5-Ethyl 2-methyl 3-amino-6-methylthieno[2,3-b]pyridine-2,5-dicarboxylate

ID: ALA4578827

PubChem CID: 40167496

Max Phase: Preclinical

Molecular Formula: C13H14N2O4S

Molecular Weight: 294.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc2c(N)c(C(=O)OC)sc2nc1C

Standard InChI:  InChI=1S/C13H14N2O4S/c1-4-19-12(16)7-5-8-9(14)10(13(17)18-3)20-11(8)15-6(7)2/h5H,4,14H2,1-3H3

Standard InChI Key:  CJSMMBCFKFLBHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   40.6623  -28.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6630  -29.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3716  -29.6260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3660  -27.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0751  -28.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0827  -29.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8641  -29.4580    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.3394  -28.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8517  -28.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0970  -27.3533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.1565  -28.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5717  -29.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.5585  -28.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.3757  -28.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9535  -27.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9514  -27.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2468  -28.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5381  -27.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8314  -28.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9559  -29.6286    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  8  1  0
  8  9  2  0
  9  5  1  0
  9 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  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578827

   5-O-ethyl 2-O-methyl 3-amino-6-methylthieno[2,3-b]pyridine-2,5-dicarboxylate

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: 294.33

Molecular Weight (Monoisotopic): 294.0674

AlogP: 2.15

#Rotatable Bonds: 3

Polar Surface Area: 91.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.05

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: -1.50

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]

Source

Source(1):

• Scientific Literature