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

ID: ALA4541373

PubChem CID: 17079185

Max Phase: Preclinical

Molecular Formula: C19H13ClFN3O

Molecular Weight: 353.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nn2c(=O)cc(-c3ccc(Cl)cc3)[nH]c2c1-c1ccc(F)cc1

Standard InChI:  InChI=1S/C19H13ClFN3O/c1-11-18(13-4-8-15(21)9-5-13)19-22-16(10-17(25)24(19)23-11)12-2-6-14(20)7-3-12/h2-10,22H,1H3

Standard InChI Key:  NAWGFQSGCWPVRK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    3.8161  -10.4485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5323  -10.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2449  -10.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2449  -11.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5323  -11.6856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8161  -11.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0194  -11.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5531  -10.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0424  -10.2082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340  -10.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033  -12.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3827  -12.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1706  -13.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3828  -13.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8057  -13.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0109  -12.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1708  -14.6800    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9527  -11.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9527  -12.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6633  -12.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3690  -12.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3690  -11.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6607  -11.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0768  -12.9049    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5323   -9.2191    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
 18  4  1  0
 18 19  1  0
 20 19  2  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 23 18  2  0
 21 24  1  0
  2 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541373

   5-(4-chlorophenyl)-3-(4-fluorophenyl)-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-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: 353.78

Molecular Weight (Monoisotopic): 353.0731

AlogP: 4.46

#Rotatable Bonds: 2

Polar Surface Area: 50.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.18

CX Basic pKa: 1.04

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: -1.48

References

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

Source

Source(1):

• Patent Bioactivity Data