methyl 3-amino-6-methoxythieno[2,3-b]quinoline-2-carboxylate

ID: ALA5276686

Max Phase: Preclinical

Molecular Formula: C14H15NO4S

Molecular Weight: 293.34

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc2c(N)c(C(=O)OC)sc2cc1C

Standard InChI:  InChI=1S/C14H15NO4S/c1-4-19-13(16)8-6-9-10(5-7(8)2)20-12(11(9)15)14(17)18-3/h5-6H,4,15H2,1-3H3

Standard InChI Key:  XKEIBHSLZHAYJF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -0.9529    0.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2383    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    0.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735   -0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365   -1.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9529   -0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777    0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484   -0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -1.0690    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    1.0493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5736   -0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9862    0.3131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9862   -1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8114   -1.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675    0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822    0.0016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675    1.2394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0968    0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8114    0.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675   -1.2394    0.0000 C   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
  6  5  2  0
  1  6  1  0
  3  7  1  0
  7  8  2  0
  9  8  1  0
  4  9  1  0
  7 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  1 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5276686

   ---

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: 293.34

Molecular Weight (Monoisotopic): 293.0722

AlogP: 2.76

#Rotatable Bonds: 3

Polar Surface Area: 78.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.88

Np Likeness Score: -1.18

References

1. Titko T, Perekhoda L, Drapak I, Tsapko Y..  (2020)  Modern trends in diuretics development.,  208  [PMID:33007663] [10.1016/j.ejmech.2020.112855]

Source

Source(1):

• Scientific Literature