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

ID: ALA4518019

PubChem CID: 131254450

Max Phase: Preclinical

Molecular Formula: C10H9BrN2O2S

Molecular Weight: 301.17

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H9BrN2O2S/c1-4-6(11)3-5-7(12)8(10(14)15-2)16-9(5)13-4/h3H,12H2,1-2H3

Standard InChI Key:  DUKOXUIGRVYUPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   15.3335  -15.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3342  -16.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0428  -16.8399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0372  -15.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7463  -15.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7539  -16.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5353  -16.6719    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0106  -16.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5229  -15.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7682  -14.5671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8277  -15.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2429  -16.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2297  -15.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0469  -15.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6271  -16.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6247  -15.2070    0.0000 Br  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
  1 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518019

   ---

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: 301.17

Molecular Weight (Monoisotopic): 299.9568

AlogP: 2.74

#Rotatable Bonds: 1

Polar Surface Area: 65.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.82

Np Likeness Score: -1.62

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