3,6-Dioxa-9-aza-1(3,5)-pyrazolo[1,5-a]pyrimidina-2(1,3)-benzenacyclononaphane

ID: ALA4783244

PubChem CID: 162664396

Max Phase: Preclinical

Molecular Formula: C16H16N4O2

Molecular Weight: 296.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1cc2cc(c1)-c1cnn3ccc(nc13)NCCOCCO2

Standard InChI:  InChI=1S/C16H16N4O2/c1-2-12-10-13(3-1)22-9-8-21-7-5-17-15-4-6-20-16(19-15)14(12)11-18-20/h1-4,6,10-11H,5,7-9H2,(H,17,19)

Standard InChI Key:  ZQWGOPOBEHTGBB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   29.3525   -3.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8335   -2.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3521   -1.6995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6038   -3.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0554   -4.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3076   -5.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1077   -5.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6552   -4.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4001   -3.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5739   -2.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5745   -1.9487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8663   -1.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1530   -1.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1524   -2.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8651   -3.1843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7605   -5.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0163   -5.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5293   -5.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4999   -3.1600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4540   -3.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0345   -4.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1324   -5.2375    0.0000 O   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
 17 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783244

   ---

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: 296.33

Molecular Weight (Monoisotopic): 296.1273

AlogP: 2.22

#Rotatable Bonds: ┄

Polar Surface Area: 60.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.17

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.76

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