NP-MRD: Showing NP-Card for iofetamine (123i) (NP0160674)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 18:40:42 UTC

Updated at

2022-09-02 18:40:42 UTC

NP-MRD ID

NP0160674

Secondary Accession Numbers

None

Natural Product Identification

Common Name

iofetamine (123i)

Description

Iofetamine I-123 belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. iofetamine (123i) is found in Senna spectabilis. Iofetamine I-123 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -3.4405    0.2722   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978    0.8352   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8585    1.9214    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9993   -0.0383   -0.5398 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5800   -0.8306    0.5307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5630   -1.8781    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7048   -1.5510    0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8031   -0.6601   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337   -0.2623   -1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0916    0.6019   -1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9095    1.0572   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5282    2.3617   -1.1725 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.6854    0.6639    0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6410   -0.1876    0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8307    0.5544    0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2316    0.7316   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5801   -0.7972   -0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560    1.4258   -1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905    1.5285    1.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261    2.3115    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5482    2.7803    0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275   -0.4102   -1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3256   -0.1209    1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387   -1.4967    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0162   -2.6808    1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9548   -2.4605    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153   -2.2320   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -2.2852    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101   -0.6050   -2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2813    0.9199   -2.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3206    1.0138    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -0.4829    1.8286 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  1
  6 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 14 32  1  0
M  ISO  1  12 123
M  END


  Mrv1652306271700512D          

 14 14  0  0  0  0            999 V2000
    2.8578    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578   -0.8250    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  8  1  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
M  ISO  1  13 123
M  END
> <DATABASE_ID>
NP0160674

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)NC(C)CC1=CC=C([123I])C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18IN/c1-9(2)14-10(3)8-11-4-6-12(13)7-5-11/h4-7,9-10,14H,8H2,1-3H3/i13-4

> <INCHI_KEY>
ISEHJSHTIVKELA-DCWJVSPSSA-N

> <FORMULA>
C12H18IN

> <MOLECULAR_WEIGHT>
299.189

> <EXACT_MASS>
299.049522528

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.782958716804075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{1-[4-(¹²³I)iodophenyl]propan-2-yl}(propan-2-yl)amine

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.939158333

> <ALOGPS_LOGS>
-4.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.34746209231381

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
71.00970000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{1-[4-(¹²³I)iodophenyl]propan-2-yl}(isopropyl)amine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-JUN-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-JUN-17         0                                  
HETATM    1  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  I   UNK     0      -5.335  -1.540   0.000  0.00  0.00           I+0
HETATM   14  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    6   11                                                       
CONECT    5    7   11                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8   10   11                                                       
CONECT    9    1    2   14                                                  
CONECT   10    3    8   14                                                  
CONECT   11    4    5    8                                                  
CONECT   12    6    7   13                                                  
CONECT   13   12                                                            
CONECT   14    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
I-123, iofetamine	MeSH
Iofetamine I-123	MeSH
I-123 iofetamine hydrochloride	MeSH
Iodine-123-imp	MeSH
N-Isopropyl-P-(iodine-123)-iodoamphetamine	MeSH
Iodine 123 imp	MeSH
Iofetamine	MeSH
Iofetamine I 123	MeSH
Hydrochloride, I-123 iofetamine	MeSH
Iofetamine hydrochloride, I 123	MeSH
Iofetamine hydrochloride, I-123	MeSH
N Isopropyl P iodoamphetamine	MeSH
N-Isopropyl-P-iodoamphetamine	MeSH
N-Isopropyl-P-iodoamphetamine (I123) hydrochloride	MeSH

Chemical Formula

C₁₂H₁₈IN

Average Mass

299.1890 Da

Monoisotopic Mass

299.04952 Da

IUPAC Name

{1-[4-(¹²³I)iodophenyl]propan-2-yl}(propan-2-yl)amine

Traditional Name

{1-[4-(¹²³I)iodophenyl]propan-2-yl}(isopropyl)amine

CAS Registry Number

Not Available

SMILES

CC(C)NC(C)CC1=CC=C([123I])C=C1

InChI Identifier

InChI=1S/C12H18IN/c1-9(2)14-10(3)8-11-4-6-12(13)7-5-11/h4-7,9-10,14H,8H2,1-3H3/i13-4

InChI Key

ISEHJSHTIVKELA-DCWJVSPSSA-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
Senna spectabilis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
Phenylpropane
Aralkylamine
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Secondary aliphatic amine
Secondary amine
Organonitrogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organohalogen compound
Organoiodide
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	3.58	ALOGPS
logP	3.94	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	10.35	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.01 m³·mol⁻¹	ChemAxon
Polarizability	27.78 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB09480

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

156375

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for iofetamine (123i) (NP0160674)

MOL for NP0160674 (iofetamine (123i))

3D MOL for NP0160674 (iofetamine (123i))

3D SDF for NP0160674 (iofetamine (123i))

3D-SDF for NP0160674 (iofetamine (123i))

PDB for NP0160674 (iofetamine (123i))

3D PDB for NP0160674 (iofetamine (123i))

SMILES for NP0160674 (iofetamine (123i))

INCHI for NP0160674 (iofetamine (123i))

Structure for NP0160674 (iofetamine (123i))

3D Structure for NP0160674 (iofetamine (123i))