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

ID: ALA4789632

PubChem CID: 7356237

Max Phase: Preclinical

Molecular Formula: C20H20N4O3

Molecular Weight: 364.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)N2CCC[C@H]2c2nc(-c3ccccc3)no2)cc1

Standard InChI:  InChI=1S/C20H20N4O3/c1-26-16-11-9-15(10-12-16)21-20(25)24-13-5-8-17(24)19-22-18(23-27-19)14-6-3-2-4-7-14/h2-4,6-7,9-12,17H,5,8,13H2,1H3,(H,21,25)/t17-/m0/s1

Standard InChI Key:  IHYBFWHALPKFLZ-KRWDZBQOSA-N

Molfile:  

 
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   33.5031   -9.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1720   -9.4306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9188   -8.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0983   -8.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4996  -10.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8315  -11.2085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0792  -11.9914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   34.5165  -14.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3348  -13.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6711  -13.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.1164  -10.4926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.3421   -9.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5024  -10.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2813  -10.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8971   -9.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7289   -9.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9502   -8.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6730  -10.1753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8386  -10.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789632

   (2S)-N-(4-methoxyphenyl)-2-(3-phenyl-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: 364.41

Molecular Weight (Monoisotopic): 364.1535

AlogP: 4.11

#Rotatable Bonds: 4

Polar Surface Area: 80.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.95

CX Basic pKa: ┄

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -1.81

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