Benzenesulfonyl-2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-ethyl-1H-indol-4-yloxy)acetamide

ID: ALA514692

Chembl Id: CHEMBL514692

PubChem CID: 9958280

Max Phase: Preclinical

Molecular Formula: C27H25N3O6S

Molecular Weight: 519.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)C(N)=O)c2c(OCC(=O)NS(=O)(=O)c3ccccc3)cccc2n1Cc1ccccc1

Standard InChI:  InChI=1S/C27H25N3O6S/c1-2-20-25(26(32)27(28)33)24-21(30(20)16-18-10-5-3-6-11-18)14-9-15-22(24)36-17-23(31)29-37(34,35)19-12-7-4-8-13-19/h3-15H,2,16-17H2,1H3,(H2,28,33)(H,29,31)

Standard InChI Key:  FLHCENWREGCSHY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA514692

   Benzenesulfonyl-2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-ethyl-1H-indol-4-yloxy)acetamide

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: 519.58

Molecular Weight (Monoisotopic): 519.1464

AlogP: 2.80

#Rotatable Bonds: 10

Polar Surface Area: 137.56

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 2.62

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -0.98

References

1. Oslund RC, Cermak N, Gelb MH..  (2008)  Highly specific and broadly potent inhibitors of mammalian secreted phospholipases A2.,  51  (15): [PMID:18605714] [10.1021/jm800422v]

Source

Source(1):

• Scientific Literature