NP-MRD: Showing NP-Card for (1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one (NP0206572)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 02:52:15 UTC

Updated at

2022-09-05 02:52:15 UTC

NP-MRD ID

NP0206572

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one

Description

CHEMBL3338241 belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. (1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one is found in Alstonia angustifolia. Based on a literature review very few articles have been published on CHEMBL3338241.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          2D

 45 49  0  0  0  0  0  0  0  0999 V2000
   -6.2284    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9294    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3313    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209   -1.6771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209   -3.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9356   -4.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237   -5.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971   -6.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0824   -5.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -3.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4874   -2.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9762   -2.6099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3313   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028    0.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4724    1.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428    2.5379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9784    2.0490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4784   -0.5490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5275   -0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9294    3.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5449    2.3816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3671    2.6491    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578    2.6401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907    1.0037    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6764   -0.5374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1328   -0.9499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3622   -3.7172    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7385   -6.6517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -7.5787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442   -5.5713    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0585   -2.2498    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738   -2.8482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2955   -2.6491    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9294   -1.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646    2.7184    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959    0.7459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    3.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998    4.0297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 20  3  1  0
 18  5  1  0
 21  6  1  0
  8 16  1  1
 15 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  6
  7 31  1  0
  7 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 18 38  1  1
 19 39  1  0
 19 40  1  0
 20 41  1  1
 21 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
M  END


  Mrv1652309052204522D          

 23 27  0  0  1  0            999 V2000
   -1.4825    0.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8670    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835    0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5929    1.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2729    0.6010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -0.3593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1475   -0.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6643   -0.2181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0114    0.5304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305    0.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4520    0.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2326    0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3917   -0.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -0.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896   -0.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2689   -0.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -1.5985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112    0.1842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9784    0.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568   -0.1915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7172   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -1.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -2.1492    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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  2  0  0  0  0
  8 18  1  0  0  0  0
 18  5  1  6  0  0  0
 18 19  1  0  0  0  0
 20 19  1  6  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206572

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C1\CN2[C@H]3C[C@]4(NC5=CC=CC=C5C4=O)[C@@H]2C[C@H]1C3CO

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N2O2/c1-2-11-9-21-16-8-19(17(21)7-13(11)14(16)10-22)18(23)12-5-3-4-6-15(12)20-19/h2-6,13-14,16-17,20,22H,7-10H2,1H3/b11-2-/t13-,14?,16+,17+,19+/m1/s1

> <INCHI_KEY>
LQTOLYYQLWIGMJ-STODSUDRSA-N

> <FORMULA>
C19H22N2O2

> <MOLECULAR_WEIGHT>
310.397

> <EXACT_MASS>
310.168127956

> <ALOGPS_LOGP>
2.19

> <ALOGPS_LOGS>
-2.67

> <ALOGPS_SOLUBILITY>
6.70e-01 g/l

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.767   0.623   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.618   1.649   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.156   1.167   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.107   2.121   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.376   1.122   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.704  -0.671   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.009  -1.624   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.973  -0.407   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.621   0.990   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.150   0.806   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.310   1.818   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.768   1.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.065  -0.191   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.904  -1.204   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.447  -0.706   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.102  -1.455   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.917  -2.984   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.568   0.344   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.826   0.100   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.293  -0.357   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.339  -1.539   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.124  -3.063   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.338  -4.012   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16   18                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15    8   17                                                  
CONECT   17   16                                                            
CONECT   18    8    5   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    3   21                                                  
CONECT   21   20    6   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂N₂O₂

Average Mass

310.3970 Da

Monoisotopic Mass

310.16813 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C\C=C1\CN2[C@H]3C[C@]4(NC5=CC=CC=C5C4=O)[C@@H]2C[C@H]1C3CO

InChI Identifier

InChI=1S/C19H22N2O2/c1-2-11-9-21-16-8-19(17(21)7-13(11)14(16)10-22)18(23)12-5-3-4-6-15(12)20-19/h2-6,13-14,16-17,20,22H,7-10H2,1H3/b11-2-/t13-,14?,16+,17+,19+/m1/s1

InChI Key

LQTOLYYQLWIGMJ-STODSUDRSA-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
Alstonia angustifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indolizidines

Sub Class

Not Available

Direct Parent

Indolizidines

Alternative Parents

Substituents

Indole or derivatives
Dihydroindole
Indolizidine
Quinuclidine
Aryl ketone
Aryl alkyl ketone
Secondary aliphatic/aromatic amine
Benzenoid
N-alkylpyrrolidine
Piperidine
Vinylogous amide
1,3-aminoalcohol
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Ketone
Azacycle
Secondary amine
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

58116571

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118715163

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one (NP0206572)

MOL for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

3D MOL for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

3D SDF for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

3D-SDF for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

PDB for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

3D PDB for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

SMILES for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

INCHI for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

Structure for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)

3D Structure for NP0206572 ((1's,2s,3's,6's,9'e)-9'-ethylidene-10'-(hydroxymethyl)-1h-7'-azaspiro[indole-2,4'-tricyclo[4.3.1.0³,⁷]decan]-3-one)