NP-MRD: Showing NP-Card for Taveuniamide N (NP0332576)

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Record Information

Version

2.0

Created at

2024-02-25 04:00:28 UTC

Updated at

2024-09-03 04:19:40 UTC

NP-MRD ID

NP0332576

Natural Product DOI

https://doi.org/10.57994/1836

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Taveuniamide N

Description

Taveuniamide N belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. Taveuniamide N was first documented in 2023 (PMID: 38248654). Based on a literature review very few articles have been published on Taveuniamide N.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02252404002D          

 23 22  0  0  1  0            999 V2000
    2.0921    5.3329    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    5.3329    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0934    4.0954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    5.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    3.2704    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.0329    0.0000 Cl  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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  3  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
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332576

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N[C@H](CCCCCC=C(Cl)Cl)CCCC#CC=C(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C17H23Cl4NO/c1-14(23)22-15(10-6-2-4-8-12-16(18)19)11-7-3-5-9-13-17(20)21/h12-13,15H,2-4,6-8,10-11H2,1H3,(H,22,23)/t15-/m1/s1

> <INCHI_KEY>
DQYFQZVSTYUZIC-OAHLLOKOSA-N

> <FORMULA>
C17H23Cl4NO

> <MOLECULAR_WEIGHT>
399.18

> <EXACT_MASS>
397.0533752

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
41.752729440812416

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(8R)-1,1,15,15-tetrachloropentadeca-1,14-dien-3-yn-8-yl]acetamide

> <JCHEM_LOGP>
5.942889621666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.535292429440924

> <JCHEM_PKA_STRONGEST_BASIC>
-1.211241597178234

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
123.83680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(8R)-1,1,15,15-tetrachloropentadeca-1,14-dien-3-yn-8-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-24         0                                  
HETATM    1 Cl   UNK     0       3.905   9.955   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0       5.239   9.185   0.000  0.00  0.00           C+0
HETATM    3 Cl   UNK     0       6.573   9.955   0.000  0.00  0.00          Cl+0
HETATM    4  C   UNK     0       5.239   7.645   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.573   6.875   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      13.241   7.645   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      11.907   8.415   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.574   7.645   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.907   9.955   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.577   5.335   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0      23.910   6.105   0.000  0.00  0.00          Cl+0
HETATM   23 Cl   UNK     0      22.577   3.795   0.000  0.00  0.00          Cl+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                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₃Cl₄NO

Average Mass

399.1800 Da

Monoisotopic Mass

397.05338 Da

IUPAC Name

N-[(8R)-1,1,15,15-tetrachloropentadeca-1,14-dien-3-yn-8-yl]acetamide

Traditional Name

N-[(8R)-1,1,15,15-tetrachloropentadeca-1,14-dien-3-yn-8-yl]acetamide

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@H](CCCCCC=C(Cl)Cl)CCCC#CC=C(Cl)Cl

InChI Identifier

InChI=1S/C17H23Cl4NO/c1-14(23)22-15(10-6-2-4-8-12-16(18)19)11-7-3-5-9-13-17(20)21/h12-13,15H,2-4,6-8,10-11H2,1H3,(H,22,23)/t15-/m1/s1

InChI Key

DQYFQZVSTYUZIC-OAHLLOKOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 599 MHz, CDCl3, experimental)	lobna.abdelmageed@outlook.com	University of Florida	Hendrik Luesch	2024-05-02	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
sp. VPG14-26		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Acetamides

Alternative Parents

Substituents

Acetamide
Haloacetylene or derivatives
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	5.94	ChemAxon
pKa (Strongest Acidic)	14.54	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	123.84 m³·mol⁻¹	ChemAxon
Polarizability	41.75 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Elsadek LA, Ellis EK, Seabra G, Paul VJ, Luesch H: Chlorinated Enyne Fatty Acid Amides from a Marine Cyanobacterium: Discovery of Taveuniamides L-M and Pharmacological Characterization of Taveuniamide F as a GPCR Antagonist with CNR1 Selectivity. Mar Drugs. 2023 Dec 30;22(1):28. doi: 10.3390/md22010028. [PubMed:38248654 ]

Showing NP-Card for Taveuniamide N (NP0332576)

MOL for NP0332576 (Taveuniamide N)

3D MOL for NP0332576 (Taveuniamide N)

3D SDF for NP0332576 (Taveuniamide N)

3D-SDF for NP0332576 (Taveuniamide N)

PDB for NP0332576 (Taveuniamide N)

3D PDB for NP0332576 (Taveuniamide N)

SMILES for NP0332576 (Taveuniamide N)

INCHI for NP0332576 (Taveuniamide N)

Structure for NP0332576 (Taveuniamide N)

3D Structure for NP0332576 (Taveuniamide N)