US9011882, Table 1, Compound 18

ID: ALA3677847

PubChem CID: 20877230

Max Phase: Preclinical

Molecular Formula: C13H17N3O3S

Molecular Weight: 295.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCNC(=O)Cn1sc2nc(C)cc(C)c2c1=O

Standard InChI:  InChI=1S/C13H17N3O3S/c1-8-6-9(2)15-12-11(8)13(18)16(20-12)7-10(17)14-4-5-19-3/h6H,4-5,7H2,1-3H3,(H,14,17)

Standard InChI Key:  DDGDTEDJJKQMCA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    9.1659   -8.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5637   -7.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0629   -7.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3098   -5.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090   -5.7153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0559   -4.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6540   -3.3768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -4.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4916   -3.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 11  1  0
 18 19  1  0
 19  9  1  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3677847

   2-(4,6-dimethyl-3-oxo-[1,2]thiazolo[5,4-b]pyridin-2-yl)-N-(2-methoxyethyl)acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 295.36

Molecular Weight (Monoisotopic): 295.0991

AlogP: 0.84

#Rotatable Bonds: 5

Polar Surface Area: 73.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.24

CX LogP: 0.45

CX LogD: 0.45

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.83

Np Likeness Score: -1.55

References

1.  (2015)  Dimethylarginine dimethylaminohydrolase inhibitors and methods of use thereof, 

2.  (2014)  Dimethylarginine Dimethylaminohydrolase inhibitors and methods of use thereof, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data