4-(3-bromophenyl)-3-chloro-1-(5-((2-(4-methoxybenzoyl)-4-methylphenoxy)methyl)-1,3,4-oxadiazol-2-yl)azetidin-2-one

ID: ALA2289730

PubChem CID: 76316613

Max Phase: Preclinical

Molecular Formula: C27H21BrClN3O5

Molecular Weight: 582.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2cc(C)ccc2OCc2nnc(N3C(=O)C(Cl)C3c3cccc(Br)c3)o2)cc1

Standard InChI:  InChI=1S/C27H21BrClN3O5/c1-15-6-11-21(20(12-15)25(33)16-7-9-19(35-2)10-8-16)36-14-22-30-31-27(37-22)32-24(23(29)26(32)34)17-4-3-5-18(28)13-17/h3-13,23-24H,14H2,1-2H3

Standard InChI Key:  NYWDKZXYLQRHES-UHFFFAOYSA-N

Molfile:  

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   31.7547  -17.9181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2165  -16.5737    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.8735  -15.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3666  -13.5238    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2289730

   4-(3-Bromophenyl)-3-chloro-1-[5-[[2-(4-methoxybenzoyl)-4-methylphenoxy]methyl]-1,3,4-oxadiazol-2-yl]azetidin-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: 582.84

Molecular Weight (Monoisotopic): 581.0353

AlogP: 5.65

#Rotatable Bonds: 8

Polar Surface Area: 94.76

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.15

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 5.33

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.15

Np Likeness Score: -0.93

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