NP-MRD: Showing NP-Card for 7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate (NP0296206)

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Record Information

Version

2.0

Created at

2022-09-10 05:39:21 UTC

Updated at

2022-09-10 05:39:21 UTC

NP-MRD ID

NP0296206

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate

Description

7-Methyl-hexahydro-1H-pyrrolizin-1-yl 4-methoxybenzoate belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. 7-Methyl-hexahydro-1H-pyrrolizin-1-yl 4-methoxybenzoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    7.2806    0.4897    0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2517   -0.4278    1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554   -0.1677    0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6590    0.9527   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3803    1.2044   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444    0.3400   -0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769    0.5971   -0.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291    1.6236   -1.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0665   -0.2668   -0.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3765   -0.0095   -0.9517 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7873   -1.2051   -1.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0880   -1.6592   -1.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0377   -1.2563    0.1632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456   -0.9512    0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6986    0.3465    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3651    1.0962    0.1147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4256    1.9009    1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3463    0.0009    0.1989 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6399   -0.7802    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9179   -1.0330    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0896    1.4255    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821    0.6769   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2648    0.0550    1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4762    1.6284   -0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1421    2.0823   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4164    0.9329   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0522   -2.0343   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -0.8847   -2.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9693   -1.2779   -1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1391   -2.7776   -1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1831   -0.7147    1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0792   -1.7432    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0701    0.2515   -0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4748    0.8511    0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2190    1.7492   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899    2.2524    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145    1.2013    2.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7885    2.7849    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587    0.1569    1.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8063   -1.4579    0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352   -1.9087    1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 19  1  0
 19 20  2  0
  6  7  1  0
  7  8  2  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
 16 18  1  0
 20  3  1  0
 18 10  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
 19 40  1  0
 20 41  1  0
 10 26  1  6
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  6
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  1
M  END


  Mrv1533004171519122D          

 20 22  0  0  0  0            999 V2000
   -0.2601   -5.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -5.0170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -3.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543   -2.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498   -4.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 12 20  1  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296206

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C(=O)OC1CCN2CCC(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H21NO3/c1-11-7-9-17-10-8-14(15(11)17)20-16(18)12-3-5-13(19-2)6-4-12/h3-6,11,14-15H,7-10H2,1-2H3

> <INCHI_KEY>
PIRUMYPCEYRZQG-UHFFFAOYSA-N

> <FORMULA>
C16H21NO3

> <MOLECULAR_WEIGHT>
275.348

> <EXACT_MASS>
275.15214354

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.662955952499928

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-methyl-hexahydro-1H-pyrrolizin-1-yl 4-methoxybenzoate

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.616435265333333

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.180129355376462

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
76.81500000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-methyl-hexahydro-1H-pyrrolizin-1-yl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -0.486 -10.510   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.516  -9.365   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.040  -7.900   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.071  -6.756   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.595  -5.291   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.088  -4.971   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.942  -6.116   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.466  -7.580   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.388  -3.507   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.643  -2.362   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.894  -3.186   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.834   0.294   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   12   15                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Value	Source
7-Methyl-hexahydro-1H-pyrrolizin-1-yl 4-methoxybenzoic acid	Generator

Chemical Formula

C₁₆H₂₁NO₃

Average Mass

275.3480 Da

Monoisotopic Mass

275.15214 Da

IUPAC Name

7-methyl-hexahydro-1H-pyrrolizin-1-yl 4-methoxybenzoate

Traditional Name

7-methyl-hexahydro-1H-pyrrolizin-1-yl 4-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(=O)OC1CCN2CCC(C)C12

InChI Identifier

InChI=1S/C16H21NO3/c1-11-7-9-17-10-8-14(15(11)17)20-16(18)12-3-5-13(19-2)6-4-12/h3-6,11,14-15H,7-10H2,1-2H3

InChI Key

PIRUMYPCEYRZQG-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 p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Benzoate ester
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Pyrrolizidine
Methoxybenzene
Alkyl aryl ether
N-alkylpyrrolidine
Pyrrolidine
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Organic oxide
Organopnictogen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
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
logP	2.23	ALOGPS
logP	2.62	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	9.18	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.82 m³·mol⁻¹	ChemAxon
Polarizability	30.66 Å³	ChemAxon
Number of Rings	3	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

100163

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate (NP0296206)

MOL for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

3D MOL for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

3D SDF for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

3D-SDF for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

PDB for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

3D PDB for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

SMILES for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

INCHI for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

Structure for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)

3D Structure for NP0296206 (7-methyl-hexahydro-1h-pyrrolizin-1-yl 4-methoxybenzoate)