rac-2-(benzo[d][1,3]dioxol-5-yl)-N-(2-methoxy-4-methylphenylsulfonyl)-2-(6-(methoxymethyl)-1-methyl-1H-indol-3-yl)acetamide

ID: ALA2261601

Chembl Id: CHEMBL2261601

PubChem CID: 22467230

Max Phase: Preclinical

Molecular Formula: C28H28N2O7S

Molecular Weight: 536.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCc1ccc2c(C(C(=O)NS(=O)(=O)c3ccc(C)cc3OC)c3ccc4c(c3)OCO4)cn(C)c2c1

Standard InChI:  InChI=1S/C28H28N2O7S/c1-17-5-10-26(25(11-17)35-4)38(32,33)29-28(31)27(19-7-9-23-24(13-19)37-16-36-23)21-14-30(2)22-12-18(15-34-3)6-8-20(21)22/h5-14,27H,15-16H2,1-4H3,(H,29,31)

Standard InChI Key:  PKHUJBTZRIYKHG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2261601

   3-{1-(1,3-Benzodioxol-5-yl)-2-[(2-methoxy-4-methylphenyl)sulfonamido]-2-oxo-ethyl}-6-(methoxymethyl)-1-methyl-1H-indole

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: 536.61

Molecular Weight (Monoisotopic): 536.1617

AlogP: 4.01

#Rotatable Bonds: 8

Polar Surface Area: 105.09

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 4.26

CX LogD: 3.31

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.36

Np Likeness Score: -0.71

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