6-Ethyl-3-(2-methoxypyridin-4-yl)-N-methylpyrazolo[1,5-a]pyrimidin-5-amine

ID: ALA4741185

PubChem CID: 162645595

Max Phase: Preclinical

Molecular Formula: C15H17N5O

Molecular Weight: 283.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cn2ncc(-c3ccnc(OC)c3)c2nc1NC

Standard InChI:  InChI=1S/C15H17N5O/c1-4-10-9-20-15(19-14(10)16-2)12(8-18-20)11-5-6-17-13(7-11)21-3/h5-9H,4H2,1-3H3,(H,16,19)

Standard InChI Key:  QMOBMSIEJTZRFX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   41.0450  -12.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5260  -11.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0445  -11.0436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2962  -13.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7478  -13.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0000  -14.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7878  -14.7062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3477  -14.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0926  -13.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2663  -12.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2669  -11.2927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5588  -10.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8454  -11.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8448  -12.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5575  -12.5284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1923  -12.5041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2037  -13.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4531  -15.1349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6538  -14.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1386  -10.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1403  -10.0643    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
 14 16  1  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 13 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741185

   ---

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: 283.34

Molecular Weight (Monoisotopic): 283.1433

AlogP: 2.40

#Rotatable Bonds: 4

Polar Surface Area: 64.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.96

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -1.35

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