NP-MRD: Showing NP-Card for 15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane (NP0174832)

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Record Information

Version

2.0

Created at

2022-09-03 12:09:56 UTC

Updated at

2022-09-03 12:09:56 UTC

NP-MRD ID

NP0174832

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane

Description

15-Methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]Heptadecane belongs to the class of organic compounds known as naphthyridines. Naphthyridines are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom. 15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane is found in Huperzia serrata. Based on a literature review very few articles have been published on 15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]Heptadecane.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
    3.7648    0.6185    0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    0.2647    0.7688 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1710   -1.1949    0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7872   -1.6833    0.5183 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6295   -2.3936   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943   -1.4914   -1.5044 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1754   -0.1919   -1.6342 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158    0.4814   -0.3504 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4067    1.1244    0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9106    1.4436   -0.3357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6784    1.6497   -1.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987    0.3626   -1.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -0.4725   -0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3454   -1.3224   -0.3074 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2856   -0.6385    0.5753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7567   -0.2542    1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335    1.0925    2.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843    2.0043    0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692    1.6817    0.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7091    0.4411   -0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5224   -0.0647    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915    0.5262    1.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6438   -1.6883    1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166   -1.5526   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5278   -2.4506    1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613   -2.4276   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -3.3863   -0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8648   -1.9145   -2.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -0.3244   -1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1722    2.0075    0.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8458    1.5775   -0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    1.9023   -2.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4072    2.4512   -1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4526    0.6324   -2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9515   -0.1501   -2.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4005   -1.1501   -0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8261    0.2006    0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5785   -2.3073    0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4814   -1.0494    2.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051   -0.3768    2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    0.9937    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8315    1.6436    2.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3045    2.4800    0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6229    2.9060    1.0745 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  0
  5  6  1  0
  6  7  1  0
  8  7  1  6
  8  9  1  0
  8 10  1  0
 10 18  1  0
 18 17  1  0
 17 16  1  0
 15 16  1  1
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
  9  2  1  0
 11 10  1  0
 15  4  1  0
 14  6  1  0
 15  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  3 24  1  0
  4 25  1  1
  5 26  1  0
  5 27  1  0
  6 28  1  6
  7 29  1  0
  9 30  1  0
  9 31  1  0
 18 43  1  0
 18 44  1  0
 17 41  1  0
 17 42  1  0
 16 39  1  0
 16 40  1  0
 14 38  1  1
 13 36  1  0
 13 37  1  0
 12 34  1  0
 12 35  1  0
 11 32  1  0
 11 33  1  0
M  END


  Mrv1652309032214092D          

 18 22  0  0  0  0            999 V2000
    1.4001   -0.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149    0.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2602    0.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097    1.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    2.0074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9782    1.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0950    0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313    1.5794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243    1.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018    0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3769   -0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095    0.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    0.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521    0.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736    0.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0770    0.7925    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
  5  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
  2  9  1  0  0  0  0
  8 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
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0174832

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC2CC3NC4(C1)N1CCCC24C3CCC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H26N2/c1-11-8-12-9-14-13-4-2-6-18-7-3-5-15(12,13)16(18,10-11)17-14/h11-14,17H,2-10H2,1H3

> <INCHI_KEY>
DLQWVJDVFIISOT-UHFFFAOYSA-N

> <FORMULA>
C16H26N2

> <MOLECULAR_WEIGHT>
246.398

> <EXACT_MASS>
246.209598845

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
29.088232461881127

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-methyl-6,17-diazapentacyclo[9.5.1.0^{1,6}.0^{2,10}.0^{2,13}]heptadecane

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
2.63351065

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.421061982654646

> <JCHEM_POLAR_SURFACE_AREA>
15.27

> <JCHEM_REFRACTIVITY>
73.3964

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-methyl-6,17-diazapentacyclo[9.5.1.0^{1,6}.0^{2,10}.0^{2,13}]heptadecane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       2.614  -1.766   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.333  -0.252   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.606   0.382   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.521   0.519   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.486   1.782   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.698   2.411   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.449   3.747   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.693   2.794   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.911   1.125   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.285   2.948   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       6.579   1.950   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.163   0.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.437  -0.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.818   0.730   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.028   1.727   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.644   0.159   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.177   0.107   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.744   1.479   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8    2                                                       
CONECT   10    8   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6   15                                                  
CONECT   15   14    4    8   16                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   10                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆N₂

Average Mass

246.3980 Da

Monoisotopic Mass

246.20960 Da

IUPAC Name

15-methyl-6,17-diazapentacyclo[9.5.1.0^{1,6}.0^{2,10}.0^{2,13}]heptadecane

Traditional Name

15-methyl-6,17-diazapentacyclo[9.5.1.0^{1,6}.0^{2,10}.0^{2,13}]heptadecane

CAS Registry Number

Not Available

SMILES

CC1CC2CC3NC4(C1)N1CCCC24C3CCC1

InChI Identifier

InChI=1S/C16H26N2/c1-11-8-12-9-14-13-4-2-6-18-7-3-5-15(12,13)16(18,10-11)17-14/h11-14,17H,2-10H2,1H3

InChI Key

DLQWVJDVFIISOT-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
Huperzia serrata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthyridines. Naphthyridines are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Naphthyridines

Direct Parent

Naphthyridines

Alternative Parents

Substituents

Azaspirodecane
Naphthyridine
Quinolidine
Indole or derivatives
Dihydroindole
Azepane
Piperidine
Pyrrolidine
Azacycle
Secondary aliphatic amine
Aminal
Secondary amine
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
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	2.64	ALOGPS
logP	2.63	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	9.42	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.27 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	73.4 m³·mol⁻¹	ChemAxon
Polarizability	29.09 Å³	ChemAxon
Number of Rings	5	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

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

163189608

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-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane (NP0174832)

MOL for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

3D MOL for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

3D SDF for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

3D-SDF for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

PDB for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

3D PDB for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

SMILES for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

INCHI for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

Structure for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)

3D Structure for NP0174832 (15-methyl-6,17-diazapentacyclo[9.5.1.0¹,⁶.0²,¹⁰.0²,¹³]heptadecane)