1-(isothiazol-5-yl)imidazo[1,5-a]pyridine-3-carboxamide

ID: ALA3746157

PubChem CID: 127039911

Max Phase: Preclinical

Molecular Formula: C11H8N4OS

Molecular Weight: 244.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nc(-c2ccns2)c2ccccn12

Standard InChI:  InChI=1S/C11H8N4OS/c12-10(16)11-14-9(8-4-5-13-17-8)7-3-1-2-6-15(7)11/h1-6H,(H2,12,16)

Standard InChI Key:  YTNDIPNEFMPJKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855   -2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877   -3.5218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606   -2.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5533    3.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400    4.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    5.0281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949    3.7514    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  5  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  1  0
 10 12  2  0
  9 10  1  0
  7 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3746157

   ---

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: 244.28

Molecular Weight (Monoisotopic): 244.0419

AlogP: 1.56

#Rotatable Bonds: 2

Polar Surface Area: 73.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.70

CX Basic pKa: 2.69

CX LogP: 0.64

CX LogD: 0.64

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.74

Np Likeness Score: -1.26

References

1. Adams M, Kobayashi T, Lawson JD, Saitoh M, Shimokawa K, Bigi SV, Hixon MS, Smith CR, Tatamiya T, Goto M, Russo J, Grimshaw CE, Swann S..  (2016)  Fragment-based drug discovery of potent and selective MKK3/6 inhibitors.,  26  (3): [PMID:26704264] [10.1016/j.bmcl.2015.11.054]

Source

Source(1):

• Scientific Literature