Methyl 5-acetyl-3-amino-6-methylthieno[2,3-b]pyridine-2-carboxylate

ID: ALA4554940

Cas Number: 860609-51-4

PubChem CID: 1475366

Max Phase: Preclinical

Molecular Formula: C12H12N2O3S

Molecular Weight: 264.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1sc2nc(C)c(C(C)=O)cc2c1N

Standard InChI:  InChI=1S/C12H12N2O3S/c1-5-7(6(2)15)4-8-9(13)10(12(16)17-3)18-11(8)14-5/h4H,13H2,1-3H3

Standard InChI Key:  JCMOTCGUAWLDRT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   30.4020  -28.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4027  -29.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1113  -29.9645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1057  -28.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8148  -28.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8224  -29.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6038  -29.7965    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.0791  -29.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5914  -28.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8367  -27.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8963  -29.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3114  -29.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2982  -28.4102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1154  -28.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6932  -28.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6911  -27.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9866  -28.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6956  -29.9671    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
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554940

   Methyl 5-acetyl-3-amino-6-methylthieno[2,3-b]pyridine-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: 264.31

Molecular Weight (Monoisotopic): 264.0569

AlogP: 2.18

#Rotatable Bonds: 2

Polar Surface Area: 82.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.51

CX LogP: 1.65

CX LogD: 1.65

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: -1.48

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