3-(3-(5-fluoro-4-(pyrrolidin-1-yl)pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazol-5-yl)isoxazole

ID: ALA4854687

PubChem CID: 86267516

Max Phase: Preclinical

Molecular Formula: C21H18F2N6O

Molecular Weight: 408.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccccc1Cn1nc(-c2ncc(F)c(N3CCCC3)n2)cc1-c1ccon1

Standard InChI:  InChI=1S/C21H18F2N6O/c22-15-6-2-1-5-14(15)13-29-19(17-7-10-30-27-17)11-18(26-29)20-24-12-16(23)21(25-20)28-8-3-4-9-28/h1-2,5-7,10-12H,3-4,8-9,13H2

Standard InChI Key:  YYTLNEQSSHVSKY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.4873  -12.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   43.9021  -11.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1935  -11.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7792  -13.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7786  -13.8734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1180  -14.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3700  -15.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1872  -15.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4402  -14.3503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3461  -14.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0954  -13.3178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2782  -13.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0238  -14.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6838  -14.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6668  -15.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.8114  -17.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6251  -17.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9573  -16.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4761  -15.7005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.1058  -17.7705    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.7806  -11.4202    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.7698  -16.2707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3179  -16.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0635  -16.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9758  -15.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1760  -15.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 13  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 11 18  1  0
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  1 25  1  0
 22 26  1  0
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 27 28  1  0
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 29 30  1  0
 30 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4854687

   3-[2-[(2-Fluorophenyl)methyl]-5-(5-fluoro-4-pyrrolidin-1-ylpyrimidin-2-yl)pyrazol-3-yl]-1,2-oxazole

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: 408.41

Molecular Weight (Monoisotopic): 408.1510

AlogP: 3.92

#Rotatable Bonds: 5

Polar Surface Area: 72.87

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.75

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -1.92

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