(+/-)-exo-1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octan-5-yl benzoate

ID: ALA2229479

PubChem CID: 76318727

Max Phase: Preclinical

Molecular Formula: C17H22O3

Molecular Weight: 274.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@]2(C)CC[C@@H]1[C@@H](OC(=O)c1ccccc1)C2

Standard InChI:  InChI=1S/C17H22O3/c1-16(2)13-9-10-17(3,20-16)11-14(13)19-15(18)12-7-5-4-6-8-12/h4-8,13-14H,9-11H2,1-3H3/t13-,14+,17-/m1/s1

Standard InChI Key:  WCGLYLQIMDKIJX-JKIFEVAISA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    7.9865  -15.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3270  -15.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2679  -14.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5783  -15.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1133  -14.3438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4253  -14.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542  -14.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5800  -13.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3749  -13.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9882  -13.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1092  -16.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8752  -14.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6652  -14.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2724  -13.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8476  -15.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0587  -14.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6657  -13.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4834  -12.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6887  -12.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0851  -13.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  2  5  1  0
  3  6  1  0
  4  7  1  0
  5  8  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  8 10  1  0
  2 11  1  6
  3 12  1  1
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229479

   3-exo-benzoxy-1,8-cineole

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: 274.36

Molecular Weight (Monoisotopic): 274.1569

AlogP: 3.58

#Rotatable Bonds: 2

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: 2.01

References

1. Barton AF, Dell B, Knight AR..  (2010)  Herbicidal activity of cineole derivatives.,  58  (18): [PMID:20715837] [10.1021/jf101827v]

Source

Source(1):

• Scientific Literature