ethyl 4-ethyl-3-nitro-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate

ID: ALA4084255

PubChem CID: 12212138

Max Phase: Preclinical

Molecular Formula: C11H12N4O5

Molecular Weight: 280.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cn(CC)c2c([N+](=O)[O-])cnn2c1=O

Standard InChI:  InChI=1S/C11H12N4O5/c1-3-13-6-7(11(17)20-4-2)10(16)14-9(13)8(5-12-14)15(18)19/h5-6H,3-4H2,1-2H3

Standard InChI Key:  GMAWAFXPKBGUIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   29.1011   -0.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1011   -1.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8064   -1.9769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8064   -0.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5116   -0.7553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5161   -1.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2913   -1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7660   -1.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2841   -0.4997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8064    0.4746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5481   -2.5920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0046   -3.2022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3483   -2.7575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8068   -2.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0993   -3.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3922   -0.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3898    0.4726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6857   -0.7594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9768   -0.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2703   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  3  1  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
  4 10  2  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
 14 15  1  0
  1 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4084255

   Ethyl 4-ethyl-3-nitro-7-oxopyrazolo[1,5-a]pyrimidine-6-carboxylate

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: 280.24

Molecular Weight (Monoisotopic): 280.0808

AlogP: 0.60

#Rotatable Bonds: 4

Polar Surface Area: 108.74

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.56

CX LogD: 0.56

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.46

Np Likeness Score: -1.55

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