6,6,6-trifluoro-4-(4-methyl-3-oxo-3,4-dihydroquinoxalin-2-yl)hexyl thiophene-2-carboxylate

ID: ALA5195172

PubChem CID: 168287590

Max Phase: Preclinical

Molecular Formula: C20H19F3N2O3S

Molecular Weight: 424.44

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c(C(CCCOC(=O)c2cccs2)CC(F)(F)F)nc2ccccc21

Standard InChI:  InChI=1S/C20H19F3N2O3S/c1-25-15-8-3-2-7-14(15)24-17(18(25)26)13(12-20(21,22)23)6-4-10-28-19(27)16-9-5-11-29-16/h2-3,5,7-9,11,13H,4,6,10,12H2,1H3

Standard InChI Key:  BAPXJOIJVSSSED-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.8671   -0.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1525   -0.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -1.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1508   -2.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8671   -1.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260   -0.4959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0113   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0113   -1.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260   -2.1462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967   -2.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260   -2.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967   -0.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967    0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -0.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8470   -0.9084    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    0.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325    1.9796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8470    1.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8470    0.7418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479    2.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547    2.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    2.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3151    1.6442    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7198    0.2187    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5450    0.2187    0.0000 F   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
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  9 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 24 22  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 22  1  0
 16 28  1  0
 16 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5195172

   ---

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: 424.44

Molecular Weight (Monoisotopic): 424.1068

AlogP: 4.67

#Rotatable Bonds: 7

Polar Surface Area: 61.19

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.75

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -1.06

References

1. Jiang X, Wu K, Bai R, Zhang P, Zhang Y..  (2022)  Functionalized quinoxalinones as privileged structures with broad-ranging pharmacological activities.,  229  [PMID:34998058] [10.1016/j.ejmech.2021.114085]

Source

Source(1):

• Scientific Literature