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

ID: ALA4796017

PubChem CID: 7271199

Max Phase: Preclinical

Molecular Formula: C19H17FN4O2

Molecular Weight: 352.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1F)N1CCC[C@H]1c1nc(-c2ccccc2)no1

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

Standard InChI Key:  AXJFABCXZQRKTC-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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   16.1622   -8.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8250   -9.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4938   -8.9931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2406   -8.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4202   -8.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8215  -10.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1534  -10.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4011  -11.5539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2224  -11.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4838  -10.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7014  -12.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3587  -12.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8384  -13.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6567  -13.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9929  -12.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5153  -12.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2735   -9.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4383  -10.0551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8843   -8.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6640   -8.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8243   -9.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6032  -10.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2190   -9.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0508   -8.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2721   -8.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1032   -7.6196    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  2  0
  2  6  1  6
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 11  1  0
  3 17  1  0
 17 18  2  0
 17 19  1  0
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 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4796017

   (2S)-N-(2-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: 11.38

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -2.21

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