3-(3-(4-(cyclopropylmethoxy)-5-fluoropyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazol-5-yl)isoxazole

ID: ALA4857302

PubChem CID: 118965725

Max Phase: Preclinical

Molecular Formula: C21H17F2N5O2

Molecular Weight: 409.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccccc1Cn1nc(-c2ncc(F)c(OCC3CC3)n2)cc1-c1ccon1

Standard InChI:  InChI=1S/C21H17F2N5O2/c22-15-4-2-1-3-14(15)11-28-19(17-7-8-30-27-17)9-18(26-28)20-24-10-16(23)21(25-20)29-12-13-5-6-13/h1-4,7-10,13H,5-6,11-12H2

Standard InChI Key:  XVMSUHDMBFAPNI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   30.2677   -1.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2665   -1.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9746   -2.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6842   -1.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6814   -1.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9728   -0.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5585   -2.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5579   -3.1302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8973   -3.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1492   -4.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9665   -4.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2195   -3.6071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1254   -3.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8747   -2.5747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0575   -2.5727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8031   -3.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4631   -3.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4461   -5.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1115   -5.7899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5907   -6.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4044   -6.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7366   -5.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2554   -4.9573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8851   -7.0273    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.5599   -0.6770    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.5491   -5.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0313   -6.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8437   -6.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5924   -6.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5047   -5.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  9 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 11 18  1  0
 21 24  1  0
  1 25  1  0
 22 26  1  0
 26 27  1  0
 27 28  1  0
 29 28  1  0
 30 29  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857302

   ---

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: 409.40

Molecular Weight (Monoisotopic): 409.1350

AlogP: 4.11

#Rotatable Bonds: 7

Polar Surface Area: 78.86

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.76

References

1. Rennie GR, Barden TC, Bernier SG, Carvalho A, Deming R, Germano P, Hudson C, Im GJ, Iyengar RR, Jia L, Jung J, Kim E, Lee TW, Mermerian A, Moore J, Nakai T, Perl NR, Tobin J, Zimmer DP, Renhowe PA..  (2021)  Discovery of CYR715: A novel carboxylic acid-containing soluble guanylate cyclase stimulator.,  40  [PMID:33662540] [10.1016/j.bmcl.2021.127886]

Source

Source(1):

• Scientific Literature