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

ID: ALA4752199

PubChem CID: 162653193

Max Phase: Preclinical

Molecular Formula: C14H15N5O2

Molecular Weight: 285.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nc2c(-c3ccnc(OC)c3)cnn2cc1OC

Standard InChI:  InChI=1S/C14H15N5O2/c1-15-13-11(20-2)8-19-14(18-13)10(7-17-19)9-4-5-16-12(6-9)21-3/h4-8H,1-3H3,(H,15,18)

Standard InChI Key:  PJNMAIKMKRLUIV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   16.4549  -18.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9360  -17.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4545  -16.8630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7062  -18.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1578  -19.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4100  -20.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1977  -20.5256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7576  -19.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5025  -19.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6763  -17.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6769  -17.1121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9687  -16.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2554  -17.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2548  -17.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9675  -18.3478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6023  -18.3235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6137  -19.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8630  -20.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0637  -20.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5486  -16.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5503  -15.8837    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:

   

   ALA4752199

   ---

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: 285.31

Molecular Weight (Monoisotopic): 285.1226

AlogP: 1.85

#Rotatable Bonds: 4

Polar Surface Area: 73.57

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.95

CX LogP: 1.43

CX LogD: 1.43

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -1.32

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