NP-MRD: Showing NP-Card for n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid (NP0224879)

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Record Information

Version

2.0

Created at

2022-09-06 03:26:17 UTC

Updated at

2022-09-06 03:26:17 UTC

NP-MRD ID

NP0224879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid

Description

N-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-decahydronaphthalen-1-yl]carboximidic acid belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton. n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid is found in Acanthella cavernosa. N-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-decahydronaphthalen-1-yl]carboximidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251505462D          

 29 31  0  0  0  0            999 V2000
    0.9626   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -4.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -3.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -2.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -3.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -4.3710    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3949    2.1825    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 25 29  1  0  0  0  0
 11 29  1  0  0  0  0
 19 29  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    3.4680    1.5670   -2.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403    0.5243   -1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3180   -0.5620   -1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0562    0.1862   -1.5454 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896   -0.4744   -0.4576 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249   -1.9348   -0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1092    0.0527   -0.3217 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5968    0.1435   -1.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3385    1.4807   -1.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7907    1.8539   -0.2949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2034    2.4552   -0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0779    2.9504    0.3104 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766    3.9777   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492    5.2288   -1.3779 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290    0.6692    0.5207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5050    0.9496    1.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891   -0.2276    2.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2234   -1.5478    2.2212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5626   -2.2489    2.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -2.3715    3.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5464   -1.5951    0.8338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9090   -2.8479    0.7313 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178   -3.8629   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -3.6441   -0.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.3293    0.6693 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3153   -0.1576    0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8853    1.2521    0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279    1.2106   -0.3674 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3123    0.2776    0.3034 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8418    1.2401   -3.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132    2.5278   -2.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5013    1.6947   -3.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180   -1.0604   -2.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019   -1.2158   -1.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2651   -0.0018   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3862   -2.1439   -1.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556   -2.2265   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567   -2.5923    0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267    1.1556   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144    0.0656   -2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635   -0.6786   -1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    1.3495   -2.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6129    2.2213   -2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775    1.6389   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0534    3.2091   -1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    2.9913    0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9089    0.1391    0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8902    1.8199    2.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5414    1.3354    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -0.0397    3.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2585   -0.2152    3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5052   -3.3139    2.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2974   -1.7751    2.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0105   -2.1683    1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2491   -1.8473    3.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4475   -1.6538    0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846   -3.0903    1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8350   -4.8190   -0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -0.0561    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -0.2151    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1950   -0.8411    0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1045    1.9987    0.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    1.3646    1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2919    2.2270   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  1
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 25  1  0
 25  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  1
 12 13  2  0
 13 14  2  0
  7  5  1  0
  5  6  1  6
  5 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  2  1  0
  2  1  1  0
  2  3  1  0
  2  4  1  0
 25 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 21 18  1  0
 10 15  1  0
  4  5  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 17 50  1  0
 17 51  1  0
 16 48  1  0
 16 49  1  0
 15 47  1  6
 25 59  1  1
  7 39  1  1
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  6
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
 21 56  1  6
 22 57  1  0
 23 58  1  0
M  END


  Mrv1533004251505462D          

 29 31  0  0  0  0            999 V2000
    0.9626   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -3.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -4.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -3.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -2.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895   -3.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -4.3710    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3949    2.1825    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 25 29  1  0  0  0  0
 11 29  1  0  0  0  0
 19 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(O)CCC2C(C(CCC2(C)N=C=S)C2(C)CCC(Cl)C(C)(C)O2)C1NC=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H35ClN2O3S/c1-19(2)16(23)8-11-22(5,28-19)15-6-9-20(3,25-13-29)14-7-10-21(4,27)18(17(14)15)24-12-26/h12,14-18,27H,6-11H2,1-5H3,(H,24,26)

> <INCHI_KEY>
JJCHVOBKBZMVBH-UHFFFAOYSA-N

> <FORMULA>
C22H35ClN2O3S

> <MOLECULAR_WEIGHT>
443.04

> <EXACT_MASS>
442.2056919

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.101278452753846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-decahydronaphthalen-1-yl]formamide

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
3.5260454919999997

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.964276685478001

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.39849590929214

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7771520650496776

> <JCHEM_POLAR_SURFACE_AREA>
70.92

> <JCHEM_REFRACTIVITY>
118.67590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]formamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       1.797  -8.017   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.131  -7.247   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.657  -8.694   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.141  -6.067   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.151  -4.353   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.184  -4.353   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.174  -5.532   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.647  -6.979   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       5.637  -8.159   0.000  0.00  0.00          Cl+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.677   1.180   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.657   1.180   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.131   2.627   0.000  0.00  0.00           C+0
HETATM   18  S   UNK     0       2.604   4.074   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.195  -3.757   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       5.335  -4.620   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   11                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    2   10                                                  
CONECT   10    9                                                            
CONECT   11    5   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   19                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   14   20   29                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   25   11   19                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
N-[8-(5-Chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-decahydronaphthalen-1-yl]carboximidate	Generator

Chemical Formula

C₂₂H₃₅ClN₂O₃S

Average Mass

443.0400 Da

Monoisotopic Mass

442.20569 Da

IUPAC Name

N-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-decahydronaphthalen-1-yl]formamide

Traditional Name

N-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]formamide

CAS Registry Number

Not Available

SMILES

CC1(O)CCC2C(C(CCC2(C)N=C=S)C2(C)CCC(Cl)C(C)(C)O2)C1NC=O

InChI Identifier

InChI=1S/C22H35ClN2O3S/c1-19(2)16(23)8-11-22(5,28-19)15-6-9-20(3,25-13-29)14-7-10-21(4,27)18(17(14)15)24-12-26/h12,14-18,27H,6-11H2,1-5H3,(H,24,26)

InChI Key

JJCHVOBKBZMVBH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acanthella cavernosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Biflorane and serrulatane diterpenoids

Alternative Parents

Substituents

Biflorane diterpenoid
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxamide group
Isothiocyanate
Secondary carboxylic acid amide
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Alkyl chloride
Organic oxygen compound
Organosulfur compound
Organic oxide
Hydrocarbon derivative
Alkyl halide
Carbonyl group
Organic nitrogen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	4.02	ALOGPS
logP	3.53	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	14.4	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	118.68 m³·mol⁻¹	ChemAxon
Polarizability	48.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74000026

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid (NP0224879)

MOL for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

3D MOL for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

3D SDF for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

3D-SDF for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

PDB for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

3D PDB for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

SMILES for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

INCHI for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

Structure for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)

3D Structure for NP0224879 (n-[8-(5-chloro-2,6,6-trimethyloxan-2-yl)-2-hydroxy-5-isothiocyanato-2,5-dimethyl-octahydronaphthalen-1-yl]carboximidic acid)