5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid

ID: ALA5276939

Max Phase: Preclinical

Molecular Formula: C10H5F3O2S

Molecular Weight: 246.21

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc2cc(C(F)(F)F)ccc2s1

Standard InChI:  InChI=1S/C10H5F3O2S/c11-10(12,13)6-1-2-7-5(3-6)4-8(16-7)9(14)15/h1-4H,(H,14,15)

Standard InChI Key:  ROIKYRUNAMGSHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -1.2549    0.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5403    1.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    1.0775    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4464    0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -0.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -1.2392    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -0.0015    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -0.8266    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716    0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842    1.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842   -0.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  7  8  1  0
  9  8  2  0
  4  9  1  0
  6 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8 14  1  0
 14 15  1  0
 14 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5276939

   ---

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: 246.21

Molecular Weight (Monoisotopic): 245.9962

AlogP: 3.62

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.32

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 0.10

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: -1.62

References

1. Sethi A, Sanam S, Alvala M..  (2021)  Non-carbohydrate strategies to inhibit lectin proteins with special emphasis on galectins.,  222  [PMID:34146913] [10.1016/j.ejmech.2021.113561]

Source

Source(1):

• Scientific Literature