5-fluoro-2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)-N-methylpyrimidin-4-amine

ID: ALA4859661

PubChem CID: 90446443

Max Phase: Preclinical

Molecular Formula: C18H14F2N6O

Molecular Weight: 368.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nc(-c2cc(-c3ccon3)n(Cc3ccccc3F)n2)ncc1F

Standard InChI:  InChI=1S/C18H14F2N6O/c1-21-17-13(20)9-22-18(23-17)15-8-16(14-6-7-27-25-14)26(24-15)10-11-4-2-3-5-12(11)19/h2-9H,10H2,1H3,(H,21,22,23)

Standard InChI Key:  GHFWVGZTJMGNOI-UHFFFAOYSA-N

Molfile:  

 
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   17.1956  -12.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9036  -12.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6133  -12.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6105  -11.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9019  -10.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4876  -12.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4869  -13.4276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8264  -13.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0783  -14.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8955  -14.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1486  -13.9045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0544  -13.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8038  -12.8721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9866  -12.8701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7322  -13.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3922  -14.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3752  -15.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0406  -16.0873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5197  -16.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3334  -16.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6657  -15.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1845  -15.2548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8142  -17.3247    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4889  -10.9744    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4781  -15.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9603  -16.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859661

   5-fluoro-2-[1-[(2-fluorophenyl)methyl]-5-(1,2-oxazol-3-yl)pyrazol-3-yl]-N-methylpyrimidin-4-amine

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: 368.35

Molecular Weight (Monoisotopic): 368.1197

AlogP: 3.36

#Rotatable Bonds: 5

Polar Surface Area: 81.66

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.87

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.84

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