rac-2-(benzo[d][1,3]dioxol-5-yl)-2-(1-ethyl-1H-indol-3-yl)-N-(4-isopropylphenylsulfonyl)acetamide

ID: ALA2261356

Chembl Id: CHEMBL2261356

PubChem CID: 76326542

Max Phase: Preclinical

Molecular Formula: C28H28N2O5S

Molecular Weight: 504.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(C(C(=O)NS(=O)(=O)c2ccc(C(C)C)cc2)c2ccc3c(c2)OCO3)c2ccccc21

Standard InChI:  InChI=1S/C28H28N2O5S/c1-4-30-16-23(22-7-5-6-8-24(22)30)27(20-11-14-25-26(15-20)35-17-34-25)28(31)29-36(32,33)21-12-9-19(10-13-21)18(2)3/h5-16,18,27H,4,17H2,1-3H3,(H,29,31)

Standard InChI Key:  IRSFNAANHUHAKL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2261356

   2-(1,3-benzodioxol-5-yl)-2-(1-ethylindol-3-yl)-N-(4-propan-2-ylphenyl)sulfonylacetamide

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: 504.61

Molecular Weight (Monoisotopic): 504.1719

AlogP: 5.15

#Rotatable Bonds: 7

Polar Surface Area: 86.63

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.10

CX Basic pKa: ┄

CX LogP: 5.63

CX LogD: 4.69

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.78

References

1. Rawson DJ, Dack KN, Dickinson RP, James K, Long C, Walker D.  (2004)  The Design and Synthesis of a Novel, Orally Active, Selective ETA Antagonist,  13  (3): [10.1007/s00044-004-0021-y]

Source

Source(1):

• Scientific Literature