SID858549

ID: ALA1538566

PubChem CID: 659861

Max Phase: Preclinical

Molecular Formula: C17H14F3N3O5

Molecular Weight: 397.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cc(C(F)(F)F)n3ncc(C(=O)O)c3n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C17H14F3N3O5/c1-26-11-4-8(5-12(27-2)14(11)28-3)10-6-13(17(18,19)20)23-15(22-10)9(7-21-23)16(24)25/h4-7H,1-3H3,(H,24,25)

Standard InChI Key:  ZSJWUTDWLJSARP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -2.0843   -2.5492    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2593   -1.7242    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -1.7242    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591    2.8133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    0.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.9883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6453    1.5494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2863    1.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7988   -0.4867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843    0.7508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834   -0.7416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7988    0.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843   -0.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3699    0.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834    0.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843   -1.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3699   -0.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684   -0.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554    1.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591    0.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8384    1.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591    1.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7735    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7735    1.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7735    3.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2025    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0
  2 16  1  0
  3 16  1  0
  4 23  1  0
  4 26  1  0
  5 24  1  0
  5 27  1  0
  6 25  1  0
  6 28  1  0
  7 22  2  0
  8 22  1  0
  9 11  1  0
  9 12  1  0
  9 13  1  0
 10 12  1  0
 10 14  2  0
 11 19  2  0
 12 15  2  0
 13 16  1  0
 13 17  2  0
 14 17  1  0
 14 18  1  0
 15 19  1  0
 15 22  1  0
 18 20  2  0
 18 21  1  0
 20 23  1  0
 21 24  2  0
 23 25  2  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1538566

   7-(Trifluoromethyl)-5-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

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: 397.31

Molecular Weight (Monoisotopic): 397.0886

AlogP: 3.14

#Rotatable Bonds: 5

Polar Surface Area: 95.18

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.46

CX Basic pKa: ┄

CX LogP: 2.67

CX LogD: -0.72

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.13

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays