(S)-N-(4-fluorophenyl)-2-(3-phenyl-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxamide

ID: ALA4790784

PubChem CID: 95116607

Max Phase: Preclinical

Molecular Formula: C19H17FN4O2

Molecular Weight: 352.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(F)cc1)N1CCC[C@H]1c1nc(-c2ccccc2)no1

Standard InChI:  InChI=1S/C19H17FN4O2/c20-14-8-10-15(11-9-14)21-19(25)24-12-4-7-16(24)18-22-17(23-26-18)13-5-2-1-3-6-13/h1-3,5-6,8-11,16H,4,7,12H2,(H,21,25)/t16-/m0/s1

Standard InChI Key:  KZDRTXBBXPDXGC-INIZCTEOSA-N

Molfile:  

 
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   34.2584   -2.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9272   -2.0263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6741   -1.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8536   -1.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2549   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5868   -3.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8345   -4.5871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6559   -4.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9172   -3.8124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1348   -5.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7921   -6.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2718   -6.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0901   -6.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4264   -5.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9487   -5.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7069   -2.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8717   -3.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3177   -1.7368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0974   -1.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2577   -2.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0366   -3.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6524   -2.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4842   -1.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7055   -1.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4283   -2.7711    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  4  5  1  0
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  9 10  1  0
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  2  6  1  6
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  9 11  1  0
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 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790784

   (2S)-N-(4-fluorophenyl)-2-(3-phenyl-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxamide

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: 352.37

Molecular Weight (Monoisotopic): 352.1336

AlogP: 4.24

#Rotatable Bonds: 3

Polar Surface Area: 71.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.63

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -2.17

References

1. Ruan B,Zhang Y,Tadesse S,Preston S,Taki AC,Jabbar A,Hofmann A,Jiao Y,Garcia-Bustos J,Harjani J,Le TG,Varghese S,Teguh S,Xie Y,Odiba J,Hu M,Gasser RB,Baell J.  (2020)  Synthesis and structure-activity relationship study of pyrrolidine-oxadiazoles as anthelmintics against Haemonchus contortus.,  190  [PMID:32018095] [10.1016/j.ejmech.2020.112100]

Source

Source(1):

• Scientific Literature