NP-MRD: Showing NP-Card for n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid (NP0240129)

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Record Information

Version

2.0

Created at

2022-09-06 23:51:59 UTC

Updated at

2022-09-06 23:51:59 UTC

NP-MRD ID

NP0240129

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid

Description

N-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-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-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid is found in Acanthella cavernosa. N-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-decahydronaphthalen-1-yl)carboximidic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171519162D          

 29 31  0  0  0  0            999 V2000
   -0.7056   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341   -3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625   -4.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3410   -3.4855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5960   -4.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -3.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005   -3.2820    0.0000 C   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
    2.2494   -2.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -2.3888    0.0000 O   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
    2.2074    2.0392    0.0000 O   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
    2.1434   -2.8875    0.0000 C   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  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
  9 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
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 15 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
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 26 29  1  0  0  0  0
 12 29  1  0  0  0  0
 20 29  1  0  0  0  0
M  END

     RDKit          3D

 68 70  0  0  0  0  0  0  0  0999 V2000
   -1.9053   -2.9730   -1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555   -1.8319   -0.8686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -1.3364    0.0697 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9050    0.1336    0.0058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3115    0.7208   -0.0391 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9850    0.4689    1.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -1.0538    1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575   -1.6085    1.4426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8259   -3.1146    1.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669   -1.0653    2.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    2.1337   -0.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5812    2.2229   -1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858    2.9423    0.7124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4909    4.2329    0.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4926    4.6757   -0.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133    2.8673   -0.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248    2.2361   -0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1233    0.7875   -1.0133 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2573    0.3813   -1.3781 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8094    1.3090   -2.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390   -0.9889   -1.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -1.6660   -1.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194   -0.7011    0.1379 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9456   -0.6592    0.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4273   -2.0276    1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8981   -0.0988   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9513    0.2143    1.7969 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7392   -0.2503    2.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322    0.5005   -0.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -3.5763   -1.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316   -3.3849   -2.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913   -1.9462    0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172    0.4327    1.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8770    0.0443   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915    0.8768    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3265    0.7533    2.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232   -1.2799    2.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750   -1.4636    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677   -3.3367    2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -3.5695    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242   -3.4819    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -1.7471    3.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3426    2.9243   -2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5506    2.4771   -1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7229    1.2112   -1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0060    2.6161    1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8874    4.8760    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3160    3.9429   -0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    2.7705   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427    2.2780    0.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8735    2.7427   -0.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7058    0.7731   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0335    0.7538   -3.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    1.7247   -2.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2076    2.1607   -2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5184   -1.5623   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396   -1.0244   -2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578   -2.6309   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3913   -1.9084   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9043   -1.1077    0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6159   -2.7450    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0690   -2.4936    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1129   -1.9509    1.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532   -0.2329   -1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -0.4605   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9334    1.0174   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7420    0.3967    3.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5497   -1.3211    3.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  0
 24 27  1  0
 27 28  2  3
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  6
 19 29  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 11  1  0
 11 12  1  0
 11 13  1  1
 13 14  1  0
 14 15  2  0
 11  5  1  0
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  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  1
  8  3  1  0
  3  2  1  0
  2  1  2  3
  3  4  1  0
 29 23  1  0
  4 18  1  0
  4  5  1  0
 25 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 23 60  1  1
 22 58  1  0
 22 59  1  0
 21 56  1  0
 21 57  1  0
 20 53  1  0
 20 54  1  0
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 16 48  1  0
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 12 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
  5 34  1  6
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
  3 32  1  1
  1 30  1  0
  1 31  1  0
  4 33  1  1
M  END


  Mrv1533004171519162D          

 29 31  0  0  0  0            999 V2000
   -0.7056   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341   -3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625   -4.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3410   -3.4855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5960   -4.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -3.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005   -3.2820    0.0000 C   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
    2.2494   -2.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -2.3888    0.0000 O   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
    2.2074    2.0392    0.0000 O   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
    2.1434   -2.8875    0.0000 C   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  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
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 26 29  1  0  0  0  0
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 20 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240129

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(N=C)C1CCC(C)(O1)C1CCC(C)(NC=O)C2CCC(C)(O)C(N=C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H39N3O3/c1-20(2,25-7)17-10-13-23(5,29-17)16-8-11-21(3,26-14-27)15-9-12-22(4,28)19(24-6)18(15)16/h14-19,28H,6-13H2,1-5H3,(H,26,27)

> <INCHI_KEY>
NJOQQBBIDBZRSL-UHFFFAOYSA-N

> <FORMULA>
C23H39N3O3

> <MOLECULAR_WEIGHT>
405.583

> <EXACT_MASS>
405.299142128

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
45.568822331501515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-decahydronaphthalen-1-yl)formamide

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
1.159104991333335

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
16.053751906223926

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.172695882124614

> <JCHEM_PKA_STRONGEST_BASIC>
7.305911832048048

> <JCHEM_POLAR_SURFACE_AREA>
83.28

> <JCHEM_REFRACTIVITY>
112.55610000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)formamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -1.317  -4.680   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.997  -6.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.677  -7.692   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.503  -6.506   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.979  -7.971   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.509  -5.866   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.654  -6.896   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.988  -6.126   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.199  -4.459   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.136  -4.459   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.677   1.180   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.657   1.180   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.131   2.627   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.120   3.807   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.195  -3.757   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       5.335  -4.620   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+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    6                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9    6                                                       
CONECT   12    9   13   29                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   20                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   15   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   12   20                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
N-(6-Hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-decahydronaphthalen-1-yl)carboximidate	Generator

Chemical Formula

C₂₃H₃₉N₃O₃

Average Mass

405.5830 Da

Monoisotopic Mass

405.29914 Da

IUPAC Name

N-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-decahydronaphthalen-1-yl)formamide

Traditional Name

N-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)formamide

CAS Registry Number

Not Available

SMILES

CC(C)(N=C)C1CCC(C)(O1)C1CCC(C)(NC=O)C2CCC(C)(O)C(N=C)C12

InChI Identifier

InChI=1S/C23H39N3O3/c1-20(2,25-7)17-10-13-23(5,29-17)16-8-11-21(3,26-14-27)15-9-12-22(4,28)19(24-6)18(15)16/h14-19,28H,6-13H2,1-5H3,(H,26,27)

InChI Key

NJOQQBBIDBZRSL-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
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Carboximidic acid
Carboximidic acid derivative
Dialkyl ether
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Oxacycle
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Imine
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	2.83	ALOGPS
logP	1.16	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.17	ChemAxon
pKa (Strongest Basic)	7.31	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	112.56 m³·mol⁻¹	ChemAxon
Polarizability	45.57 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid (NP0240129)

MOL for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

3D MOL for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

3D SDF for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

3D-SDF for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

PDB for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

3D PDB for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

SMILES for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

INCHI for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

Structure for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)

3D Structure for NP0240129 (n-(6-hydroxy-1,6-dimethyl-4-{2-methyl-5-[2-(methylideneamino)propan-2-yl]oxolan-2-yl}-5-(methylideneamino)-octahydronaphthalen-1-yl)carboximidic acid)