NP-MRD: Showing NP-Card for Ianthelliformisamine F (NP0332958)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-05-02 10:30:25 UTC

Updated at

2025-06-10 23:41:09 UTC

NP-MRD ID

NP0332958

Natural Product DOI

https://doi.org/10.57994/2240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ianthelliformisamine F

Description

Ianthelliformisamine F 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 F.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01142313072D          

 25 25  0  0  0  0            999 V2000
   -6.4302    3.7125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    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
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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    3.3000    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
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   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
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    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
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  7 19  2  0  0  0  0
  4 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332958

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H22Br2N2O4/c1-25-17-13(18)10-12(11-14(17)19)5-6-15(22)21-9-3-8-20-7-2-4-16(23)24/h5-6,10-11,20H,2-4,7-9H2,1H3,(H,21,22)(H,23,24)/b6-5+

> <INCHI_KEY>
RHJNHLVZJPNEQM-AATRIKPKSA-N

> <FORMULA>
C17H22Br2N2O4

> <MOLECULAR_WEIGHT>
478.181

> <EXACT_MASS>
475.994633

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
43.03497484955251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-({3-[(2E)-3-(3,5-dibromo-4-methoxyphenyl)prop-2-enamido]propyl}amino)butanoic acid

> <JCHEM_LOGP>
0.15925343620729293

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.97126866816317

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.508514530111697

> <JCHEM_PKA_STRONGEST_BASIC>
10.541413868574026

> <JCHEM_POLAR_SURFACE_AREA>
87.66000000000001

> <JCHEM_REFRACTIVITY>
104.6164

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-({3-[(2E)-3-(3,5-dibromo-4-methoxyphenyl)prop-2-enamido]propyl}amino)butanoic acid

> <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     -12.003   6.930   0.000  0.00  0.00          Br+0
HETATM    2  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002   6.160   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      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.667   6.160   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   22 Br   UNK     0      -9.336   2.310   0.000  0.00  0.00          Br+0
HETATM   23  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -12.003   3.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    7                                                            
CONECT   20    4   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    2   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂Br₂N₂O₄

Average Mass

478.1810 Da

Monoisotopic Mass

475.99463 Da

IUPAC Name

4-({3-[(2E)-3-(3,5-dibromo-4-methoxyphenyl)prop-2-enamido]propyl}amino)butanoic acid

Traditional Name

4-({3-[(2E)-3-(3,5-dibromo-4-methoxyphenyl)prop-2-enamido]propyl}amino)butanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H22Br2N2O4/c1-25-17-13(18)10-12(11-14(17)19)5-6-15(22)21-9-3-8-20-7-2-4-16(23)24/h5-6,10-11,20H,2-4,7-9H2,1H3,(H,21,22)(H,23,24)/b6-5+

InChI Key

RHJNHLVZJPNEQM-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
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
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
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-acyl-amine
Monocyclic benzene moiety
Amino acid
Carboxamide group
Amino acid or derivatives
Bromoalkene
Haloalkene
Vinyl halide
Vinyl bromide
Secondary amine
Monocarboxylic acid or derivatives
Ether
Secondary aliphatic amine
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Amine
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	0.16	ChemAxon
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	10.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	87.66 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	104.62 m³·mol⁻¹	ChemAxon
Polarizability	43.03 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

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 F (NP0332958)

MOL for NP0332958 (Ianthelliformisamine F)

3D MOL for NP0332958 (Ianthelliformisamine F)

3D SDF for NP0332958 (Ianthelliformisamine F)

3D-SDF for NP0332958 (Ianthelliformisamine F)

PDB for NP0332958 (Ianthelliformisamine F)

3D PDB for NP0332958 (Ianthelliformisamine F)

SMILES for NP0332958 (Ianthelliformisamine F)

INCHI for NP0332958 (Ianthelliformisamine F)

Structure for NP0332958 (Ianthelliformisamine F)

3D Structure for NP0332958 (Ianthelliformisamine F)