3-(2-Methoxypyridin-4-yl)-N-methyl-6-vinylpyrazolo[1,5-a]pyrimidin-5-amine

ID: ALA4741913

PubChem CID: 162646900

Max Phase: Preclinical

Molecular Formula: C15H15N5O

Molecular Weight: 281.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=Cc1cn2ncc(-c3ccnc(OC)c3)c2nc1NC

Standard InChI:  InChI=1S/C15H15N5O/c1-4-10-9-20-15(19-14(10)16-2)12(8-18-20)11-5-6-17-13(7-11)21-3/h4-9H,1H2,2-3H3,(H,16,19)

Standard InChI Key:  WSONRVSMVKMRMP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   32.0476  -11.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5286  -10.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0472  -10.2429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2988  -12.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7505  -12.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0026  -13.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7904  -13.9056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3503  -13.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0952  -12.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2690  -11.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2696  -10.4920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5614  -10.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8481  -10.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8474  -11.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5602  -11.7277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1950  -11.7034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2064  -12.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4557  -14.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6564  -14.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1412  -10.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1430   -9.2637    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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741913

   ---

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: 281.32

Molecular Weight (Monoisotopic): 281.1277

AlogP: 2.48

#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: 2.32

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -1.14

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