5,7-dimethyl-N-phenyl-2-(phenylamino)pyrazolo[1,5-a]pyrimidine-3-carboxamide

ID: ALA4084756

PubChem CID: 16752269

Max Phase: Preclinical

Molecular Formula: C21H19N5O

Molecular Weight: 357.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)n2nc(Nc3ccccc3)c(C(=O)Nc3ccccc3)c2n1

Standard InChI:  InChI=1S/C21H19N5O/c1-14-13-15(2)26-20(22-14)18(21(27)24-17-11-7-4-8-12-17)19(25-26)23-16-9-5-3-6-10-16/h3-13H,1-2H3,(H,23,25)(H,24,27)

Standard InChI Key:  OCZDFXWBMHJPPY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.2044  -18.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2044  -19.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097  -19.5548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097  -17.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6150  -18.3331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6150  -19.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3931  -19.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8741  -18.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3932  -18.0804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6913  -18.7423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6456  -20.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097  -17.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4973  -19.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0999  -18.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9154  -18.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3240  -17.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9153  -16.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0939  -16.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6891  -17.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0987  -20.7887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4449  -20.3515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3512  -21.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8019  -22.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0538  -22.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8539  -23.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4016  -22.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1468  -21.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
  7 11  1  0
  4 12  1  0
  2 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 20  1  0
 11 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084756

   2-anilino-5,7-dimethyl-N-phenylpyrazolo[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: 357.42

Molecular Weight (Monoisotopic): 357.1590

AlogP: 4.34

#Rotatable Bonds: 4

Polar Surface Area: 71.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: 1.64

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.70

References

1. Cherukupalli S, Karpoormath R, Chandrasekaran B, Hampannavar GA, Thapliyal N, Palakollu VN..  (2017)  An insight on synthetic and medicinal aspects of pyrazolo[1,5-a]pyrimidine scaffold.,  126  [PMID:27894044] [10.1016/j.ejmech.2016.11.019]

Source

Source(1):

• Scientific Literature