NP-MRD: Showing NP-Card for Ianthelliformisamine G (NP0332959)

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Record Information

Version

2.0

Created at

2024-05-02 10:34:12 UTC

Updated at

2025-06-10 23:41:09 UTC

NP-MRD ID

NP0332959

Natural Product DOI

https://doi.org/10.57994/2241

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ianthelliformisamine G

Description

Ianthelliformisamine G belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Based on a literature review very few articles have been published on Ianthelliformisamine G.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01142313102D          

 24 25  0  0  0  0            999 V2000
   -5.7158    2.4750    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    2.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366    1.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6166    0.6900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  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
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  7 18  2  0  0  0  0
  4 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332959

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Br)C=C(\C=C\C(=O)NCCCN2CCCC2=O)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C17H20Br2N2O3/c1-24-17-13(18)10-12(11-14(17)19)5-6-15(22)20-7-3-9-21-8-2-4-16(21)23/h5-6,10-11H,2-4,7-9H2,1H3,(H,20,22)/b6-5+

> <INCHI_KEY>
XLDJCAVCMXWLMJ-AATRIKPKSA-N

> <FORMULA>
C17H20Br2N2O3

> <MOLECULAR_WEIGHT>
460.166

> <EXACT_MASS>
457.984069

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
41.119422904449095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(3,5-dibromo-4-methoxyphenyl)-N-[3-(2-oxopyrrolidin-1-yl)propyl]prop-2-enamide

> <JCHEM_LOGP>
2.4651552599999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.881716881681223

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2712242239358525

> <JCHEM_POLAR_SURFACE_AREA>
58.64

> <JCHEM_REFRACTIVITY>
101.5386

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,5-dibromo-4-methoxyphenyl)-N-[3-(2-oxopyrrolidin-1-yl)propyl]prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JAN-23         0                                  
HETATM    1 Br   UNK     0     -10.669   4.620   0.000  0.00  0.00          Br+0
HETATM    2  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.408   4.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.438   3.332   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.668   1.998   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.162   2.318   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.018   1.288   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0      -8.002  -0.000   0.000  0.00  0.00          Br+0
HETATM   22  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -10.669   1.540   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -10.669  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16                                                            
CONECT   18    7                                                            
CONECT   19    4   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    2   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₀Br₂N₂O₃

Average Mass

460.1660 Da

Monoisotopic Mass

457.98407 Da

IUPAC Name

(2E)-3-(3,5-dibromo-4-methoxyphenyl)-N-[3-(2-oxopyrrolidin-1-yl)propyl]prop-2-enamide

Traditional Name

(2E)-3-(3,5-dibromo-4-methoxyphenyl)-N-[3-(2-oxopyrrolidin-1-yl)propyl]prop-2-enamide

CAS Registry Number

Not Available

SMILES

COC1=C(Br)C=C(\C=C\C(=O)NCCCN2CCCC2=O)C=C1Br

InChI Identifier

InChI=1S/C17H20Br2N2O3/c1-24-17-13(18)10-12(11-14(17)19)5-6-15(22)20-7-3-9-21-8-2-4-16(21)23/h5-6,10-11H,2-4,7-9H2,1H3,(H,20,22)/b6-5+

InChI Key

XLDJCAVCMXWLMJ-AATRIKPKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	sasha.hayes2@griffithuni.edu.au	Griffith Institute for Durg Discovery	Sasha	2024-05-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	sasha.hayes2@griffithuni.edu.au	Griffith Institute for Durg Discovery	Sasha	2024-05-02	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	sasha.hayes2@griffithuni.edu.au	Griffith Institute for Durg Discovery	Sasha	2024-05-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	sasha.hayes2@griffithuni.edu.au	Griffith Institute for Durg Discovery	Sasha	2024-05-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C2D6OS, experimental)	sasha.hayes2@griffithuni.edu.au	Griffith Institute for Durg Discovery	Sasha	2024-05-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, C2D6OS, experimental)	sasha.hayes2@griffithuni.edu.au	Griffith Institute for Durg Discovery	Sasha	2024-05-02	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Suberea ianthelliformis		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid amides

Direct Parent

Cinnamic acid amides

Alternative Parents

Substituents

Cinnamic acid amide
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Halobenzene
Bromobenzene
Alkyl aryl ether
Benzenoid
N-alkylpyrrolidine
2-pyrrolidone
Pyrrolidone
N-acyl-amine
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Pyrrolidine
Lactam
Carboxamide group
Azacycle
Bromoalkene
Haloalkene
Organoheterocyclic compound
Vinyl halide
Vinyl bromide
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.47	ChemAxon
pKa (Strongest Acidic)	14.88	ChemAxon
pKa (Strongest Basic)	-0.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.64 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	101.54 m³·mol⁻¹	ChemAxon
Polarizability	41.12 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Ianthelliformisamine G (NP0332959)

MOL for NP0332959 (Ianthelliformisamine G)

3D MOL for NP0332959 (Ianthelliformisamine G)

3D SDF for NP0332959 (Ianthelliformisamine G)

3D-SDF for NP0332959 (Ianthelliformisamine G)

PDB for NP0332959 (Ianthelliformisamine G)

3D PDB for NP0332959 (Ianthelliformisamine G)

SMILES for NP0332959 (Ianthelliformisamine G)

INCHI for NP0332959 (Ianthelliformisamine G)

Structure for NP0332959 (Ianthelliformisamine G)

3D Structure for NP0332959 (Ianthelliformisamine G)