NP-MRD: Showing NP-Card for Pramipexole dihydrochloride (NP0137596)

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Record Information

Version

2.0

Created at

2022-05-30 16:57:16 UTC

Updated at

2022-05-30 16:57:16 UTC

NP-MRD ID

NP0137596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pramipexole dihydrochloride

Description

Pramipexole hydrochloride anhydrous, also known as SND 919 or mirapex, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. A hydrochloride that is the anhydrous dihydrochloride salt of pramipexole. Pramipexole hydrochloride anhydrous is a drug. Pramipexole hydrochloride anhydrous is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 34  0  0  0  0  0  0  0  0999 V2000
    0.6920    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6898    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3540   -0.3913    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6699   -0.5249    1.4141 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4103   -0.2966    1.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9087    0.0936   -0.0612 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157    0.2806   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542    0.0532    0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.4150    2.0981 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3438    0.2320    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1791   -0.4337   -0.2961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5828   -0.1150   -0.4785 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564   -0.6836    0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255   -0.6042    0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.7957    0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198   -0.1562   -1.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012    0.7275   -1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6920    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6898    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704    0.2421   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478    1.2716    1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -0.3886    1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445   -1.5533   -0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6438    0.9467   -0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911   -0.1686    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1134   -1.7717    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9866   -1.1569   -0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116   -1.1020    1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5198    1.4428   -0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110    0.8238   -0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6135    1.2110    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822    0.3579   -2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9090   -1.0846   -2.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306    0.5629   -2.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271    1.8045   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 16  1  0
 16 17  1  0
 17  7  1  0
  7  8  2  0
  8 10  1  0
  8  9  1  0
  9  5  1  0
  5  4  2  0
  5  6  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 10 11  1  0
  6  7  1  0
  1 18  1  0
  2 19  1  0
 11 23  1  1
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 10 21  1  0
 10 22  1  0
  4  3  1  0
  6 20  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END


  Mrv0541 08221314532D          

 17 16  0  0  1  0            999 V2000
    3.3297   -0.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4718    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007   -0.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4718   -0.2475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9572    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -0.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517    0.1650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1863   -0.6600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7418    0.8324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7418   -0.5024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5690    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.3100    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1863    0.1650    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 11 10  2  0  0  0  0
 12  5  1  0  0  0  0
  7 12  1  6  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
  7 17  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0137596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
Cl.Cl.[H][C@@]1(CCC2=C(C1)SC(=N)N2)NCCC

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N3S.2ClH/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8;;/h7,12H,2-6H2,1H3,(H2,11,13);2*1H/t7-;;/m0../s1

> <INCHI_KEY>
QMNWXHSYPXQFSK-KLXURFKVSA-N

> <FORMULA>
C10H19Cl2N3S

> <MOLECULAR_WEIGHT>
284.249

> <EXACT_MASS>
283.067673727

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.354167340195495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-2-imino-N-propyl-2,3,4,5,6,7-hexahydro-1,3-benzothiazol-6-amine dihydrochloride

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
1.2974566053333332

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.871536417056166

> <JCHEM_POLAR_SURFACE_AREA>
47.910000000000004

> <JCHEM_REFRACTIVITY>
73.5247

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-pramipexol dihydrochloride

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-AUG-13         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   15 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   17  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    5                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    2   12                                                       
CONECT    6    7    9                                                       
CONECT    7    3    6   12   17                                             
CONECT    8    4    9   13                                                  
CONECT    9    6    8   14                                                  
CONECT   10   11   13   14                                                  
CONECT   11   10                                                            
CONECT   12    5    7                                                       
CONECT   13    8   10                                                       
CONECT   14    9   10                                                       
CONECT   17    7                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
Pramipexole dihydrochloride	ChEBI
2 Amino 6 propylaminotetrahydrobenzothiazole	MeSH
2-Amino-4,5,6,7-tetrahydro-6-propylaminobenzothiazole	MeSH
2-Amino-6-propylaminotetrahydrobenzothiazole	MeSH
4,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazole-diamine	MeSH
6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine dihydrochloride monohydrate	MeSH
Mirapex	MeSH
Pramipexole dihydrochloride anhydrous	MeSH
Pramipexole hydrochloride monohydrate	MeSH
SND 919	MeSH
SND 919CL2X	MeSH
SND-919	MeSH
SND-919CL2X	MeSH
SND919CL2X	MeSH
Sifrol	MeSH
Dexpramipexole	MeSH
Pramipexol	MeSH
Pramipexol dihydrobromide, (+-)-isomer	MeSH
Pramipexol dihydrochloride, (S)-isomer	MeSH
Pramipexol, (+-)-isomer	MeSH
Pramipexol, (R)-isomer	MeSH
Pramipexole	MeSH
Sifrole	MeSH

Chemical Formula

C₁₀H₁₉Cl₂N₃S

Average Mass

284.2490 Da

Monoisotopic Mass

283.06767 Da

IUPAC Name

(6S)-2-imino-N-propyl-2,3,4,5,6,7-hexahydro-1,3-benzothiazol-6-amine dihydrochloride

Traditional Name

(+-)-pramipexol dihydrochloride

CAS Registry Number

Not Available

SMILES

Cl.Cl.[H][C@@]1(CCC2=C(C1)SC(=N)N2)NCCC

InChI Identifier

InChI=1S/C10H17N3S.2ClH/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8;;/h7,12H,2-6H2,1H3,(H2,11,13);2*1H/t7-;;/m0../s1

InChI Key

QMNWXHSYPXQFSK-KLXURFKVSA-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 aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Heteroaromatic compound
Thiazole
Azole
Isothiourea
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Organopnictogen compound
Hydrocarbon derivative
Hydrochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydrochloride (CHEBI:51148 )

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	1.42	ALOGPS
logP	1.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	9.87	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	47.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.52 m³·mol⁻¹	ChemAxon
Polarizability	24.35 Å³	ChemAxon
Number of Rings	2	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

DBSALT000143

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

119569

PDB ID

Not Available

ChEBI ID

51148

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pramipexole dihydrochloride (NP0137596)

MOL for NP0137596 (Pramipexole dihydrochloride)

3D MOL for NP0137596 (Pramipexole dihydrochloride)

3D SDF for NP0137596 (Pramipexole dihydrochloride)

3D-SDF for NP0137596 (Pramipexole dihydrochloride)

PDB for NP0137596 (Pramipexole dihydrochloride)

3D PDB for NP0137596 (Pramipexole dihydrochloride)

SMILES for NP0137596 (Pramipexole dihydrochloride)

INCHI for NP0137596 (Pramipexole dihydrochloride)

Structure for NP0137596 (Pramipexole dihydrochloride)

3D Structure for NP0137596 (Pramipexole dihydrochloride)