N-cyclooctylbenzo[b]thiophene-2-carboxamide

ID: ALA5286624

Max Phase: Preclinical

Molecular Formula: C17H21NOS

Molecular Weight: 287.43

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCCCCC1)c1cc2ccccc2s1

Standard InChI:  InChI=1S/C17H21NOS/c19-17(18-14-9-4-2-1-3-5-10-14)16-12-13-8-6-7-11-15(13)20-16/h6-8,11-12,14H,1-5,9-10H2,(H,18,19)

Standard InChI Key:  JRJRBSOOXOCXJW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.2928    0.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    0.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3762    1.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407    0.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4563    0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366   -0.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6109   -0.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4719    0.2343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0615   -0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4719   -1.1873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592   -0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -1.1451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -1.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563   -0.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563   -0.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438    0.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  1  8  1  0
  1  9  1  0
 10  9  1  0
 10 11  2  0
 12 10  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 16 12  1  0
 17 15  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 20 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286624

   ---

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: 287.43

Molecular Weight (Monoisotopic): 287.1344

AlogP: 4.74

#Rotatable Bonds: 2

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: -1.44

References

1. Tan YJ, Li M, Gunawan GA, Nyantakyi SA, Dick T, Go ML, Lam Y..  (2021)  Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility.,  12  (5.0): [PMID:34055215] [10.1021/acsmedchemlett.0c00588]

Source

Source(1):

• Scientific Literature