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

ID: ALA4790367

PubChem CID: 162668964

Max Phase: Preclinical

Molecular Formula: C21H20N4O3

Molecular Weight: 376.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccccc1NC(=O)N1CCC[C@H]1c1nc(-c2ccccc2)no1

Standard InChI:  InChI=1S/C21H20N4O3/c1-14(26)16-10-5-6-11-17(16)22-21(27)25-13-7-12-18(25)20-23-19(24-28-20)15-8-3-2-4-9-15/h2-6,8-11,18H,7,12-13H2,1H3,(H,22,27)/t18-/m0/s1

Standard InChI Key:  BJDSRFCQRNEPOL-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

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   34.2766  -17.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9394  -17.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6082  -17.0330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3551  -16.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5346  -16.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9359  -18.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2678  -18.8109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5155  -19.5937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3368  -19.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5982  -18.8190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8158  -20.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4731  -21.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9528  -21.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7711  -21.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1073  -20.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6297  -20.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3879  -17.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5527  -18.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9987  -16.7434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7784  -17.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9387  -17.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7176  -18.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3334  -17.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1652  -16.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3865  -16.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2176  -15.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8255  -15.1134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4407  -15.4060    0.0000 C   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
 19 20  1  0
 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
 26 27  2  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790367

   ---

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: 376.42

Molecular Weight (Monoisotopic): 376.1535

AlogP: 4.31

#Rotatable Bonds: 4

Polar Surface Area: 88.33

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.48

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.75

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