1-(5-((2-benzoyl-4-methylphenoxy)methyl)-1,3,4-oxadiazol-2-yl)-4-(3-bromophenyl)-3-chloroazetidin-2-one

ID: ALA2289734

PubChem CID: 76320329

Max Phase: Preclinical

Molecular Formula: C26H19BrClN3O4

Molecular Weight: 552.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(OCc2nnc(N3C(=O)C(Cl)C3c3cccc(Br)c3)o2)c(C(=O)c2ccccc2)c1

Standard InChI:  InChI=1S/C26H19BrClN3O4/c1-15-10-11-20(19(12-15)24(32)16-6-3-2-4-7-16)34-14-21-29-30-26(35-21)31-23(22(28)25(31)33)17-8-5-9-18(27)13-17/h2-13,22-23H,14H2,1H3

Standard InChI Key:  NCVDBHXXNOWBEZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.4090   -6.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8408   -6.7686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9231   -3.8918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4801   -4.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5277   -3.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0815   -3.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4435   -5.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9050   -3.9725    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5624   -2.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906   -2.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3255   -1.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291   -0.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8960   -1.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2606   -7.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0551   -0.9233    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 32 33  2  0
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  2 34  1  0
 30 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289734

   1-[5-[(2-Benzoyl-4-methylphenoxy)methyl]-1,3,4-oxadiazol-2-yl]-4-(3-bromophenyl)-3-chloroazetidin-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 552.81

Molecular Weight (Monoisotopic): 551.0247

AlogP: 5.65

#Rotatable Bonds: 7

Polar Surface Area: 85.53

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.15

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -0.94

References

1. Khanum SA, Shashikanth S, Sathyanarayana SG, Lokesh S, Deepak SA..  (2009)  Synthesis and antifungal activity of 2-azetidinonyl-5-(2-benzoylphenoxy)methyl-1,3,4-oxadiazoles against seed-borne pathogens of Eleusine coracana (L.) Gaertn.,  65  (7): [PMID:19319825] [10.1002/ps.1752]

Source

Source(1):

• Scientific Literature