3-(4-methoxyphenyl)-2-methyl-5-(4-nitrophenyl)-4H-pyrazolo[1,5-a]pyrimidin-7-one

ID: ALA4578790

PubChem CID: 2860157

Max Phase: Preclinical

Molecular Formula: C20H16N4O4

Molecular Weight: 376.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(C)nn3c(=O)cc(-c4ccc([N+](=O)[O-])cc4)[nH]c23)cc1

Standard InChI:  InChI=1S/C20H16N4O4/c1-12-19(14-5-9-16(28-2)10-6-14)20-21-17(11-18(25)23(20)22-12)13-3-7-15(8-4-13)24(26)27/h3-11,21H,1-2H3

Standard InChI Key:  SZTQHKZVTLGFSD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.0530  -16.8806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693  -16.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819  -16.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819  -17.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693  -18.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0530  -17.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2522  -17.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900  -17.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793  -16.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9709  -17.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0402  -18.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6197  -19.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075  -20.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156  -20.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0385  -19.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479  -18.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4036  -21.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832  -21.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896  -18.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896  -18.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9002  -19.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6059  -18.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3137  -19.3370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0215  -18.9295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3137  -20.1561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6059  -18.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8976  -17.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693  -15.6512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  8 10  1  0
 11  7  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 14 17  1  0
 17 18  1  0
 19  4  1  0
 19 20  1  0
 21 20  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 26 22  2  0
 27 26  1  0
 27 19  2  0
  2 28  2  0
M  CHG  2  23   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4578790

   Cambridge id 5669620

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 376.37

Molecular Weight (Monoisotopic): 376.1172

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 102.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.11

CX Basic pKa: 0.34

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -1.22

References

1.  (2017)  Arf6 inhibitors and methods of synthesis and use thereof, 

Source

Source(1):

• Patent Bioactivity Data