N-(2-chlorophenyl)pyrazolo[1,5-a]pyrazine-3-carboxamide

ID: ALA1077850

PubChem CID: 46882704

Max Phase: Preclinical

Molecular Formula: C13H9ClN4O

Molecular Weight: 272.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)c1cnn2ccncc12

Standard InChI:  InChI=1S/C13H9ClN4O/c14-10-3-1-2-4-11(10)17-13(19)9-7-16-18-6-5-15-8-12(9)18/h1-8H,(H,17,19)

Standard InChI Key:  RDDQTDGRUCZTOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    7.3486  -14.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474  -15.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0622  -15.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0604  -13.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7758  -14.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7806  -15.1603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5681  -15.4111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0501  -14.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5603  -14.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5773  -13.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992  -12.8514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8705  -12.8254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8855  -12.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6120  -11.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6273  -10.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9221  -10.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1956  -10.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1838  -11.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4633  -11.9825    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9  5  2  0
  4  1  2  0
  9 10  1  0
  5  6  1  0
 10 11  2  0
 10 12  1  0
  2  3  2  0
 12 13  1  0
  3  6  1  0
 13 14  2  0
  1  2  1  0
 14 15  1  0
  5  4  1  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  2  0
 17 18  2  0
 18 13  1  0
  8  9  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077850

   N-(2-chlorophenyl)pyrazolo[1,5-a]pyrazine-3-carboxamide

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: 272.70

Molecular Weight (Monoisotopic): 272.0465

AlogP: 2.64

#Rotatable Bonds: 2

Polar Surface Area: 59.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.86

CX Basic pKa: 0.42

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -2.34

References

1. Qiao L, Choi S, Case A, Gainer TG, Seyb K, Glicksman MA, Lo DC, Stein RL, Cuny GD..  (2009)  Structure-activity relationship study of EphB3 receptor tyrosine kinase inhibitors.,  19  (21): [PMID:19783434] [10.1016/j.bmcl.2009.09.010]

Source

Source(1):

• Scientific Literature