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

ID: ALA4795452

PubChem CID: 7328961

Max Phase: Preclinical

Molecular Formula: C19H16ClFN4O2

Molecular Weight: 386.81

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H16ClFN4O2/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:  XTPPLQQPCZFRFE-INIZCTEOSA-N

Molfile:  

 
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   33.4710  -10.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1435  -10.1670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8890   -9.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0640   -9.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4675  -11.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7957  -11.9547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   33.8707  -12.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1334  -11.9628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3522  -13.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0077  -14.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.9275  -10.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0932  -11.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5416   -9.8759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3256  -10.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4868  -10.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2699  -11.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8891  -10.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7200   -9.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9370   -9.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6693  -10.9158    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.7931  -15.4221    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795452

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

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: 386.81

Molecular Weight (Monoisotopic): 386.0946

AlogP: 4.90

#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: 13.31

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

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