NP-MRD: Showing NP-Card for 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate (NP0287001)

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Record Information

Version

2.0

Created at

2022-09-09 15:51:09 UTC

Updated at

2022-09-09 15:51:09 UTC

NP-MRD ID

NP0287001

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate

Description

8-Methyl-8-azabicyclo[3.2.1]Octan-3-yl 3-methylbut-2-enoate belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane. 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate is found in Schizanthus grahamii. 8-Methyl-8-azabicyclo[3.2.1]Octan-3-yl 3-methylbut-2-enoate is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004261500142D          

 16 17  0  0  0  0            999 V2000
    2.1787    0.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -0.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624    0.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624   -0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6247   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -2.1435    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
  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
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287001

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C2CCC1CC(C2)OC(=O)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H21NO2/c1-9(2)6-13(15)16-12-7-10-4-5-11(8-12)14(10)3/h6,10-12H,4-5,7-8H2,1-3H3

> <INCHI_KEY>
PFQFRMFXPJMNJJ-UHFFFAOYSA-N

> <FORMULA>
C13H21NO2

> <MOLECULAR_WEIGHT>
223.316

> <EXACT_MASS>
223.15722892

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.381816928542044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.0943086819999994

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.42034030183407

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
64.3485

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       4.067   0.476   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.602  -0.000   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.170   1.730   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.966   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.966  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.170  -1.730   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.671  -1.388   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.339  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.671   1.387   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.879  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.649  -1.334   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.879  -2.668   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.189  -1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.959  -2.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.499  -2.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.189  -4.001   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Value	Source
8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoic acid	Generator

Chemical Formula

C₁₃H₂₁NO₂

Average Mass

223.3160 Da

Monoisotopic Mass

223.15723 Da

IUPAC Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate

Traditional Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CN1C2CCC1CC(C2)OC(=O)C=C(C)C

InChI Identifier

InChI=1S/C13H21NO2/c1-9(2)6-13(15)16-12-7-10-4-5-11(8-12)14(10)3/h6,10-12H,4-5,7-8H2,1-3H3

InChI Key

PFQFRMFXPJMNJJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Schizanthus grahamii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tropane alkaloid
Fatty acid ester
Piperidine
N-alkylpyrrolidine
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Amine
Carbonyl group
Hydrocarbon derivative
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
logP	1.98	ALOGPS
logP	2.09	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	9.42	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.35 m³·mol⁻¹	ChemAxon
Polarizability	25.38 Å³	ChemAxon
Number of Rings	2	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

13874121

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate (NP0287001)

MOL for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

3D MOL for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

3D SDF for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

3D-SDF for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

PDB for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

3D PDB for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

SMILES for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

INCHI for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

Structure for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)

3D Structure for NP0287001 (8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enoate)