NP-MRD: Showing NP-Card for (+/-)-Epibatidine hydrochloride (NP0138863)

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Record Information

Version

2.0

Created at

2022-06-29 19:20:41 UTC

Updated at

2022-06-29 19:20:41 UTC

NP-MRD ID

NP0138863

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+/-)-Epibatidine hydrochloride

Description

162885-01-0 Belongs to the class of organic compounds known as epibatidine analogues. Epibatidine analogues are compounds containing an epibatidine moiety, with a structure characterized by a 2-chloropyridine moiety connected to an 7-azabicyclo[2.2.1]Heptane in exo position. Based on a literature review very few articles have been published on 162885-01-0.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
    0.6923    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6836    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7987   -0.3264    0.1908 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0525   -0.2823   -0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2120    0.2411    0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8293    0.2570    0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2707   -0.2482   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661   -0.2629   -0.6782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7083    1.1734   -0.6307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    1.1579    0.4803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9387    0.4332   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -0.9971   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9912   -0.9280    0.3770 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1254    0.1435    1.3730 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566   -0.7590   -1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939   -0.7737   -1.1392 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6923    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6836    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6688    0.6313    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919    0.6615    1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -0.7093   -1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1191    1.8831   -0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2411    1.4188   -1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923    2.1010    0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7153    0.5281    0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2935    0.8164   -0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227   -1.6934    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4422   -1.3124   -1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6109   -1.8496    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8940   -0.1387    2.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365   -1.1656   -2.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4 16  2  0
 16 15  1  0
 15  7  2  0
  7  6  1  0
  6  5  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  5  4  1  0
 13  8  1  0
 14 10  1  0
  1 17  1  0
  2 18  1  0
 15 31  1  0
  6 20  1  0
  5 19  1  0
  8 21  1  6
  9 22  1  0
  9 23  1  0
 10 24  1  1
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  1
 14 30  1  0
M  END


  Mrv1652306292221202D          

 16 16  0  0  1  0            999 V2000
   -2.3838    1.3848    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694    0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404    0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694    0.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -0.2652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4740   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1885   -1.5027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9030   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1885    0.1473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9823   -0.6777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.1527    0.0000 Cl  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
  2  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  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
  8 13  1  0  0  0  0
 13 14  1  1  0  0  0
 10 14  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0138863

> <DATABASE_NAME>
NP-MRD

> <SMILES>
Cl.Cl.ClC1=NC=C(C=C1)[C@@H]1C[C@H]2CC[C@@H]1N2

> <INCHI_IDENTIFIER>
InChI=1S/C11H13ClN2.2ClH/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8;;/h1,4,6,8-10,14H,2-3,5H2;2*1H/t8-,9+,10+;;/m1../s1

> <INCHI_KEY>
DGNNWUINALNROG-YDMPKLSESA-N

> <FORMULA>
C11H15Cl3N2

> <MOLECULAR_WEIGHT>
281.61

> <EXACT_MASS>
280.0300816

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.04496487169074

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4R)-2-(6-chloropyridin-3-yl)-7-azabicyclo[2.2.1]heptane dihydrochloride

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
1.8435768270000001

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.539831277354073

> <JCHEM_POLAR_SURFACE_AREA>
24.92

> <JCHEM_REFRACTIVITY>
57.391600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.67e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4R)-2-(6-chloropyridin-3-yl)-7-azabicyclo[2.2.1]heptane dihydrochloride

> <JCHEM_VEBER_RULE>
1

$$$$

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 Cl   UNK     0      -4.450   2.585   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0      -3.116   1.815   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.782   2.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.449   1.815   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -3.116   0.275   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.782  -0.495   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.449   0.275   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.885  -0.495   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.885  -2.035   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.219  -2.805   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.552  -2.035   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.552  -0.495   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.219   0.275   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.834  -1.265   0.000  0.00  0.00           N+0
HETATM   15 Cl   UNK     0       7.292   0.000   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0       0.000  -5.885   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    4    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   10                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₅Cl₃N₂

Average Mass

281.6100 Da

Monoisotopic Mass

280.03008 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

162885-01-0

SMILES

Cl.Cl.ClC1=NC=C(C=C1)[C@@H]1C[C@H]2CC[C@@H]1N2

InChI Identifier

InChI=1S/C11H13ClN2.2ClH/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8;;/h1,4,6,8-10,14H,2-3,5H2;2*1H/t8-,9+,10+;;/m1../s1

InChI Key

DGNNWUINALNROG-YDMPKLSESA-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 epibatidine analogues. Epibatidine analogues are compounds containing an epibatidine moiety, with a structure characterized by a 2-chloropyridine moiety connected to an 7-azabicyclo[2.2.1]Heptane in exo position.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Epibatidine analogues

Sub Class

Not Available

Direct Parent

Epibatidine analogues

Alternative Parents

Substituents

Epibatidine-skeleton
Pyrrolidinylpyridine
2-halopyridine
Aralkylamine
Aryl chloride
Aryl halide
Pyridine
Heteroaromatic compound
Pyrrolidine
Azacycle
Secondary aliphatic amine
Secondary amine
Organoheterocyclic compound
Hydrochloride
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
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

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

57269957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87802432

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+/-)-Epibatidine hydrochloride (NP0138863)

MOL for NP0138863 ((+/-)-Epibatidine hydrochloride)

3D MOL for NP0138863 ((+/-)-Epibatidine hydrochloride)

3D SDF for NP0138863 ((+/-)-Epibatidine hydrochloride)

3D-SDF for NP0138863 ((+/-)-Epibatidine hydrochloride)

PDB for NP0138863 ((+/-)-Epibatidine hydrochloride)

3D PDB for NP0138863 ((+/-)-Epibatidine hydrochloride)

SMILES for NP0138863 ((+/-)-Epibatidine hydrochloride)

INCHI for NP0138863 ((+/-)-Epibatidine hydrochloride)

Structure for NP0138863 ((+/-)-Epibatidine hydrochloride)

3D Structure for NP0138863 ((+/-)-Epibatidine hydrochloride)