Methyl 3-amino-6-methyl-5-nitrothieno[2,3-b]pyridine-2-carboxylate

ID: ALA4475799

PubChem CID: 155537836

Max Phase: Preclinical

Molecular Formula: C10H9N3O4S

Molecular Weight: 267.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1sc2nc(C)c([N+](=O)[O-])cc2c1N

Standard InChI:  InChI=1S/C10H9N3O4S/c1-4-6(13(15)16)3-5-7(11)8(10(14)17-2)18-9(5)12-4/h3H,11H2,1-2H3

Standard InChI Key:  ZIWCDTYBVANFHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   25.4699  -15.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4707  -16.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1792  -16.5303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1736  -14.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8828  -15.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8904  -16.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6717  -16.3623    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.1471  -15.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6594  -15.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9046  -14.2576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9642  -15.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3794  -16.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3662  -14.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1833  -14.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7636  -16.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7581  -14.8964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0514  -15.3068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7560  -14.0792    0.0000 O   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
  2 15  1  0
 16 17  2  0
 16 18  1  0
  1 16  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4475799

   ---

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: 267.27

Molecular Weight (Monoisotopic): 267.0314

AlogP: 1.88

#Rotatable Bonds: 2

Polar Surface Area: 108.35

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.51

Np Likeness Score: -1.76

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