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

ID: ALA4545692

PubChem CID: 865472

Max Phase: Preclinical

Molecular Formula: C14H12N2O3S

Molecular Weight: 288.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1sc2nc3ccc(OC)cc3cc2c1N

Standard InChI:  InChI=1S/C14H12N2O3S/c1-18-8-3-4-10-7(5-8)6-9-11(15)12(14(17)19-2)20-13(9)16-10/h3-6H,15H2,1-2H3

Standard InChI Key:  XRJKHUHLPVGTCL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.7983   -3.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7972   -4.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5052   -4.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5034   -3.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2121   -3.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2128   -4.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9214   -4.8627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9158   -3.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6249   -3.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6325   -4.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4139   -4.6947    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8892   -4.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4015   -3.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6468   -2.5899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7063   -4.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1215   -4.7237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1083   -3.3084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0905   -3.2318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9255   -3.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3829   -3.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
 17 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4545692

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

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 288.33

Molecular Weight (Monoisotopic): 288.0569

AlogP: 2.83

#Rotatable Bonds: 2

Polar Surface Area: 74.44

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.16

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: -1.43

References

1. Zhao Y, Li M, Li B, Zhang S, Su A, Xing Y, Ge Z, Li R, Yang B..  (2019)  Discovery and optimization of thienopyridine derivatives as novel urea transporter inhibitors.,  172  [PMID:30959323] [10.1016/j.ejmech.2019.03.060]

2. 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