3-Neopentyl-N-(1H-pyrazolo[4,3-b]pyridin-3-yl)isothiazolo[4,5-b]pyridin-6-amine

ID: ALA4556685

PubChem CID: 155557230

Max Phase: Preclinical

Molecular Formula: C17H18N6S

Molecular Weight: 338.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)Cc1nsc2cc(Nc3n[nH]c4cccnc34)cnc12

Standard InChI:  InChI=1S/C17H18N6S/c1-17(2,3)8-12-14-13(24-23-12)7-10(9-19-14)20-16-15-11(21-22-16)5-4-6-18-15/h4-7,9H,8H2,1-3H3,(H2,20,21,22)

Standard InChI Key:  LSRDHJRTPDBGIR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   26.6040   -2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6029   -3.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3177   -3.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3159   -2.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0314   -2.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0362   -3.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8237   -3.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3057   -3.0981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8159   -2.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0832   -4.5528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8912   -4.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1454   -5.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2387   -4.2668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4321   -4.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5020   -5.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9558   -5.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3746   -6.3814    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.1798   -6.2027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2584   -5.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9691   -4.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6873   -5.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3981   -4.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6949   -6.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3976   -5.7795    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  2  0
  8  9  1  0
  9  5  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 16  1  0
 15 13  1  0
 13 14  2  0
 14 11  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556685

   ---

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: 338.44

Molecular Weight (Monoisotopic): 338.1314

AlogP: 4.29

#Rotatable Bonds: 3

Polar Surface Area: 79.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.54

CX Basic pKa: 2.31

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -1.50

References

1. Bollinger SR, Engers DW, Panarese JD, West M, Engers JL, Loch MT, Rodriguez AL, Blobaum AL, Jones CK, Thompson Gray A, Conn PJ, Lindsley CW, Niswender CM, Hopkins CR..  (2018)  Discovery, Structure-Activity Relationship, and Biological Characterization of a Novel Series of 6-((1 H-Pyrazolo[4,3- b]pyridin-3-yl)amino)-benzo[ d]isothiazole-3-carboxamides as Positive Allosteric Modulators of the Metabotropic Glutamate Receptor 4 (mGlu₄).,  62  (1): [PMID:30247901] [10.1021/acs.jmedchem.8b00994]

Source

Source(1):

• Scientific Literature