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

ID: ALA4744988

PubChem CID: 162648610

Max Phase: Preclinical

Molecular Formula: C16H17N5O

Molecular Weight: 295.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nc2c(-c3ccnc(OC)c3)cnn2cc1C1CC1

Standard InChI:  InChI=1S/C16H17N5O/c1-17-15-13(10-3-4-10)9-21-16(20-15)12(8-19-21)11-5-6-18-14(7-11)22-2/h5-10H,3-4H2,1-2H3,(H,17,20)

Standard InChI Key:  RGHVGCXGMWBBJX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    8.3532  -18.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8342  -17.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3528  -16.7680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6044  -18.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0560  -19.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082  -20.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0960  -20.4307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6559  -19.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4008  -19.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5745  -17.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5752  -17.0172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8670  -16.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1536  -17.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1530  -17.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8657  -18.2529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5006  -18.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119  -18.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7613  -20.8593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9620  -20.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4468  -16.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0393  -15.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6292  -16.6083    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
 21 20  1  0
 22 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744988

   ---

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: 295.35

Molecular Weight (Monoisotopic): 295.1433

AlogP: 2.72

#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: 2.37

CX LogD: 2.37

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.17

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