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

ID: ALA1075638

PubChem CID: 4615357

Max Phase: Preclinical

Molecular Formula: C13H9ClN4O

Molecular Weight: 272.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)c1cnn2cccnc12

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

Standard InChI Key:  NWAGLANFQJMTLN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.2520  -14.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509  -15.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9652  -15.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9634  -13.8832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784  -14.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6832  -15.1180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703  -15.3688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519  -14.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625  -14.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795  -13.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2009  -12.8106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7731  -12.7846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881  -11.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140  -11.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5294  -10.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246  -10.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986  -10.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868  -11.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3666  -11.9422    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:

   

   ALA1075638

   N-(2-chlorophenyl)pyrazolo[1,5-a]pyrimidine-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: 13.37

CX Basic pKa: 0.42

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -2.78

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