NP-MRD: Showing NP-Card for Pseudococaine (NP0138847)

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Record Information

Version

2.0

Created at

2022-06-29 19:19:51 UTC

Updated at

2022-06-29 19:19:51 UTC

NP-MRD ID

NP0138847

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pseudococaine

Description

Isococaine belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review very few articles have been published on Isococaine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -0.9884   -3.7692    1.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135   -2.8472    0.9821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -1.6418    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2216   -1.3588    1.4481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337   -0.7085   -0.2731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3254    0.4739   -0.4654 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0118    0.0999   -0.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0196    0.6260    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726    1.4237    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4151    0.3070   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8572   -0.5587   -1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164   -0.8591   -1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1340   -0.2739   -0.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    0.5917    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3533    0.8721    0.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8499    1.2229   -1.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117    1.4819   -1.5358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5243    2.2049   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7151    1.0470    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6379   -0.2090   -0.0820 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0864    0.2737   -1.3959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4870    0.5485   -1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6306   -3.6902    2.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0890   -3.6095    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0145   -4.7958    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322   -1.2642   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789    1.1784    0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1643   -1.0333   -1.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5657   -1.5391   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1886   -0.5177   -0.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4323    1.0355    1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    1.5601    1.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959    0.7054   -2.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318    2.2157   -1.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566    2.0681   -2.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270    2.8235   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    2.8333    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536    1.1445    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366    1.0770    1.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3267   -0.9474    0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168    0.0876   -2.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0502    0.0995   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7420    1.6216   -1.4671 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
  3  5  1  0
  5 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 17 21  1  0
 21 22  1  0
  6  5  1  0
 15 10  1  0
 21 20  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  6
 20 40  1  1
 19 38  1  0
 19 39  1  0
 18 36  1  0
 18 37  1  0
 17 35  1  6
 16 33  1  0
 16 34  1  0
  6 27  1  1
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
M  END


  Mrv1652306292221192D          

 22 24  0  0  1  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  1  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  2  0  0  0  0  0  0  0  0  0
    1.9667   -0.7434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3247   -0.0001    0.0000 C   0  0  2  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    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497    1.4288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997    1.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6247    1.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0372    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6247   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4811   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2969   -1.2655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797   -2.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3639   -2.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  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  2  1  6  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  6  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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  7 19  1  1  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138847

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H]1[C@H]2CC[C@@H](C[C@@H]1OC(=O)C1=CC=CC=C1)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15-/m0/s1

> <INCHI_KEY>
ZPUCINDJVBIVPJ-XGUBFFRZSA-N

> <FORMULA>
C17H21NO4

> <MOLECULAR_WEIGHT>
303.358

> <EXACT_MASS>
303.14705816

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.14806760981686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,2S,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
2.2821080089999994

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.845774190899235

> <JCHEM_POLAR_SURFACE_AREA>
55.84

> <JCHEM_REFRACTIVITY>
81.16040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         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   1.333   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.879   2.667   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.189   1.333   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.959   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.499   2.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.269   1.333   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.499  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.959  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.631  -2.592   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.154  -2.362   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.069  -4.025   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.546  -4.255   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   19                                                  
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   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    7   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
Pseudococaine nitrate, (1R-(exo,exo))-isomer	MeSH
Pseudococaine, (1R-(2Exo,3Endo))-isomer	MeSH
Pseudococaine, (exo,exo)-(+-)-isomer	MeSH
Pseudococaine, sodium salt, (1R-(exo,exo))-isomer	MeSH
Pseudococaine hydrochloride, (endo,endo)-(+-)-isomer	MeSH
Pseudococaine hydrochloride, (exo,exo)-(+-)-isomer	MeSH
Pseudococaine sulfate (1:1), (1R-(exo,exo))-isomer	MeSH
Pseudococaine, (2Endo,3Exo)-(+-)-isomer	MeSH
Pseudococaine, (2Exo,3Endo)-(+-)-isomer	MeSH
Pseudococaine	MeSH
Pseudococaine, (endo,endo), (+-)-isomer	MeSH
Pseudococaine hydrochloride, (1R-(2Endo,3Exo))-isomer	MeSH
Pseudococaine hydrochloride, (2Exo,3Endo)-(+-)-isomer	MeSH
Pseudococaine tartrate (1:1), (1R-(2Endo,3Exo))-(R-(r,r))-isomer	MeSH
Pseudococaine, (1R-(endo,endo))-isomer	MeSH
Pseudococaine, (1S-(exo,exo))-isomer	MeSH

Chemical Formula

C₁₇H₂₁NO₄

Average Mass

303.3580 Da

Monoisotopic Mass

303.14706 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

478-73-9

SMILES

COC(=O)[C@H]1[C@H]2CC[C@@H](C[C@@H]1OC(=O)C1=CC=CC=C1)N2C

InChI Identifier

InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15-/m0/s1

InChI Key

ZPUCINDJVBIVPJ-XGUBFFRZSA-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 benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Piperidinecarboxylic acid
Tropane alkaloid
Benzoyl
Dicarboxylic acid or derivatives
Piperidine
N-alkylpyrrolidine
Methyl ester
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
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

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

559081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

644005

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pseudococaine (NP0138847)

MOL for NP0138847 (Pseudococaine)

3D MOL for NP0138847 (Pseudococaine)

3D SDF for NP0138847 (Pseudococaine)

3D-SDF for NP0138847 (Pseudococaine)

PDB for NP0138847 (Pseudococaine)

3D PDB for NP0138847 (Pseudococaine)

SMILES for NP0138847 (Pseudococaine)

INCHI for NP0138847 (Pseudococaine)

Structure for NP0138847 (Pseudococaine)

3D Structure for NP0138847 (Pseudococaine)