NP-MRD: Showing NP-Card for 2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid (NP0179845)

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Record Information

Version

2.0

Created at

2022-09-03 18:06:23 UTC

Updated at

2022-09-03 18:06:24 UTC

NP-MRD ID

NP0179845

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid

Description

2-[[1-Oxo-4-methyl-7-(3-furyl)-4-heptenyl]amino]-4-[[(5-methylhexyloxy)phosphonyl]oxy]butyric acid belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on 2-[[1-Oxo-4-methyl-7-(3-furyl)-4-heptenyl]amino]-4-[[(5-methylhexyloxy)phosphonyl]oxy]butyric acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032220062D          

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 31 33  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309032220062D          

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M  END
> <DATABASE_ID>
NP0179845

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCCCOP(O)(=O)OCCC(N=C(O)CC\C(C)=C\CCC1=COC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H38NO8P/c1-18(2)7-4-5-14-31-33(28,29)32-16-13-21(23(26)27)24-22(25)11-10-19(3)8-6-9-20-12-15-30-17-20/h8,12,15,17-18,21H,4-7,9-11,13-14,16H2,1-3H3,(H,24,25)(H,26,27)(H,28,29)/b19-8+

> <INCHI_KEY>
LWFBNGLRUHINGB-UFWORHAWSA-N

> <FORMULA>
C23H38NO8P

> <MOLECULAR_WEIGHT>
487.53

> <EXACT_MASS>
487.233504186

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
51.158431508266375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(4E)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-({hydroxy[(5-methylhexyl)oxy]phosphoryl}oxy)butanoic acid

> <JCHEM_LOGP>
4.532197177124255

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9615014424087804

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9883726088190121

> <JCHEM_PKA_STRONGEST_BASIC>
0.9971459391111188

> <JCHEM_POLAR_SURFACE_AREA>
138.79

> <JCHEM_REFRACTIVITY>
125.49019999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(4E)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0     -19.834 -25.123   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -19.834 -23.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -21.168 -22.813   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -22.501 -23.583   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -23.835 -22.813   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -25.169 -23.583   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -25.330 -25.115   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -26.836 -25.435   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -27.606 -24.101   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -26.575 -22.957   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -18.500 -22.813   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -17.167 -23.583   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -15.833 -22.813   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -15.833 -21.273   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0     -14.499 -23.583   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0     -13.166 -22.813   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -11.832 -23.583   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.498 -22.813   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -9.164 -23.583   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      -7.831 -22.813   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      -7.061 -24.147   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.601 -21.479   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.497 -22.043   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.163 -22.813   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.830 -22.043   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.496 -22.813   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.162 -22.043   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.171 -22.813   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.505 -22.043   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.171 -24.353   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -13.166 -21.273   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -11.832 -20.503   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -14.499 -20.503   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    2   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   16   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Value	Source
2-[[1-oxo-4-Methyl-7-(3-furyl)-4-heptenyl]amino]-4-[[(5-methylhexyloxy)phosphonyl]oxy]butyrate	Generator

Chemical Formula

C₂₃H₃₈NO₈P

Average Mass

487.5300 Da

Monoisotopic Mass

487.23350 Da

IUPAC Name

2-{[(4E)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-({hydroxy[(5-methylhexyl)oxy]phosphoryl}oxy)butanoic acid

Traditional Name

2-{[(4E)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CCCCOP(O)(=O)OCCC(N=C(O)CC\C(C)=C\CCC1=COC=C1)C(O)=O

InChI Identifier

InChI=1S/C23H38NO8P/c1-18(2)7-4-5-14-31-33(28,29)32-16-13-21(23(26)27)24-22(25)11-10-19(3)8-6-9-20-12-15-30-17-20/h8,12,15,17-18,21H,4-7,9-11,13-14,16H2,1-3H3,(H,24,25)(H,26,27)(H,28,29)/b19-8+

InChI Key

LWFBNGLRUHINGB-UFWORHAWSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Dialkyl phosphate
Fatty amide
N-acyl-amine
Fatty acyl
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Furan
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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	4.53	ChemAxon
pKa (Strongest Acidic)	1.99	ChemAxon
pKa (Strongest Basic)	1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	138.79 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	125.49 m³·mol⁻¹	ChemAxon
Polarizability	51.16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

101920501

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid (NP0179845)

MOL for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

3D MOL for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

3D SDF for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

3D-SDF for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

PDB for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

3D PDB for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

SMILES for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

INCHI for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

Structure for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)

3D Structure for NP0179845 (2-{[(4e)-7-(furan-3-yl)-1-hydroxy-4-methylhept-4-en-1-ylidene]amino}-4-{[hydroxy((5-methylhexyl)oxy)phosphoryl]oxy}butanoic acid)