7beta-Isopropenyl-1,10beta-dimethyl-6,8,9-trihydro-naphthalen-3-one

ID: ALA2271432

PubChem CID: 76323356

Max Phase: Preclinical

Molecular Formula: C15H20O

Molecular Weight: 216.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@@]2(C)C(C)=CC(=O)C=C2C1

Standard InChI:  InChI=1S/C15H20O/c1-10(2)12-5-6-15(4)11(3)7-14(16)9-13(15)8-12/h7,9,12H,1,5-6,8H2,2-4H3/t12-,15+/m1/s1

Standard InChI Key:  IGKFJPQEORUCNB-DOMZBBRYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   14.7053   -9.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7053  -10.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4106  -10.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4106   -9.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1159   -9.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1124  -10.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8145  -10.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5245  -10.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5280   -9.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8214   -9.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9982  -10.9175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1086   -8.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2299  -10.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2253  -11.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9399  -10.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4106   -8.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  1  0
  3  6  2  0
  5  4  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  2  0
  5 12  1  1
  8 13  1  1
 13 14  2  0
 13 15  1  0
  4 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271432

   (4aS,7R)-4,4a-dimethyl-7-prop-1-en-2-yl-5,6,7,8-tetrahydronaphthalen-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: 216.32

Molecular Weight (Monoisotopic): 216.1514

AlogP: 3.82

#Rotatable Bonds: 1

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: 2.38

References

1. Zhu BC, Henderson G, Sauer AM, Crowe W, Laine RA..  (2010)  Structural requirements for repellency: norsesquiterpenes and sesquiterpenoid derivatives of nootkatone against the Formosan subterranean termite (Isoptera: Rhinotermitidae).,  66  (8): [PMID:20602525] [10.1002/ps.1956]

Source

Source(1):

• Scientific Literature