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

ID: ALA2261363

Chembl Id: CHEMBL2261363

PubChem CID: 76330201

Max Phase: Preclinical

Molecular Formula: C26H23ClN2O6S

Molecular Weight: 527.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C)ccc1S(=O)(=O)NC(=O)C(c1ccc2c(c1)OCO2)c1cn(C)c2cc(Cl)ccc12

Standard InChI:  InChI=1S/C26H23ClN2O6S/c1-15-4-9-24(23(10-15)33-3)36(31,32)28-26(30)25(16-5-8-21-22(11-16)35-14-34-21)19-13-29(2)20-12-17(27)6-7-18(19)20/h4-13,25H,14H2,1-3H3,(H,28,30)

Standard InChI Key:  FDVBFLHJYUCEKU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2261363

   2-(1,3-benzodioxol-5-yl)-2-(6-chloro-1-methylindol-3-yl)-N-(2-methoxy-4-methylphenyl)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: 527.00

Molecular Weight (Monoisotopic): 526.0965

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 95.86

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.04

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.40

Np Likeness Score: -0.86

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