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

ID: ALA4791337

PubChem CID: 162671182

Max Phase: Preclinical

Molecular Formula: C20H17N5O2

Molecular Weight: 359.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccccc1NC(=O)N1CCC[C@H]1c1nc(-c2ccccc2)no1

Standard InChI:  InChI=1S/C20H17N5O2/c21-13-15-9-4-5-10-16(15)22-20(26)25-12-6-11-17(25)19-23-18(24-27-19)14-7-2-1-3-8-14/h1-5,7-10,17H,6,11-12H2,(H,22,26)/t17-/m0/s1

Standard InChI Key:  CDBMYMDIGMRFQB-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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   10.0704  -17.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7332  -17.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4020  -17.0742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1489  -16.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3284  -16.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7297  -18.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0616  -18.8521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3093  -19.6350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1307  -19.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3920  -18.8603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6096  -20.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2669  -21.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7466  -21.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5649  -21.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9012  -20.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4235  -20.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1817  -17.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3465  -18.1362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7925  -16.7847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5722  -17.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7325  -17.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5114  -18.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1272  -17.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9590  -16.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1803  -16.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0113  -15.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8424  -14.9052    0.0000 N   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
 26 27  3  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791337

   ---

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: 359.39

Molecular Weight (Monoisotopic): 359.1382

AlogP: 3.98

#Rotatable Bonds: 3

Polar Surface Area: 95.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.88

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: -2.18

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