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

ID: ALA2289729

PubChem CID: 76313094

Max Phase: Preclinical

Molecular Formula: C25H16Br2ClN3O4

Molecular Weight: 617.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)c1ccc(Br)cc1OCc1nnc(N2C(=O)C(Cl)C2c2cccc(Br)c2)o1

Standard InChI:  InChI=1S/C25H16Br2ClN3O4/c26-16-8-4-7-15(11-16)22-21(28)24(33)31(22)25-30-29-20(35-25)13-34-19-12-17(27)9-10-18(19)23(32)14-5-2-1-3-6-14/h1-12,21-22H,13H2

Standard InChI Key:  VOCPBUJTMPFOAF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   19.1857  -15.4337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7427  -16.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7904  -14.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3442  -15.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7062  -16.8586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1679  -15.5144    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.8250  -14.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5534  -13.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5883  -12.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8918  -12.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1586  -12.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1272  -13.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5280  -17.0623    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   21.3179  -12.4647    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2289729

   1-[5-[(2-Benzoyl-5-bromophenoxy)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: 617.68

Molecular Weight (Monoisotopic): 614.9196

AlogP: 6.10

#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: 5.74

CX LogD: 5.74

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.14

Np Likeness Score: -0.80

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