NP-MRD: Showing NP-Card for (1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol (NP0242368)

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Record Information

Version

2.0

Created at

2022-09-07 02:40:16 UTC

Updated at

2022-09-07 02:40:16 UTC

NP-MRD ID

NP0242368

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol

Description

(1R)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethan-1-ol belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. (1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol is found in Pseudoceratina purpurea. Based on a literature review very few articles have been published on (1R)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethan-1-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -5.0475   -1.8134    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7341   -0.4218    0.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6228    0.4698   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3384   -0.1949    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443    1.2496    0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4588    1.3369    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7887    0.4931    0.9445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801    0.3979    0.8450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035    1.2536    1.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6536    2.6215    2.6619 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.1842    1.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3600    0.2009    0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482    0.1204    0.5732 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3112    0.0178    1.8923 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3228   -1.0362   -0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9263   -0.9588   -1.6130 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366   -0.6459   -0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -0.5674    0.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0598   -1.8050   -0.9473 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.2862   -2.2214    1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1665   -2.3558   -0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8845   -1.9695   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3789    0.6710   -1.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6474    1.4252    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6499    0.0552   -0.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7496   -0.7770    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873   -0.5690   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090    1.5242    1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459    1.8839   -0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394    2.3778    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599    0.9355   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4350    1.8414    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2318    1.0931    0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6427    0.8793    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089   -1.9971    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4336   -1.0864   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5241   -0.2946   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266   -1.8833   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262   -1.4350   -0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
 11 32  1  0
 17 39  1  0
 13 33  1  6
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
M  END


  Mrv1652309072204402D          

 19 19  0  0  1  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 Br  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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242368

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)CCCOC1=C(Br)C=C(C=C1Br)[C@@H](O)CN

> <INCHI_IDENTIFIER>
InChI=1S/C13H20Br2N2O2/c1-17(2)4-3-5-19-13-10(14)6-9(7-11(13)15)12(18)8-16/h6-7,12,18H,3-5,8,16H2,1-2H3/t12-/m0/s1

> <INCHI_KEY>
ZGSSHJZNVVQNAE-LBPRGKRZSA-N

> <FORMULA>
C13H20Br2N2O2

> <MOLECULAR_WEIGHT>
396.123

> <EXACT_MASS>
393.989154

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.57692487833984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethan-1-ol

> <JCHEM_LOGP>
1.9271175563333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.00221555499931

> <JCHEM_PKA_STRONGEST_BASIC>
9.49435212456562

> <JCHEM_POLAR_SURFACE_AREA>
58.72

> <JCHEM_REFRACTIVITY>
85.0872

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   10 Br   UNK     0      12.003  -5.390   0.000  0.00  0.00          Br+0
HETATM   11  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      16.004 -12.320   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   19 Br   UNK     0       9.336 -10.010   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   12   18                                                       
CONECT   18   17    8   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₂₀Br₂N₂O₂

Average Mass

396.1230 Da

Monoisotopic Mass

393.98915 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN(C)CCCOC1=C(Br)C=C(C=C1Br)[C@@H](O)CN

InChI Identifier

InChI=1S/C13H20Br2N2O2/c1-17(2)4-3-5-19-13-10(14)6-9(7-11(13)15)12(18)8-16/h6-7,12,18H,3-5,8,16H2,1-2H3/t12-/m0/s1

InChI Key

ZGSSHJZNVVQNAE-LBPRGKRZSA-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

Species Name	Source	Reference
Pseudoceratina purpurea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Aralkylamine
Bromobenzene
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
1,2-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Ether
Organic nitrogen compound
Organobromide
Organohalogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Aromatic alcohol
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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

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

163005839

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol (NP0242368)

MOL for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

3D MOL for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

3D SDF for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

3D-SDF for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

PDB for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

3D PDB for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

SMILES for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

INCHI for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

Structure for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)

3D Structure for NP0242368 ((1r)-2-amino-1-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethanol)