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

ID: ALA4779273

PubChem CID: 162662489

Max Phase: Preclinical

Molecular Formula: C17H18N4O3

Molecular Weight: 326.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cnn3cc(OC)c(C4CCOC4)nc23)ccn1

Standard InChI:  InChI=1S/C17H18N4O3/c1-22-14-9-21-17(20-16(14)12-4-6-24-10-12)13(8-19-21)11-3-5-18-15(7-11)23-2/h3,5,7-9,12H,4,6,10H2,1-2H3

Standard InChI Key:  BBQYDTGFBULFRY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.1935  -25.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6746  -24.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1931  -23.9659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4448  -26.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8964  -26.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1486  -27.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9363  -27.6286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4962  -27.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2412  -26.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4149  -25.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4155  -24.2151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7073  -23.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9940  -24.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9934  -25.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7061  -25.4507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6017  -28.0572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8024  -27.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2872  -23.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2889  -22.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2841  -25.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5382  -25.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9903  -25.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3977  -26.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1972  -26.2606    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
 18 19  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
 14 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779273

   ---

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: 326.36

Molecular Weight (Monoisotopic): 326.1379

AlogP: 2.31

#Rotatable Bonds: 4

Polar Surface Area: 70.77

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.95

CX LogP: 1.63

CX LogD: 1.63

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.97

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