-amino-2-oxoacetyl)-2-methylindolizin-8-yl)oxy)acetic acid

ID: ALA5172164

Chembl Id: CHEMBL5172164

PubChem CID: 10789314

Max Phase: Preclinical

Molecular Formula: C26H22N2O5

Molecular Weight: 442.47

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)C(N)=O)c2c(OCC(=O)O)cccn2c1Cc1ccccc1-c1ccccc1

Standard InChI:  InChI=1S/C26H22N2O5/c1-16-20(14-18-10-5-6-11-19(18)17-8-3-2-4-9-17)28-13-7-12-21(33-15-22(29)30)24(28)23(16)25(31)26(27)32/h2-13H,14-15H2,1H3,(H2,27,32)(H,29,30)

Standard InChI Key:  HYUYPRCNYZAMAT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5172164

   2-(3-(Biphenyl-2-ylmethyl)-8-carboxymethoxyl-2-methylindolizin-1-yl)glyoxylamide

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: 442.47

Molecular Weight (Monoisotopic): 442.1529

AlogP: 3.64

#Rotatable Bonds: 8

Polar Surface Area: 111.10

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.53

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 0.29

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -0.44

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