3-(2-cyclopropoxypyridin-4-yl)-6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidine

ID: ALA4744618

PubChem CID: 162647657

Max Phase: Preclinical

Molecular Formula: C19H18N6O2

Molecular Weight: 362.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cn2ncc(-c3ccnc(OC4CC4)c3)c2nc1-c1cnn(C)c1

Standard InChI:  InChI=1S/C19H18N6O2/c1-24-10-13(8-21-24)18-16(26-2)11-25-19(23-18)15(9-22-25)12-5-6-20-17(7-12)27-14-3-4-14/h5-11,14H,3-4H2,1-2H3

Standard InChI Key:  YSLKGORPFYLDEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.8116  -13.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2926  -12.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8111  -12.3313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0628  -14.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5144  -15.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7666  -15.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5544  -15.9939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1143  -15.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8592  -14.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0329  -13.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0336  -12.5804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3254  -12.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6120  -12.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6114  -13.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3241  -13.8161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9040  -13.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1581  -13.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6102  -14.0819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0175  -14.7904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8171  -14.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7976  -13.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9052  -12.1692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9070  -11.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2157  -16.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4175  -16.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8123  -15.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6370  -16.4937    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
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 14 16  1  0
 18 21  1  0
 13 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  1  0
 26 25  1  0
 27 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744618

   ---

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: 362.39

Molecular Weight (Monoisotopic): 362.1491

AlogP: 2.74

#Rotatable Bonds: 5

Polar Surface Area: 79.36

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.03

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.30

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