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

ID: ALA2289726

PubChem CID: 76323966

Max Phase: Preclinical

Molecular Formula: C27H21BrClN3O4

Molecular Weight: 566.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)c2cc(C)ccc2OCc2nnc(N3C(=O)C(Cl)C3c3cccc(Br)c3)o2)cc1

Standard InChI:  InChI=1S/C27H21BrClN3O4/c1-15-6-9-17(10-7-15)25(33)20-12-16(2)8-11-21(20)35-14-22-30-31-27(36-22)32-24(23(29)26(32)34)18-4-3-5-19(28)13-18/h3-13,23-24H,14H2,1-2H3

Standard InChI Key:  AVGMNEJNVJMTMG-UHFFFAOYSA-N

Molfile:  

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   26.6968   -5.0716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1585   -3.7274    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.8157   -2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.3765  -10.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3085   -0.6778    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:

   

   ALA2289726

   4-(3-Bromophenyl)-3-chloro-1-[5-[[4-methyl-2-(4-methylbenzoyl)phenoxy]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: 566.84

Molecular Weight (Monoisotopic): 565.0404

AlogP: 5.95

#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: 6.00

CX LogD: 6.00

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.16

Np Likeness Score: -0.95

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