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

ID: ALA4574062

PubChem CID: 5345880

Max Phase: Preclinical

Molecular Formula: C18H11ClN4O3

Molecular Weight: 366.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc([N+](=O)[O-])cc2)[nH]c2cc(-c3cccc(Cl)c3)nn12

Standard InChI:  InChI=1S/C18H11ClN4O3/c19-13-3-1-2-12(8-13)16-9-17-20-15(10-18(24)22(17)21-16)11-4-6-14(7-5-11)23(25)26/h1-10,20H

Standard InChI Key:  WUFPNFMRODWMIA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.9748  -22.7891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6910  -22.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4036  -22.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4036  -23.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6910  -24.0221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9748  -23.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1740  -23.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7118  -23.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2011  -22.5447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8927  -23.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4848  -23.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6651  -23.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2575  -23.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6642  -22.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4827  -22.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2576  -24.6250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.1114  -24.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1114  -24.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8220  -25.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5277  -24.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2355  -25.2455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9474  -24.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2355  -26.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5277  -24.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8194  -23.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6910  -21.5556    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 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 12 16  1  0
 17  4  1  0
 17 18  1  0
 19 18  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 24 20  2  0
 25 24  1  0
 25 17  2  0
  2 26  2  0
M  CHG  2  21   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4574062

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

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: 366.76

Molecular Weight (Monoisotopic): 366.0520

AlogP: 3.92

#Rotatable Bonds: 3

Polar Surface Area: 93.30

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.08

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.44

Np Likeness Score: -1.70

References

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

Source

Source(1):

• Patent Bioactivity Data