rac-ethyl 3-(1-(benzo[d][1,3]dioxol-5-yl)-2-(2-methoxy-4-methylphenylsulfonamido)-2-oxoethyl)-1-methyl-1H-indole-6-carboxylate

ID: ALA2261602

Chembl Id: CHEMBL2261602

PubChem CID: 76319370

Max Phase: Preclinical

Molecular Formula: C29H28N2O8S

Molecular Weight: 564.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc2c(C(C(=O)NS(=O)(=O)c3ccc(C)cc3OC)c3ccc4c(c3)OCO4)cn(C)c2c1

Standard InChI:  InChI=1S/C29H28N2O8S/c1-5-37-29(33)19-7-9-20-21(15-31(3)22(20)13-19)27(18-8-10-23-24(14-18)39-16-38-23)28(32)30-40(34,35)26-11-6-17(2)12-25(26)36-4/h6-15,27H,5,16H2,1-4H3,(H,30,32)

Standard InChI Key:  WUYGPPAFDHJCRQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2261602

   Ethyl 3-[1-(1,3-benzodioxol-5-yl)-2-[(2-methoxy-4-methylphenyl)sulfonylamino]-2-oxoethyl]-1-methylindole-6-carboxylate

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: 564.62

Molecular Weight (Monoisotopic): 564.1566

AlogP: 4.04

#Rotatable Bonds: 8

Polar Surface Area: 122.16

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 3.80

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: -0.74

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