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

ID: ALA4763122

PubChem CID: 162659652

Max Phase: Preclinical

Molecular Formula: C15H16N4O2

Molecular Weight: 284.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nc2c(-c3ccnc(OC)c3)cnn2cc1OC

Standard InChI:  InChI=1S/C15H16N4O2/c1-4-12-13(20-2)9-19-15(18-12)11(8-17-19)10-5-6-16-14(7-10)21-3/h5-9H,4H2,1-3H3

Standard InChI Key:  FBQRDQOHCIWKGC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    7.3709  -25.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8519  -25.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3705  -24.4199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6221  -26.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0738  -27.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3259  -27.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1137  -28.0826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6736  -27.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4185  -26.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5923  -25.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5929  -24.6691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847  -24.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1714  -24.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1707  -25.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8835  -25.9047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7790  -28.5112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9797  -28.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645  -24.2579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4663  -23.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4623  -25.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609  -26.7151    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
 14 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763122

   ---

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: 284.32

Molecular Weight (Monoisotopic): 284.1273

AlogP: 2.37

#Rotatable Bonds: 4

Polar Surface Area: 61.54

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.95

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -1.29

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