5-Ethyl 2-methyl 3-aminothieno[2,3-b]pyridine-2,5-dicarboxylate

ID: ALA4440364

PubChem CID: 155514366

Max Phase: Preclinical

Molecular Formula: C12H12N2O4S

Molecular Weight: 280.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cnc2sc(C(=O)OC)c(N)c2c1

Standard InChI:  InChI=1S/C12H12N2O4S/c1-3-18-11(15)6-4-7-8(13)9(12(16)17-2)19-10(7)14-5-6/h4-5H,3,13H2,1-2H3

Standard InChI Key:  DXVXAQOOMDMIPT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   35.9902  -14.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9910  -15.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6995  -16.1135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6939  -14.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4031  -14.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4107  -15.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1920  -15.9455    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.6674  -15.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1797  -14.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4250  -13.8407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4845  -15.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8997  -15.9745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8865  -14.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7036  -14.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2815  -14.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2794  -13.6634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5748  -14.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8661  -14.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1594  -14.8946    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
M  END

Alternative Forms

1. Parent:

   

   ALA4440364

   ---

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: 280.31

Molecular Weight (Monoisotopic): 280.0518

AlogP: 1.84

#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: ┄

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: -1.55

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