NP-MRD: Showing NP-Card for 15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol (NP0160409)

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Record Information

Version

2.0

Created at

2022-09-02 18:21:35 UTC

Updated at

2022-09-02 18:21:35 UTC

NP-MRD ID

NP0160409

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol

Description

15-Methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]Hexadecane-11,13-diol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 15-Methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]Hexadecane-11,13-diol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
    3.3245   -0.1507   -1.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569   -0.4556   -0.6153 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4124    0.2351    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    0.6297    1.4628 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5924    1.6727    2.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946   -0.5222    2.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971   -1.3482    1.7804 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0377   -2.6944    2.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892   -1.3085    0.2889 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8325   -1.9425    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445   -1.6595   -1.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -0.4376   -1.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601    0.4524   -1.0003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059    1.8358   -1.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7075    2.5679    0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0222    1.7797    1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    1.1204    0.5516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2567   -0.0165   -0.3630 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9150   -0.0996   -1.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2547   -0.6152   -1.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983    0.9688   -1.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972   -0.4878   -2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155   -1.5732   -0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0209   -0.4435    1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    1.1373    0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2365    2.2296    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115   -1.1391    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911   -0.1512    3.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2817   -1.1294    2.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8415   -3.1769    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2654   -2.0537   -0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -1.6261    0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -3.0528    0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3319   -2.5120   -1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617   -1.5255   -1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.7203   -2.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7693    0.0721   -2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    2.0387   -1.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5890    2.2000   -1.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7608    2.7472    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568    3.5429   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820    1.1136    1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420    2.5073    1.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6310    1.9279   -0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -0.8515   -2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041    0.9143   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  1
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 19  2  1  0
 17  4  1  0
 18  9  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  1
  8 30  1  0
  9 31  1  6
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  6
 19 45  1  0
 19 46  1  0
M  END

  Mrv1533004251508532D          

 19 22  0  0  0  0            999 V2000
    1.9625    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403    1.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005    1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8691    0.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1397   -0.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    1.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6193    1.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6433    2.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3214    1.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0476    1.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7498    1.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7257    0.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9996   -0.1008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9755   -0.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2494   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5712   -0.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2974    0.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054    0.9515    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160409

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC2(O)CC(O)C3CCCN4CCCC2C34C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H27NO2/c1-11-8-15(19)10-13(18)12-4-2-6-17-7-3-5-14(15)16(12,17)9-11/h11-14,18-19H,2-10H2,1H3

> <INCHI_KEY>
KWADLIDUQKQCNV-UHFFFAOYSA-N

> <FORMULA>
C16H27NO2

> <MOLECULAR_WEIGHT>
265.397

> <EXACT_MASS>
265.204179113

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
30.40877700996522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
0.8832622633333331

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.046305780060163

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.25518985642379

> <JCHEM_PKA_STRONGEST_BASIC>
10.437785429573418

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
75.2519

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol

> <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       3.663   4.698   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.622   3.159   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.428   1.964   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.489   0.698   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.994  -0.757   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.534   2.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.889   2.968   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.934   4.507   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.200   2.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.556   2.890   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.866   2.082   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.821   0.543   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       7.466  -0.188   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       7.421  -1.728   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.065  -2.458   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.755  -1.650   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.800  -0.111   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.155   0.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.863   1.776   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   17                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    4   18                                                  
CONECT   18   17    9   13   19                                             
CONECT   19   18    2                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₇NO₂

Average Mass

265.3970 Da

Monoisotopic Mass

265.20418 Da

IUPAC Name

15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol

Traditional Name

15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol

CAS Registry Number

Not Available

SMILES

CC1CC2(O)CC(O)C3CCCN4CCCC2C34C1

InChI Identifier

InChI=1S/C16H27NO2/c1-11-8-15(19)10-13(18)12-4-2-6-17-7-3-5-14(15)16(12,17)9-11/h11-14,18-19H,2-10H2,1H3

InChI Key

KWADLIDUQKQCNV-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Azaspirodecane
Quinolizidine
Quinolidine
Piperidine
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
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	1.88	ALOGPS
logP	0.88	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	14.26	ChemAxon
pKa (Strongest Basic)	10.44	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	43.7 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.25 m³·mol⁻¹	ChemAxon
Polarizability	30.41 Å³	ChemAxon
Number of Rings	4	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 15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol (NP0160409)

MOL for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

3D MOL for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

3D SDF for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

3D-SDF for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

PDB for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

3D PDB for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

SMILES for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

INCHI for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

Structure for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)

3D Structure for NP0160409 (15-methyl-6-azatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecane-11,13-diol)