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

ID: ALA4791010

PubChem CID: 162671525

Max Phase: Preclinical

Molecular Formula: C19H17BrN4O2

Molecular Weight: 413.27

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H17BrN4O2/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:  GEBJMQDRZLWCJM-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    1.3825   -9.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -9.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142   -9.1004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4610   -8.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6406   -8.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419  -10.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737  -10.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6215  -11.6612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428  -11.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041  -10.8865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218  -12.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791  -13.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588  -13.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771  -13.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133  -12.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7357  -12.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939   -9.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587  -10.1624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1047   -8.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844   -9.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0447   -9.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8236  -10.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4394   -9.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2712   -8.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   -8.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152   -9.8452    0.0000 Br  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
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791010

   ---

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: 413.27

Molecular Weight (Monoisotopic): 412.0535

AlogP: 4.87

#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: 13.29

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -1.98

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