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

ID: ALA4792464

PubChem CID: 156022737

Max Phase: Preclinical

Molecular Formula: C19H22N4O3

Molecular Weight: 354.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cnn3cc(OC)c([C@H]4COC(C)(C)C4)nc23)ccn1

Standard InChI:  InChI=1S/C19H22N4O3/c1-19(2)8-13(11-26-19)17-15(24-3)10-23-18(22-17)14(9-21-23)12-5-6-20-16(7-12)25-4/h5-7,9-10,13H,8,11H2,1-4H3/t13-/m1/s1

Standard InChI Key:  PETJVBHONPBYQW-CYBMUJFWSA-N

Molfile:  

 
     RDKit          2D

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    1.2859   -5.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -4.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2285   -4.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2158   -4.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7014   -3.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2154   -3.1947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694   -5.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -5.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1704   -6.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9656   -6.8921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5308   -6.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2733   -5.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4297   -4.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -3.4461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155   -3.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9955   -3.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9948   -4.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7143   -4.6935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183   -7.3247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8114   -7.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2819   -3.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837   -2.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2765   -4.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235   -4.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816   -5.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888   -5.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
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  4  5  1  0
  5  6  2  0
  6 14  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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  4  7  1  0
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 13 18  1  0
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 15 16  2  0
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 17 18  2  0
  9 19  1  0
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 16 21  1  0
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  2 25  1  0
 25 26  1  0
 26 23  1  0
 23 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4792464

   ---

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: 354.41

Molecular Weight (Monoisotopic): 354.1692

AlogP: 3.09

#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: 2.32

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.65

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