NP-MRD: Showing NP-Card for (1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate (NP0226265)

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Record Information

Version

2.0

Created at

2022-09-06 05:14:48 UTC

Updated at

2022-09-06 05:14:48 UTC

NP-MRD ID

NP0226265

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate

Description

Confoline 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. (1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate is found in Convolvulus subhirsutus. Based on a literature review very few articles have been published on Confoline.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062207142D          

 23 25  0  0  1  0            999 V2000
    1.5505    4.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    4.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    2.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505    1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1565   -0.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    2.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5505    2.7798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1380    3.4942    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
  7  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
 10 16  1  0  0  0  0
 15 17  1  6  0  0  0
 12 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  6 20  1  0  0  0  0
 20 21  2  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226265

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C(=O)OC1C[C@@H]2CC[C@H](C1)N2C=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO5/c1-21-15-6-3-11(7-16(15)22-2)17(20)23-14-8-12-4-5-13(9-14)18(12)10-19/h3,6-7,10,12-14H,4-5,8-9H2,1-2H3/t12-,13+,14?

> <INCHI_KEY>
KKWQKDSIGOIGIK-PBWFPOADSA-N

> <FORMULA>
C17H21NO5

> <MOLECULAR_WEIGHT>
319.357

> <EXACT_MASS>
319.14197278

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.6600094933541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5S)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate

> <JCHEM_LOGP>
1.3917136119999993

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9701239796939988

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
83.12290000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       2.894   7.856   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.434   7.856   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.204   6.523   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.744   6.523   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.514   5.189   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.744   3.855   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.514   2.522   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.054   2.522   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       6.744   1.188   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.831   1.958   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.536  -0.200   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.602   1.188   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.062   1.188   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.292  -0.146   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.204   3.855   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.434   5.189   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.894   5.189   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.124   6.523   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   10                                                       
CONECT   17   15   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20    6   21                                                       
CONECT   21   20    3   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₁NO₅

Average Mass

319.3570 Da

Monoisotopic Mass

319.14197 Da

IUPAC Name

(1R,5S)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate

Traditional Name

(1R,5S)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C(=O)OC1C[C@@H]2CC[C@H](C1)N2C=O

InChI Identifier

InChI=1S/C17H21NO5/c1-21-15-6-3-11(7-16(15)22-2)17(20)23-14-8-12-4-5-13(9-14)18(12)10-19/h3,6-7,10,12-14H,4-5,8-9H2,1-2H3/t12-,13+,14?

InChI Key

KKWQKDSIGOIGIK-PBWFPOADSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Convolvulus subhirsutus	LOTUS Database	35616633

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

M-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Benzoate ester
Dimethoxybenzene
O-dimethoxybenzene
Tropane alkaloid
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Piperidine
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen 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	1.39	ChemAxon
pKa (Strongest Basic)	-0.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.12 m³·mol⁻¹	ChemAxon
Polarizability	33.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

791574

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

904900

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate (NP0226265)

MOL for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

3D MOL for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

3D SDF for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

3D-SDF for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

PDB for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

3D PDB for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

SMILES for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

INCHI for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

Structure for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)

3D Structure for NP0226265 ((1r,5s)-8-formyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate)