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

ID: ALA4781469

PubChem CID: 162664507

Max Phase: Preclinical

Molecular Formula: C18H17N5O2

Molecular Weight: 335.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccncc1)N1CCC[C@H]1c1nc(-c2ccccc2)no1

Standard InChI:  InChI=1S/C18H17N5O2/c24-18(20-14-8-10-19-11-9-14)23-12-4-7-15(23)17-21-16(22-25-17)13-5-2-1-3-6-13/h1-3,5-6,8-11,15H,4,7,12H2,(H,19,20,24)/t15-/m0/s1

Standard InChI Key:  PMZPGSOYNGRFSK-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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    9.2614  -24.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9201  -24.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849  -24.4331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3358  -23.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5195  -23.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9167  -25.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2526  -26.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5004  -26.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3176  -26.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5748  -26.2109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7925  -27.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4539  -28.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9294  -29.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7436  -28.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0798  -28.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6022  -27.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3604  -24.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5252  -25.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9712  -24.1476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7468  -24.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9071  -25.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6818  -25.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2935  -24.9211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1253  -24.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3507  -23.8633    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
M  END

Alternative Forms

1. Parent:

   

   ALA4781469

   ---

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: 335.37

Molecular Weight (Monoisotopic): 335.1382

AlogP: 3.50

#Rotatable Bonds: 3

Polar Surface Area: 84.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.75

CX Basic pKa: 5.51

CX LogP: 2.89

CX LogD: 2.88

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -2.04

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