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

ID: ALA4551376

PubChem CID: 130192927

Max Phase: Preclinical

Molecular Formula: C19H12ClF3N4O

Molecular Weight: 404.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(Cc2cccnc2)[nH]c2c(-c3ccc(Cl)cc3)c(C(F)(F)F)nn12

Standard InChI:  InChI=1S/C19H12ClF3N4O/c20-13-5-3-12(4-6-13)16-17(19(21,22)23)26-27-15(28)9-14(25-18(16)27)8-11-2-1-7-24-10-11/h1-7,9-10,25H,8H2

Standard InChI Key:  NWUDAASJQOHIKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   14.2492   -2.9369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9654   -2.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6780   -2.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6780   -3.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9654   -4.1699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2492   -3.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4525   -4.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9861   -3.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4754   -2.6925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1670   -3.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7595   -4.0621    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.7595   -2.6466    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3479   -3.3543    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2405   -4.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8158   -5.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6073   -6.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8165   -6.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2322   -5.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4488   -5.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6087   -7.1724    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.3858   -4.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0977   -3.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0980   -2.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8033   -2.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5113   -2.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5136   -3.7523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8057   -4.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9654   -1.7034    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
 10 11  1  0
 10 12  1  0
 10 13  1  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 14 19  1  0
 17 20  1  0
  4 21  1  0
 21 22  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
  2 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551376

   ---

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: 404.78

Molecular Weight (Monoisotopic): 404.0652

AlogP: 4.35

#Rotatable Bonds: 3

Polar Surface Area: 63.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.32

CX Basic pKa: 4.89

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -1.29

References

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

Source

Source(1):

• Patent Bioactivity Data