NP-MRD: Showing NP-Card for (2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine (NP0253759)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 17:43:36 UTC

Updated at

2022-09-07 17:43:36 UTC

NP-MRD ID

NP0253759

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine

Description

Dakaramine belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. (2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine is found in Ptilocaulis spiculifer. Based on a literature review very few articles have been published on Dakaramine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
   -6.6441    0.6659   -0.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2976   -0.5870    0.0400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5327   -0.5391    1.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -1.0040   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067   -0.1167    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5324   -0.5773   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    0.2897    0.5597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108    0.1309    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5132   -0.6332    1.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3632   -1.6286    2.8727 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.8687   -0.7413    1.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947   -0.1176   -0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9662   -0.2623   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    0.8685    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0628    0.8550    0.4513 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081    1.1875   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5373   -0.4612    0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552    0.6541   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4001    0.7834   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    1.9464   -1.9525 I   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4729    0.5206   -1.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1186    1.5374   -0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7424    0.8005   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5835   -0.8539    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4598    0.5095    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8774   -1.2324    2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8696   -1.0577   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8159   -2.0450    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -0.1395    1.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0153    0.9236   -0.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3198   -1.6139    0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492   -0.5298   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4798   -1.3390    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3357   -1.1930    0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163   -0.2235   -1.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1717    1.8128    0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3489    0.7754    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0215    0.6247   -1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6060    1.0367   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3097    2.2636   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6481   -1.1407   -0.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8262   -0.8931    1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5230   -0.4033    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2327    1.1465   -1.6947 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 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 19  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
M  END


  Mrv1652309072219432D          

 20 20  0  0  0  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 I   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  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   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 I   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  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253759

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)CCCOC1=C(I)C=C(CCN(C)C)C=C1I

> <INCHI_IDENTIFIER>
InChI=1S/C15H24I2N2O/c1-18(2)7-5-9-20-15-13(16)10-12(11-14(15)17)6-8-19(3)4/h10-11H,5-9H2,1-4H3

> <INCHI_KEY>
MLOCHWQHCZWDTO-UHFFFAOYSA-N

> <FORMULA>
C15H24I2N2O

> <MOLECULAR_WEIGHT>
502.179

> <EXACT_MASS>
501.9978

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
41.820976992492405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine

> <JCHEM_LOGP>
3.982125740333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.47226127104013

> <JCHEM_POLAR_SURFACE_AREA>
15.71

> <JCHEM_REFRACTIVITY>
105.4284

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine

> <JCHEM_VEBER_RULE>
1

$$$$

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  I   UNK     0      12.003  -5.390   0.000  0.00  0.00           I+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  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      17.338 -10.010   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   20  I   UNK     0       9.336 -10.010   0.000  0.00  0.00           I+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   19                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19                                                       
CONECT   19   18    8   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄I₂N₂O

Average Mass

502.1790 Da

Monoisotopic Mass

501.99780 Da

IUPAC Name

(2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine

Traditional Name

(2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine

CAS Registry Number

Not Available

SMILES

CN(C)CCCOC1=C(I)C=C(CCN(C)C)C=C1I

InChI Identifier

InChI=1S/C15H24I2N2O/c1-18(2)7-5-9-20-15-13(16)10-12(11-14(15)17)6-8-19(3)4/h10-11H,5-9H2,1-4H3

InChI Key

MLOCHWQHCZWDTO-UHFFFAOYSA-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
Ptilocaulis spiculifer	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Phenoxy compound
Phenol ether
Alkyl aryl ether
Halobenzene
Aralkylamine
Iodobenzene
Aryl halide
Aryl iodide
Tertiary aliphatic amine
Tertiary amine
Ether
Organoiodide
Organohalogen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Organonitrogen compound
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
logP	3.98	ChemAxon
pKa (Strongest Basic)	9.47	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	15.71 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	105.43 m³·mol⁻¹	ChemAxon
Polarizability	41.82 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

8824466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10649108

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine (NP0253759)

MOL for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

3D MOL for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

3D SDF for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

3D-SDF for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

PDB for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

3D PDB for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

SMILES for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

INCHI for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

Structure for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)

3D Structure for NP0253759 ((2-{4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl}ethyl)dimethylamine)