(+)-(S)-3-(1-(benzo[d][1,3]dioxol-5-yl)-2-(2-methoxy-4-methylphenylsulfonamido)-2-oxoethyl)-1-methyl-1H-indole-6-carboxylic acid

ID: ALA2261359

Chembl Id: CHEMBL2261359

PubChem CID: 9807200

Max Phase: Preclinical

Molecular Formula: C27H24N2O8S

Molecular Weight: 536.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C)ccc1S(=O)(=O)NC(=O)[C@@H](c1ccc2c(c1)OCO2)c1cn(C)c2cc(C(=O)O)ccc12

Standard InChI:  InChI=1S/C27H24N2O8S/c1-15-4-9-24(23(10-15)35-3)38(33,34)28-26(30)25(16-6-8-21-22(12-16)37-14-36-21)19-13-29(2)20-11-17(27(31)32)5-7-18(19)20/h4-13,25H,14H2,1-3H3,(H,28,30)(H,31,32)/t25-/m0/s1

Standard InChI Key:  RXNZJEAMURXNLG-VWLOTQADSA-N

Alternative Forms

1. Parent:

   

   ALA2261359

   (s)-(+)-3-{1-(1,3-Benzodioxol-5-yl)-2-[(2-methoxy4-methylphenyl)-sulfonylamino]-2-oxoethyl}-1-methyl-1h-indole-6-carboxylic acid

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: 536.56

Molecular Weight (Monoisotopic): 536.1253

AlogP: 3.56

#Rotatable Bonds: 7

Polar Surface Area: 133.16

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: -0.24

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.37

Np Likeness Score: -0.63

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