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

ID: ALA4796098

PubChem CID: 162674018

Max Phase: Preclinical

Molecular Formula: C19H17IN4O2

Molecular Weight: 460.27

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H17IN4O2/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:  AJDSIPDSNCJZEX-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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    9.3811   -9.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0440   -9.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7128   -9.1252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4596   -8.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6392   -8.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0405  -10.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3723  -10.9031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6200  -11.6860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4414  -11.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7027  -10.9112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9204  -12.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5777  -13.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0574  -13.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8756  -13.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2119  -12.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7343  -12.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4925   -9.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6573  -10.1872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1033   -8.8356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8830   -9.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0433   -9.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8221  -10.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4380   -9.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2698   -8.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4911   -8.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2138   -9.8699    0.0000 I   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:

   

   ALA4796098

   ---

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: 460.27

Molecular Weight (Monoisotopic): 460.0396

AlogP: 4.71

#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: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -2.17

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