Methyl 2-((2R,6R,8S,8aR)-6-hydroxy-8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)acrylate

ID: ALA595087

Cas Number: 1192042-49-1

PubChem CID: 45101481

Max Phase: Preclinical

Molecular Formula: C16H24O3

Molecular Weight: 264.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C(=O)OC)[C@@H]1CCC2=C[C@H](O)C[C@H](C)[C@@]2(C)C1

Standard InChI:  InChI=1S/C16H24O3/c1-10-7-14(17)8-13-6-5-12(9-16(10,13)3)11(2)15(18)19-4/h8,10,12,14,17H,2,5-7,9H2,1,3-4H3/t10-,12+,14+,16+/m0/s1

Standard InChI Key:  SBDFHVASHOFFJD-UOJODKQESA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.4604  -14.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4604  -15.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1730  -15.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1730  -14.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8857  -14.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8867  -15.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5983  -15.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3094  -15.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3083  -14.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0245  -15.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0244  -16.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7396  -15.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4546  -15.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032  -14.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7397  -14.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1727  -16.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1697  -15.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7441  -14.1982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8825  -16.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 14  1  0
  5  4  2  0
  8 10  1  1
  5  6  1  0
 10 11  2  0
 10 12  1  0
  1  2  1  0
 12 13  1  0
  1  4  1  0
  2  3  1  0
 12 15  2  0
  3  6  1  0
  3 16  1  1
  5 14  1  0
 13 17  1  0
  6  7  1  0
  1 18  1  1
  7  8  1  0
  6 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA595087

   Methyl (2R,6R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-6-hydroxy-8,8a-dimethyl-alpha-methylene-2-naphthaleneacetate

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: 264.36

Molecular Weight (Monoisotopic): 264.1725

AlogP: 2.85

#Rotatable Bonds: 2

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.47

Np Likeness Score: 2.82

References

1. León LG, Donadel OJ, Tonn CE, Padrón JM..  (2009)  Tessaric acid derivatives induce G2/M cell cycle arrest in human solid tumor cell lines.,  17  (17): [PMID:19664930] [10.1016/j.bmc.2009.07.053]

Source

Source(1):

• Scientific Literature