2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-ethyl-6-methyl-1H-indol-4-yloxy)acetic acid

ID: ALA208315

Chembl Id: CHEMBL208315

PubChem CID: 9866653

Max Phase: Preclinical

Molecular Formula: C22H22N2O5

Molecular Weight: 394.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)C(N)=O)c2c(OCC(=O)O)cc(C)cc2n1Cc1ccccc1

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

Standard InChI Key:  POYSBCQIOOZMFS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA208315

   2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-ethyl-6-methyl-1H-indol-4-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: 2.69

#Rotatable Bonds: 8

Polar Surface Area: 111.62

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.69

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: -0.02

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.60

References

1. Smart BP, Oslund RC, Walsh LA, Gelb MH..  (2006)  The first potent inhibitor of mammalian group X secreted phospholipase A2: elucidation of sites for enhanced binding.,  49  (10): [PMID:16686528] [10.1021/jm060136t]

Source

Source(1):

• Scientific Literature