N-(2-bromobenzyl)-3-methoxybenzo[b]thiophene-2-carboxamide

ID: ALA5288309

Max Phase: Preclinical

Molecular Formula: C17H14BrNO2S

Molecular Weight: 376.27

Names and Identifiers

Canonical SMILES:  COc1c(C(=O)NCc2ccccc2Br)sc2ccccc12

Standard InChI:  InChI=1S/C17H14BrNO2S/c1-21-15-12-7-3-5-9-14(12)22-16(15)17(20)19-10-11-6-2-4-8-13(11)18/h2-9H,10H2,1H3,(H,19,20)

Standard InChI Key:  OXYLVGDHKRSNCU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.1957   -0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -1.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4841   -1.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859   -0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7725   -0.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -1.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9782   -1.6903    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950   -1.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9860   -0.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0671    0.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3275   -1.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430   -1.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7347   -0.2973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573   -0.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7855    0.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1925    1.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9501    1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5469    1.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -0.2867    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  4  1  1  0
  5  4  2  0
  3  6  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288309

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 376.27

Molecular Weight (Monoisotopic): 374.9929

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 4.39

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -1.46

References

1. Spanò V, Venturini A, Genovese M, Barreca M, Raimondi MV, Montalbano A, Galietta LJV, Barraja P..  (2020)  Current development of CFTR potentiators in the last decade.,  204  [PMID:32898816] [10.1016/j.ejmech.2020.112631]

Source

Source(1):

• Scientific Literature