N-(2-chlorophenyl)pyrazolo[1,5-b]pyridazine-3-carboxamide

ID: ALA1078737

PubChem CID: 46882705

Max Phase: Preclinical

Molecular Formula: C13H9ClN4O

Molecular Weight: 272.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)c1cnn2ncccc12

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

Standard InChI Key:  UIFOBXKVALICCQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   13.3580  -14.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3568  -14.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0717  -15.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0699  -13.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7853  -14.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7902  -14.9948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5778  -15.2456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0597  -14.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5699  -13.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5870  -13.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3088  -12.6858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8800  -12.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8950  -11.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6216  -11.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6369  -10.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9317  -10.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2051  -10.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1933  -11.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4727  -11.8168    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:

   

   ALA1078737

   N-(2-chlorophenyl)pyrazolo[1,5-b]pyridazine-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: 13.69

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -2.03

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