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

ID: ALA479251

Chembl Id: CHEMBL479251

PubChem CID: 10187432

Max Phase: Preclinical

Molecular Formula: C29H29N3O6S

Molecular Weight: 547.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Cc1c(C(=O)C(N)=O)c2c(OCC(=O)NS(=O)(=O)c3ccccc3)cccc2n1Cc1ccccc1

Standard InChI:  InChI=1S/C29H29N3O6S/c1-19(2)16-23-27(28(34)29(30)35)26-22(32(23)17-20-10-5-3-6-11-20)14-9-15-24(26)38-18-25(33)31-39(36,37)21-12-7-4-8-13-21/h3-15,19H,16-18H2,1-2H3,(H2,30,35)(H,31,33)

Standard InChI Key:  PHHHCTZAZHLGJE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA479251

   Benzenesulfonyl-2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-isobutyl-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: 547.63

Molecular Weight (Monoisotopic): 547.1777

AlogP: 3.44

#Rotatable Bonds: 11

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: 4.30

CX LogD: 3.35

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -0.83

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