NP-MRD: Showing NP-Card for 3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one (NP0316166)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 15:10:36 UTC

Updated at

2022-09-11 15:10:36 UTC

NP-MRD ID

NP0316166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one

Description

3-Methyl-5-(2-{octahydro-1H-pyrrolo[1,2-a]azepin-9-yl}propyl)-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as pyrroloazepines. Pyrroloazepines are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom. 3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one is found in Stemona aphylla. Based on a literature review very few articles have been published on 3-methyl-5-(2-{octahydro-1H-pyrrolo[1,2-a]azepin-9-yl}propyl)-2,5-dihydrofuran-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    5.7114    0.2114    1.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5220   -0.2124    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    0.4188   -0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7989   -0.3428   -0.9170 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5944    0.5397   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3031   -0.2259   -1.1208 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3242   -0.7426   -2.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8041    0.7511   -0.8027 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7051    1.2112    0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517    1.6496    1.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470    1.2765    2.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    0.8857    1.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143   -0.1110    0.4632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319   -1.3287    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916   -1.6383   -1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4152   -1.0543   -1.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2233    0.1378   -0.9042 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7634   -1.4641   -0.0670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -1.4374    0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9594   -2.3200    1.7372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198    0.9413    2.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1613   -0.6578    1.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4474    0.6189    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3608    1.3692   -0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9907   -0.5852   -1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340    1.3911   -1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532    0.9572    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3175   -1.0635   -0.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4380   -1.8560   -2.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5171   -0.4623   -3.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2175   -0.2527   -3.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6799    1.5393   -1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6067    1.8888    0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.1407    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1285    1.1981    2.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726    2.7558    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559    2.1932    2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9245    0.4574    3.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    0.4837    1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    1.8216    0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3546   -1.3487    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7777   -2.1474    0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5897   -1.1398   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7679   -2.7114   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7854   -0.8479   -2.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7083   -1.8689   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8373    0.9814   -1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
  2  1  1  0
  2  3  2  0
  6  8  1  0
  8  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
  3  4  1  0
 17  8  1  0
 17 13  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  6 28  1  1
  5 26  1  0
  5 27  1  0
  4 25  1  6
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  8 32  1  6
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  6
M  END


  Mrv1652309112217102D          

 20 22  0  0  0  0            999 V2000
    2.6410    4.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3168    3.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7399    3.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1971    2.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3807    1.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690    1.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7738    2.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526    0.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569   -0.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526   -1.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076   -0.6180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4385    2.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124    3.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8912    4.2619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  8  1  0  0  0  0
  8  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
  8 17  1  0  0  0  0
 13 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0316166

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC1OC(=O)C(C)=C1)C1CCCCN2CCCC12

> <INCHI_IDENTIFIER>
InChI=1S/C17H27NO2/c1-12(10-14-11-13(2)17(19)20-14)15-6-3-4-8-18-9-5-7-16(15)18/h11-12,14-16H,3-10H2,1-2H3

> <INCHI_KEY>
QGXCOFHVNRDDGS-UHFFFAOYSA-N

> <FORMULA>
C17H27NO2

> <MOLECULAR_WEIGHT>
277.408

> <EXACT_MASS>
277.204179113

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
32.667696841877344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-5-(2-{octahydro-1H-pyrrolo[1,2-a]azepin-9-yl}propyl)-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
3.4490442768179617

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.599445148436551

> <JCHEM_PKA_STRONGEST_BASIC>
11.619972154895182

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
81.10659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-5-(2-{octahydro-1H-pyrrolo[1,2-a]azepin-9-yl}propyl)-5H-furan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       4.930   8.701   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.325   7.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.114   5.963   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.101   4.803   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.444   3.302   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.916   2.848   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.044   3.895   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258   1.347   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.760   1.004   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.428  -0.384   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.760  -1.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -2.114   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.054  -1.154   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.590  -1.629   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.684  -0.384   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590   0.862   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.054   0.386   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.685   5.409   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.823   6.942   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.663   7.956   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    8   13                                                  
CONECT   18    4   19                                                       
CONECT   19   18    2   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₇NO₂

Average Mass

277.4080 Da

Monoisotopic Mass

277.20418 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(CC1OC(=O)C(C)=C1)C1CCCCN2CCCC12

InChI Identifier

InChI=1S/C17H27NO2/c1-12(10-14-11-13(2)17(19)20-14)15-6-3-4-8-18-9-5-7-16(15)18/h11-12,14-16H,3-10H2,1-2H3

InChI Key

QGXCOFHVNRDDGS-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
Stemona aphylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloazepines. Pyrroloazepines are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroloazepines

Sub Class

Not Available

Direct Parent

Pyrroloazepines

Alternative Parents

Substituents

Pyrroloazepine
Azepane
2-furanone
N-alkylpyrrolidine
Dihydrofuran
Pyrrolidine
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Lactone
Oxacycle
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Amine
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
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

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

162923037

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one (NP0316166)

MOL for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

3D MOL for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

3D SDF for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

3D-SDF for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

PDB for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

3D PDB for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

SMILES for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

INCHI for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

Structure for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)

3D Structure for NP0316166 (3-methyl-5-(2-{octahydro-1h-pyrrolo[1,2-a]azepin-9-yl}propyl)-5h-furan-2-one)