(+/-)-exo-4-Isopropyl-1-methyl-7-oxabicyclo[2.2.1]heptan-2-yl benzoate

ID: ALA2229482

PubChem CID: 76325989

Max Phase: Preclinical

Molecular Formula: C17H22O3

Molecular Weight: 274.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@]12CC[C@@](C)(O1)[C@H](OC(=O)c1ccccc1)C2

Standard InChI:  InChI=1S/C17H22O3/c1-12(2)17-10-9-16(3,20-17)14(11-17)19-15(18)13-7-5-4-6-8-13/h4-8,12,14H,9-11H2,1-3H3/t14-,16-,17-/m1/s1

Standard InChI Key:  GRCFKZZVEJBTSU-DJIMGWMZSA-N

Molfile:  

     RDKit          2D

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   31.0949   -8.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3798   -7.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9262   -7.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7746   -8.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7172   -6.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6895   -7.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4685   -8.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6010   -6.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3504   -7.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5259   -6.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4201   -8.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9146   -9.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5376   -9.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7131   -9.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9852  -10.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6044  -11.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0512  -11.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8767  -11.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2533  -11.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8042  -10.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  5  1  0
  5  3  1  0
  3  6  1  0
  6  7  1  0
  7  4  1  0
  3  8  1  6
  8  9  1  0
  8 10  1  0
  4 11  1  6
  7 12  1  1
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229482

   2-exo-benzoxy-1,4-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: 3

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: 3.85

CX LogD: 3.85

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 1.71

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