NP-MRD: Showing NP-Card for 9-thiocyanatopupukeanane (NP0026745)

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Record Information

Version

2.0

Created at

2021-06-19 18:33:22 UTC

Updated at

2021-06-29 23:52:28 UTC

NP-MRD ID

NP0026745

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-thiocyanatopupukeanane

Provided By

JEOL Database JEOL Logo

Description

9-thiocyanatopupukeanane is found in Axinyssa aculeata, Phyllidia varicosa and Phyllidiella pustulosa. 9-thiocyanatopupukeanane was first documented in 2003 (Yasman, et al.). Based on a literature review very few articles have been published on {[(1S,3R,5S,6R,7R,9S)-1,3-dimethyl-5-(propan-2-yl)tricyclo[4.3.1.0³,⁷]Decan-9-yl]sulfanyl}formonitrile.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120333D          

 43 45  0  0  0  0            999 V2000
    3.3131    2.4895    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    1.4341   -0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9634    1.9128   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1832    1.1420    0.7730 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5471    0.5360    2.1458 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4507   -0.5223    2.4482 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0885   -0.5248    3.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -1.9336    1.9978 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3193   -2.3037    0.6207 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9746   -3.5754    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.1229   -0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0729    0.2102    0.2359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7132   -0.0713    1.5332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8003   -1.1306    1.3485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2309   -2.4293    0.7485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8028   -3.8901    1.7080 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -3.8895    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275   -3.8710    0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    3.4329    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    2.6944   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036    2.1518    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    0.5252   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    2.1542   -2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.8104   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3948    1.1423   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    2.1110    0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    0.0975    2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461    1.3360    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    0.4574    4.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9607   -0.7758    4.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971   -1.2552    4.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -1.9751    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -2.6892    2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5036   -3.8814   -0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394   -3.4112   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100   -4.4127    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -1.0775   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -1.3096   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    0.7333   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    0.8532    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -1.2952    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -0.7363    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -2.5561   -0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  6  8  1  0  0  0  0
  9 15  1  0  0  0  0
 14 15  1  0  0  0  0
  5  6  1  0  0  0  0
  9 10  1  6  0  0  0
 12 11  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  2  1  1  0  0  0  0
  8  9  1  0  0  0  0
  2  3  1  0  0  0  0
 11  9  1  0  0  0  0
 15 16  1  0  0  0  0
  4 12  1  0  0  0  0
 16 17  1  0  0  0  0
 12 13  1  0  0  0  0
 17 18  3  0  0  0  0
  6 13  1  0  0  0  0
 15 43  1  6  0  0  0
  6  7  1  1  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  4 26  1  1  0  0  0
 12 39  1  6  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 13 40  1  1  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
  2 22  1  6  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    3.3131    2.4895    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    1.4341   -0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9634    1.9128   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1832    1.1420    0.7730 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5471    0.5360    2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -0.5223    2.4482 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0885   -0.5248    3.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -1.9336    1.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193   -2.3037    0.6207 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9746   -3.5754    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.1229   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729    0.2102    0.2359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7132   -0.0713    1.5332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8003   -1.1306    1.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309   -2.4293    0.7485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8028   -3.8901    1.7080 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -3.8895    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275   -3.8710    0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    3.4329    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    2.6944   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036    2.1518    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    0.5252   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    2.1542   -2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.8104   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3948    1.1423   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    2.1110    0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    0.0975    2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461    1.3360    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    0.4574    4.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9607   -0.7758    4.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971   -1.2552    4.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -1.9751    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -2.6892    2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5036   -3.8814   -0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394   -3.4112   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100   -4.4127    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -1.0775   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -1.3096   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    0.7333   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    0.8532    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -1.2952    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -0.7363    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -2.5561   -0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  8  1  0
  9 15  1  0
 14 15  1  0
  5  6  1  0
  9 10  1  6
 12 11  1  0
  4  2  1  0
  5  4  1  0
  2  1  1  0
  8  9  1  0
  2  3  1  0
 11  9  1  0
 15 16  1  0
  4 12  1  0
 16 17  1  0
 12 13  1  0
 17 18  3  0
  6 13  1  0
 15 43  1  6
  6  7  1  1
  5 27  1  0
  5 28  1  0
  4 26  1  1
 12 39  1  6
  8 32  1  0
  8 33  1  0
 11 37  1  0
 11 38  1  0
 13 40  1  1
 14 41  1  0
 14 42  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
  2 22  1  6
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
M  END


  Mrv1652306192120333D          

 43 45  0  0  0  0            999 V2000
    3.3131    2.4895    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    1.4341   -0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9634    1.9128   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1832    1.1420    0.7730 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5471    0.5360    2.1458 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4507   -0.5223    2.4482 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0885   -0.5248    3.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -1.9336    1.9978 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3193   -2.3037    0.6207 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9746   -3.5754    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.1229   -0.3536 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0729    0.2102    0.2359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7132   -0.0713    1.5332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8003   -1.1306    1.3485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2309   -2.4293    0.7485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8028   -3.8901    1.7080 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -3.8895    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275   -3.8710    0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    3.4329    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    2.6944   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036    2.1518    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    0.5252   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    2.1542   -2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.8104   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3948    1.1423   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    2.1110    0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    0.0975    2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461    1.3360    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    0.4574    4.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9607   -0.7758    4.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971   -1.2552    4.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -1.9751    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -2.6892    2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5036   -3.8814   -0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394   -3.4112   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100   -4.4127    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -1.0775   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -1.3096   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    0.7333   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    0.8532    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -1.2952    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -0.7363    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -2.5561   -0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  6  8  1  0  0  0  0
  9 15  1  0  0  0  0
 14 15  1  0  0  0  0
  5  6  1  0  0  0  0
  9 10  1  6  0  0  0
 12 11  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  2  1  1  0  0  0  0
  8  9  1  0  0  0  0
  2  3  1  0  0  0  0
 11  9  1  0  0  0  0
 15 16  1  0  0  0  0
  4 12  1  0  0  0  0
 16 17  1  0  0  0  0
 12 13  1  0  0  0  0
 17 18  3  0  0  0  0
  6 13  1  0  0  0  0
 15 43  1  6  0  0  0
  6  7  1  1  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  4 26  1  1  0  0  0
 12 39  1  6  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 13 40  1  1  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
  2 22  1  6  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])C([H])(C([H])([H])[H])[C@]1([H])C([H])([H])[C@]2(C([H])([H])[H])C([H])([H])[C@]3(C([H])([H])[H])C([H])([H])[C@@]1([H])[C@@]2([H])C([H])([H])[C@]3([H])SC#N

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NS/c1-10(2)11-6-15(3)8-16(4)7-12(11)13(15)5-14(16)18-9-17/h10-14H,5-8H2,1-4H3/t11-,12+,13+,14-,15+,16-/m0/s1

> <INCHI_KEY>
DFUFZLNZZBSSFX-FBRBKTQXSA-N

> <FORMULA>
C16H25NS

> <MOLECULAR_WEIGHT>
263.44

> <EXACT_MASS>
263.170770983

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.2140384432271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(1S,3R,5S,6R,7R,9S)-1,3-dimethyl-5-(propan-2-yl)tricyclo[4.3.1.0^{3,7}]decan-9-yl]sulfanyl}formonitrile

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
4.479709845333333

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
23.79

> <JCHEM_REFRACTIVITY>
78.1952

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(1S,3R,5S,6R,7R,9S)-5-isopropyl-1,3-dimethyltricyclo[4.3.1.0^{3,7}]decan-9-yl]sulfanyl}formonitrile

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    3.3131    2.4895    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    1.4341   -0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9634    1.9128   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1832    1.1420    0.7730 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5471    0.5360    2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -0.5223    2.4482 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0885   -0.5248    3.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -1.9336    1.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193   -2.3037    0.6207 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9746   -3.5754    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.1229   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729    0.2102    0.2359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7132   -0.0713    1.5332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8003   -1.1306    1.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309   -2.4293    0.7485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8028   -3.8901    1.7080 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -3.8895    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275   -3.8710    0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    3.4329    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    2.6944   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036    2.1518    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    0.5252   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    2.1542   -2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.8104   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3948    1.1423   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    2.1110    0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    0.0975    2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461    1.3360    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    0.4574    4.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9607   -0.7758    4.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971   -1.2552    4.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -1.9751    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -2.6892    2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5036   -3.8814   -0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394   -3.4112   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100   -4.4127    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -1.0775   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -1.3096   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    0.7333   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    0.8532    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -1.2952    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -0.7363    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -2.5561   -0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  8  1  0
  9 15  1  0
 14 15  1  0
  5  6  1  0
  9 10  1  6
 12 11  1  0
  4  2  1  0
  5  4  1  0
  2  1  1  0
  8  9  1  0
  2  3  1  0
 11  9  1  0
 15 16  1  0
  4 12  1  0
 16 17  1  0
 12 13  1  0
 17 18  3  0
  6 13  1  0
 15 43  1  6
  6  7  1  1
  5 27  1  0
  5 28  1  0
  4 26  1  1
 12 39  1  6
  8 32  1  0
  8 33  1  0
 11 37  1  0
 11 38  1  0
 13 40  1  1
 14 41  1  0
 14 42  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
  2 22  1  6
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       3.313   2.490   0.500  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.397   1.434  -0.134  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.963   1.913  -1.522  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.183   1.142   0.773  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.547   0.536   2.146  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.451  -0.522   2.448  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.089  -0.525   3.933  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.928  -1.934   1.998  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.319  -2.304   0.621  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.975  -3.575   0.064  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.586  -1.123  -0.354  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.073   0.210   0.236  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.713  -0.071   1.533  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.800  -1.131   1.349  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.231  -2.429   0.749  0.00  0.00           C+0
HETATM   16  S   UNK     0      -1.803  -3.890   1.708  0.00  0.00           S+0
HETATM   17  C   UNK     0      -3.421  -3.890   1.221  0.00  0.00           C+0
HETATM   18  N   UNK     0      -4.527  -3.871   0.875  0.00  0.00           N+0
HETATM   19  H   UNK     0       2.780   3.433   0.660  0.00  0.00           H+0
HETATM   20  H   UNK     0       4.173   2.694  -0.147  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.704   2.152   1.465  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.997   0.525  -0.257  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.835   2.154  -2.139  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.339   2.810  -1.454  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.395   1.142  -2.051  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.699   2.111   0.975  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.551   0.098   2.155  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.546   1.336   2.897  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.275   0.457   4.253  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.961  -0.776   4.546  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.697  -1.255   4.153  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.024  -1.975   1.946  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.651  -2.689   2.743  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.504  -3.881  -0.877  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.039  -3.411  -0.138  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.910  -4.413   0.766  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.648  -1.077  -0.608  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.065  -1.310  -1.303  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.546   0.733  -0.502  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.170   0.853   1.911  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.298  -1.295   2.311  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.570  -0.736   0.672  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.640  -2.556  -0.263  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    4    1    3   22                                             
CONECT    3    2   23   24   25                                             
CONECT    4    2    5   12   26                                             
CONECT    5    6    4   27   28                                             
CONECT    6    8    5   13    7                                             
CONECT    7    6   29   30   31                                             
CONECT    8    6    9   32   33                                             
CONECT    9   15   10    8   11                                             
CONECT   10    9   34   35   36                                             
CONECT   11   12    9   37   38                                             
CONECT   12   11    4   13   39                                             
CONECT   13   14   12    6   40                                             
CONECT   14   13   15   41   42                                             
CONECT   15    9   14   16   43                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    8                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   10                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   13                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
    3.3131    2.4895    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    1.4341   -0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9634    1.9128   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1832    1.1420    0.7730 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5471    0.5360    2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -0.5223    2.4482 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0885   -0.5248    3.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -1.9336    1.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193   -2.3037    0.6207 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9746   -3.5754    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -1.1229   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729    0.2102    0.2359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7132   -0.0713    1.5332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8003   -1.1306    1.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309   -2.4293    0.7485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8028   -3.8901    1.7080 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -3.8895    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275   -3.8710    0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    3.4329    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    2.6944   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7036    2.1518    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    0.5252   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    2.1542   -2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.8104   -1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3948    1.1423   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    2.1110    0.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    0.0975    2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461    1.3360    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    0.4574    4.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9607   -0.7758    4.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971   -1.2552    4.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -1.9751    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -2.6892    2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5036   -3.8814   -0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394   -3.4112   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100   -4.4127    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -1.0775   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -1.3096   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    0.7333   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    0.8532    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983   -1.2952    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698   -0.7363    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -2.5561   -0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  8  1  0
  9 15  1  0
 14 15  1  0
  5  6  1  0
  9 10  1  6
 12 11  1  0
  4  2  1  0
  5  4  1  0
  2  1  1  0
  8  9  1  0
  2  3  1  0
 11  9  1  0
 15 16  1  0
  4 12  1  0
 16 17  1  0
 12 13  1  0
 17 18  3  0
  6 13  1  0
 15 43  1  6
  6  7  1  1
  5 27  1  0
  5 28  1  0
  4 26  1  1
 12 39  1  6
  8 32  1  0
  8 33  1  0
 11 37  1  0
 11 38  1  0
 13 40  1  1
 14 41  1  0
 14 42  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
  2 22  1  6
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
M  END

View in JSmol

Synonyms

Value	Source
{[(1S,3R,5S,6R,7R,9S)-1,3-dimethyl-5-(propan-2-yl)tricyclo[4.3.1.0,]decan-9-yl]sulphanyl}formonitrile	Generator

Chemical Formula

C₁₆H₂₅NS

Average Mass

263.4400 Da

Monoisotopic Mass

263.17077 Da

IUPAC Name

{[(1S,3R,5S,6R,7R,9S)-1,3-dimethyl-5-(propan-2-yl)tricyclo[4.3.1.0^{3,7}]decan-9-yl]sulfanyl}formonitrile

Traditional Name

{[(1S,3R,5S,6R,7R,9S)-5-isopropyl-1,3-dimethyltricyclo[4.3.1.0^{3,7}]decan-9-yl]sulfanyl}formonitrile

CAS Registry Number

Not Available

SMILES

[H]C([H])([H])C([H])(C([H])([H])[H])[C@]1([H])C([H])([H])[C@]2(C([H])([H])[H])C([H])([H])[C@]3(C([H])([H])[H])C([H])([H])[C@@]1([H])[C@@]2([H])C([H])([H])[C@]3([H])SC#N

InChI Identifier

InChI=1S/C16H25NS/c1-10(2)11-6-15(3)8-16(4)7-12(11)13(15)5-14(16)18-9-17/h10-14H,5-8H2,1-4H3/t11-,12+,13+,14-,15+,16-/m0/s1

InChI Key

DFUFZLNZZBSSFX-FBRBKTQXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Axinyssa aculeata	JEOL database	Yasman, et al, J. Nat. Prod. 66, 1512 (2003)
Phyllidia varicosa	LOTUS Database	35616633
Phyllidiella pustulosa	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.24	ALOGPS
logP	4.48	ChemAxon
logS	-4.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.79 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.2 m³·mol⁻¹	ChemAxon
Polarizability	31.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10223875

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11265527

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yasman, et al. (2003). Yasman, et al, J. Nat. Prod. 66, 1512 (2003). J. Nat. Prod..

Showing NP-Card for 9-thiocyanatopupukeanane (NP0026745)

MOL for NP0026745 (9-thiocyanatopupukeanane)

3D MOL for NP0026745 (9-thiocyanatopupukeanane)

3D SDF for NP0026745 (9-thiocyanatopupukeanane)

3D-SDF for NP0026745 (9-thiocyanatopupukeanane)

PDB for NP0026745 (9-thiocyanatopupukeanane)

3D PDB for NP0026745 (9-thiocyanatopupukeanane)

SMILES for NP0026745 (9-thiocyanatopupukeanane)

INCHI for NP0026745 (9-thiocyanatopupukeanane)

Structure for NP0026745 (9-thiocyanatopupukeanane)

3D Structure for NP0026745 (9-thiocyanatopupukeanane)