NP-MRD: Showing NP-Card for 3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide (NP0261508)

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Record Information

Version

2.0

Created at

2022-09-08 03:58:07 UTC

Updated at

2022-09-08 03:58:07 UTC

NP-MRD ID

NP0261508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide

Description

Sakacin P belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Thus, sakacin p is considered to be a fatty amide lipid molecule. Sakacin P is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. The best known sakacins are sakacin A, G, K, P, and Q. In particular, sakacin A and P have been well characterized. Sakacin G is a 37 amino acid long (small) polypeptide. Sakacin TSakacin X is a class IIa bacteriocin. It is produced from a single operon with sakacin X; there are three distinct promoters in the operon, the two sakacins are chemically distinct, though similar. Some have been engineered for production in food environments as well.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 30  0  0  0  0  0  0  0  0999 V2000
    2.6622   -1.7924    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9962   -0.4609   -0.0695 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7916   -0.2881    0.7122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4436   -0.1802    0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244   -0.2282   -1.2095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183   -0.0138    0.7385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8893    0.1045    0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0499    1.2763   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1837   -1.1542   -0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8665    0.2516    1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    0.6622    0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670    1.6255    0.9089 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2096    0.6382   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1541    1.7105   -0.4187 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4869   -0.2950   -1.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9869   -2.3270   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913   -2.4179    0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4699   -1.5880    0.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7737   -0.4861   -1.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8598   -0.2476    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    2.1538   -0.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406    0.9849   -1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321    1.4542   -0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3098   -1.8583   -0.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3510   -0.9324   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0673   -1.6276   -0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5516   -0.3955    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877    1.3000    1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8813   -0.0377    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5783    1.8058    0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104    2.3636   -1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 14 31  1  0
M  END


  Mrv0541 02241221202D          

 15 14  0  0  0  0            999 V2000
    5.1414    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    1.7309    0.0000 C   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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(NC(=O)OC(C)(C)C)C(=O)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O4/c1-5(6(12)7(10)13)11-8(14)15-9(2,3)4/h5H,1-4H3,(H2,10,13)(H,11,14)

> <INCHI_KEY>
VMETVXNVLXCEFC-UHFFFAOYSA-N

> <FORMULA>
C9H16N2O4

> <MOLECULAR_WEIGHT>
216.2343

> <EXACT_MASS>
216.11100701

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.47864960205327

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tert-butyl N-(1-carbamoyl-1-oxopropan-2-yl)carbamate

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
0.395663126

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.777594574270644

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.277370035351858

> <JCHEM_PKA_STRONGEST_BASIC>
-3.97466876102609

> <JCHEM_POLAR_SURFACE_AREA>
98.49

> <JCHEM_REFRACTIVITY>
52.538500000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tert-butyl N-(1-carbamoyl-1-oxopropan-2-yl)carbamate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       9.597   2.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.264   6.311   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.596   4.771   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       6.930   2.461   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      10.931   4.771   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.265   2.461   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      13.598   4.771   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.162   2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.702   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.266   3.231   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Value	Source
Tert-butyl 3-amino-1-methyl-2,3-dioxopropylcarbamate	HMDB

Chemical Formula

C₉H₁₆N₂O₄

Average Mass

216.2343 Da

Monoisotopic Mass

216.11101 Da

IUPAC Name

tert-butyl N-(1-carbamoyl-1-oxopropan-2-yl)carbamate

Traditional Name

tert-butyl N-(1-carbamoyl-1-oxopropan-2-yl)carbamate

CAS Registry Number

Not Available

SMILES

CC(NC(=O)OC(C)(C)C)C(=O)C(N)=O

InChI Identifier

InChI=1S/C9H16N2O4/c1-5(6(12)7(10)13)11-8(14)15-9(2,3)4/h5H,1-4H3,(H2,10,13)(H,11,14)

InChI Key

VMETVXNVLXCEFC-UHFFFAOYSA-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 fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

Fatty amides

Alternative Parents

Substituents

Fatty amide
Carbamic acid ester
Carboxamide group
Ketone
Carbonic acid derivative
Primary carboxylic acid amide
Carboxylic acid derivative
Carbonyl group
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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	0.15	ALOGPS
logP	0.4	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	13.28	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	98.49 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	52.54 m³·mol⁻¹	ChemAxon
Polarizability	21.48 Å³	ChemAxon
Number of Rings	0	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

HMDB0038239

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017527

KNApSAcK ID

Not Available

Chemspider ID

340095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sakacin

METLIN ID

Not Available

PubChem Compound

383827

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide (NP0261508)

MOL for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

3D MOL for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

3D SDF for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

3D-SDF for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

PDB for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

3D PDB for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

SMILES for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

INCHI for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

Structure for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)

3D Structure for NP0261508 (3-{[tert-butoxy(hydroxy)methylidene]amino}-2-oxobutanamide)