5-(6-methoxy-3-(2-methoxypyridin-4-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-3-methylisoxazole

ID: ALA4763627

PubChem CID: 162661554

Max Phase: Preclinical

Molecular Formula: C17H15N5O3

Molecular Weight: 337.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cnn3cc(OC)c(-c4cc(C)no4)nc23)ccn1

Standard InChI:  InChI=1S/C17H15N5O3/c1-10-6-13(25-21-10)16-14(23-2)9-22-17(20-16)12(8-19-22)11-4-5-18-15(7-11)24-3/h4-9H,1-3H3

Standard InChI Key:  NQWLWLRZBQNAJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.6705   -4.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1516   -3.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6701   -2.7932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9218   -4.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3734   -5.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6256   -6.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4133   -6.4559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9732   -5.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7182   -5.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8919   -3.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8925   -3.0424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1843   -2.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4710   -3.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4704   -3.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1831   -4.2781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0786   -6.8845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2793   -6.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7642   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7659   -1.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7630   -4.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0170   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4691   -4.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8765   -5.2524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6761   -5.0837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6566   -4.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  2  0
  1  2  1  0
  2  3  2  0
  3 11  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1  4  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6 16  1  0
 16 17  1  0
 13 18  1  0
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 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 14 20  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763627

   ---

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: 337.34

Molecular Weight (Monoisotopic): 337.1175

AlogP: 2.77

#Rotatable Bonds: 4

Polar Surface Area: 87.57

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.94

CX LogP: 1.81

CX LogD: 1.81

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.58

References

1. Miwa S,Yokota M,Ueyama Y,Maeda K,Ogoshi Y,Seki N,Ogawa N,Nishihata J,Nomura A,Adachi T,Kitao Y,Nozawa K,Ishikawa T,Ukaji Y,Shiozaki M.  (2021)  Discovery of Selective Transforming Growth Factor β Type II Receptor Inhibitors as Antifibrosis Agents.,  12  (5.0): [PMID:34055221] [10.1021/acsmedchemlett.0c00679]

Source

Source(1):

• Scientific Literature