rac-2-(benzo[d][1,3]dioxol-5-yl)-2-(6-(hydroxymethyl)-1-methyl-1H-indol-3-yl)-N-tosylacetamide

ID: ALA2261362

Chembl Id: CHEMBL2261362

PubChem CID: 22467219

Max Phase: Preclinical

Molecular Formula: C26H24N2O6S

Molecular Weight: 492.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(=O)C(c2ccc3c(c2)OCO3)c2cn(C)c3cc(CO)ccc23)cc1

Standard InChI:  InChI=1S/C26H24N2O6S/c1-16-3-7-19(8-4-16)35(31,32)27-26(30)25(18-6-10-23-24(12-18)34-15-33-23)21-13-28(2)22-11-17(14-29)5-9-20(21)22/h3-13,25,29H,14-15H2,1-2H3,(H,27,30)

Standard InChI Key:  ZJAICLYAYAWLME-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2261362

   3-{1-(1,3-Benzodioxol-5-yl)-2-[(4-methylphenyl)sulfonamido]-2-oxoethyl}-6-(hydroxymethyl)-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: 492.55

Molecular Weight (Monoisotopic): 492.1355

AlogP: 3.34

#Rotatable Bonds: 6

Polar Surface Area: 106.86

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 2.83

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -0.51

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