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

ID: ALA4776542

PubChem CID: 162643516

Max Phase: Preclinical

Molecular Formula: C19H16ClIN4O2

Molecular Weight: 494.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)N1CCC[C@H]1c1nc(-c2ccc(I)cc2)no1

Standard InChI:  InChI=1S/C19H16ClIN4O2/c20-13-5-9-15(10-6-13)22-19(26)25-11-1-2-16(25)18-23-17(24-27-18)12-3-7-14(21)8-4-12/h3-10,16H,1-2,11H2,(H,22,26)/t16-/m0/s1

Standard InChI Key:  QNXZOGILLBAOLS-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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   16.4602  -17.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1266  -18.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7990  -17.8211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5444  -17.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7197  -17.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1231  -19.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4513  -19.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7005  -20.3956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5261  -20.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7888  -19.6168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0077  -21.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6632  -21.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1454  -22.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9681  -22.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3061  -21.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8260  -20.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5829  -18.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7485  -18.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1969  -17.5301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9808  -17.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1420  -18.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9250  -18.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5441  -18.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3750  -17.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5922  -17.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3241  -18.5699    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.4484  -23.0756    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
 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776542

   ---

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: 494.72

Molecular Weight (Monoisotopic): 494.0007

AlogP: 5.36

#Rotatable Bonds: 3

Polar Surface Area: 71.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.31

CX Basic pKa: ┄

CX LogP: 5.57

CX LogD: 5.57

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -2.27

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