NP-MRD: Showing NP-Card for 2-(3,5-diiodo-4-methoxyphenyl)acetamide (NP0038546)

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Record Information

Version

2.0

Created at

2021-06-20 21:12:35 UTC

Updated at

2021-06-30 00:11:23 UTC

NP-MRD ID

NP0038546

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3,5-diiodo-4-methoxyphenyl)acetamide

Provided By

JEOL Database JEOL Logo

Description

2-(3,5-Diiodo-4-methoxyphenyl)ethanimidic acid belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. 2-(3,5-diiodo-4-methoxyphenyl)acetamide is found in Didemnum rubeum. 2-(3,5-diiodo-4-methoxyphenyl)acetamide was first documented in 2009 (Solano, G., et al.). Based on a literature review very few articles have been published on 2-(3,5-diiodo-4-methoxyphenyl)ethanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123123D          

 23 23  0  0  0  0            999 V2000
   -3.6594    0.5045    1.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9038    0.3450    0.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062    0.7243   -0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6912    2.0386   -0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1731    3.4910   -0.5059 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5773    2.4244   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5780    1.4961   -1.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6240    1.9085   -2.7273 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7142    1.1790   -4.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129    1.6371   -5.0365 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    0.2345   -4.2527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    0.1721   -1.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290   -0.2165   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798   -2.2484   -0.2064 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    1.5503    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5594    0.1835    2.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8255   -0.1177    2.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896    3.4506   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084    2.9872   -2.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    1.7110   -2.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7901    2.3726   -4.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    1.1666   -5.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0465   -0.5601   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 13  3  2  0  0  0  0
  4  5  1  0  0  0  0
  7 12  2  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  2  1  1  0  0  0  0
  4  6  2  0  0  0  0
 13 14  1  0  0  0  0
  6  7  1  0  0  0  0
  9 11  2  0  0  0  0
  6 18  1  0  0  0  0
 12 23  1  0  0  0  0
  8 19  1  0  0  0  0
  8 20  1  0  0  0  0
 10 21  1  0  0  0  0
 10 22  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038546

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=O)C([H])([H])C1=C([H])C(I)=C(OC([H])([H])[H])C(I)=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H9I2NO2/c1-14-9-6(10)2-5(3-7(9)11)4-8(12)13/h2-3H,4H2,1H3,(H2,12,13)

> <INCHI_KEY>
GXSLCGLTGKDFRI-UHFFFAOYSA-N

> <FORMULA>
C9H9I2NO2

> <MOLECULAR_WEIGHT>
416.985

> <EXACT_MASS>
416.87227

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
28.080376744033945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,5-diiodo-4-methoxyphenyl)acetamide

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.504269182666667

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.943489359109606

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6699083484080326

> <JCHEM_POLAR_SURFACE_AREA>
52.32

> <JCHEM_REFRACTIVITY>
72.376

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,5-diiodo-4-methoxyphenyl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.659   0.504   1.775  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.904   0.345   0.375  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.806   0.724  -0.357  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.691   2.039  -0.833  0.00  0.00           C+0
HETATM    5  I   UNK     0      -4.173   3.491  -0.506  0.00  0.00           I+0
HETATM    6  C   UNK     0      -1.577   2.424  -1.591  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.578   1.496  -1.911  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.624   1.909  -2.727  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.714   1.179  -4.053  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.113   1.637  -5.037  0.00  0.00           N+0
HETATM   11  O   UNK     0       1.470   0.235  -4.253  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.716   0.172  -1.470  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.829  -0.217  -0.714  0.00  0.00           C+0
HETATM   14  I   UNK     0      -1.980  -2.248  -0.206  0.00  0.00           I+0
HETATM   15  H   UNK     0      -3.468   1.550   2.035  0.00  0.00           H+0
HETATM   16  H   UNK     0      -4.559   0.184   2.308  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.825  -0.118   2.115  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.490   3.451  -1.943  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.608   2.987  -2.925  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.538   1.711  -2.154  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.790   2.373  -4.893  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.086   1.167  -5.932  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.047  -0.560  -1.737  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    3    1                                                       
CONECT    3   13    2    4                                                  
CONECT    4    5    3    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   18                                                  
CONECT    7    8   12    6                                                  
CONECT    8    7    9   19   20                                             
CONECT    9    8   10   11                                                  
CONECT   10    9   21   22                                                  
CONECT   11    9                                                            
CONECT   12   13    7   23                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    6                                                            
CONECT   19    8                                                            
CONECT   20    8                                                            
CONECT   21   10                                                            
CONECT   22   10                                                            
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Value	Source
2-(3,5-Diiodo-4-methoxyphenyl)ethanimidate	Generator

Chemical Formula

C₉H₉I₂NO₂

Average Mass

416.9850 Da

Monoisotopic Mass

416.87227 Da

IUPAC Name

2-(3,5-diiodo-4-methoxyphenyl)acetamide

Traditional Name

2-(3,5-diiodo-4-methoxyphenyl)acetamide

CAS Registry Number

Not Available

SMILES

[H]N([H])C(=O)C([H])([H])C1=C([H])C(I)=C(OC([H])([H])[H])C(I)=C1[H]

InChI Identifier

InChI=1S/C9H9I2NO2/c1-14-9-6(10)2-5(3-7(9)11)4-8(12)13/h2-3H,4H2,1H3,(H2,12,13)

InChI Key

GXSLCGLTGKDFRI-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Didemnum rubeum	JEOL database	Solano, G., et al, Tetrahedron 65, 7482 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Carboxamide group
Primary carboxylic acid amide
Ether
Carboxylic acid derivative
Organoiodide
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen 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	2.77	ALOGPS
logP	2.5	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	14.94	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.38 m³·mol⁻¹	ChemAxon
Polarizability	28.08 Å³	ChemAxon
Number of Rings	1	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

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27024224

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54560676

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Solano, G., et al. (2009). Solano, G., et al, Tetrahedron 65, 7482 (2009). Tetrahedron.

Showing NP-Card for 2-(3,5-diiodo-4-methoxyphenyl)acetamide (NP0038546)

MOL for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

3D MOL for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

3D SDF for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

3D-SDF for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

PDB for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

3D PDB for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

SMILES for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

INCHI for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

Structure for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)

3D Structure for NP0038546 (2-(3,5-diiodo-4-methoxyphenyl)acetamide)