NP-MRD: Showing NP-Card for n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid (NP0330634)

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Record Information

Version

2.0

Created at

2022-09-12 16:10:20 UTC

Updated at

2022-09-12 16:10:20 UTC

NP-MRD ID

NP0330634

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid

Description

N-[5-(1,2-dihydroxyethyl)-2-oxo-2,5-dihydrofuran-3-yl]ethanimidic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. N-[5-(1,2-dihydroxyethyl)-2-oxo-2,5-dihydrofuran-3-yl]ethanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171500542D          

 14 14  0  0  0  0            999 V2000
   -0.1467    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -2.2438    0.0000 O   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
  2  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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330634

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)NC1=CC(OC1=O)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C8H11NO5/c1-4(11)9-5-2-7(6(12)3-10)14-8(5)13/h2,6-7,10,12H,3H2,1H3,(H,9,11)

> <INCHI_KEY>
XBJZBELDKOKZKH-UHFFFAOYSA-N

> <FORMULA>
C8H11NO5

> <MOLECULAR_WEIGHT>
201.178

> <EXACT_MASS>
201.063722458

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.860360044595424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[5-(1,2-dihydroxyethyl)-2-oxo-2,5-dihydrofuran-3-yl]acetamide

> <ALOGPS_LOGP>
-0.81

> <JCHEM_LOGP>
-2.0610462846666664

> <ALOGPS_LOGS>
-0.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.791930051146498

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.037526989330452

> <JCHEM_PKA_STRONGEST_BASIC>
-2.977585495738012

> <JCHEM_POLAR_SURFACE_AREA>
95.86

> <JCHEM_REFRACTIVITY>
46.2411

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.35e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[5-(1,2-dihydroxyethyl)-2-oxo-5H-furan-3-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -0.274   5.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.608   3.620   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.060   3.620   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.109  -2.943   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.014  -4.188   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
N-[5-(1,2-Dihydroxyethyl)-2-oxo-2,5-dihydrofuran-3-yl]ethanimidate	Generator

Chemical Formula

C₈H₁₁NO₅

Average Mass

201.1780 Da

Monoisotopic Mass

201.06372 Da

IUPAC Name

N-[5-(1,2-dihydroxyethyl)-2-oxo-2,5-dihydrofuran-3-yl]acetamide

Traditional Name

N-[5-(1,2-dihydroxyethyl)-2-oxo-5H-furan-3-yl]acetamide

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=CC(OC1=O)C(O)CO

InChI Identifier

InChI=1S/C8H11NO5/c1-4(11)9-5-2-7(6(12)3-10)14-8(5)13/h2,6-7,10,12H,3H2,1H3,(H,9,11)

InChI Key

XBJZBELDKOKZKH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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 and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) 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 and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
2-furanone
Dihydrofuran
Acetamide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
1,2-diol
Carboxamide group
Carboxylic acid ester
Lactone
Secondary carboxylic acid amide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Primary alcohol
Organonitrogen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	-0.81	ALOGPS
logP	-2.1	ChemAxon
logS	-0.5	ALOGPS
pKa (Strongest Acidic)	12.04	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.86 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.24 m³·mol⁻¹	ChemAxon
Polarizability	18.86 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

5231999

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid (NP0330634)

MOL for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

3D MOL for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

3D SDF for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

3D-SDF for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

PDB for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

3D PDB for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

SMILES for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

INCHI for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

Structure for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)

3D Structure for NP0330634 (n-[5-(1,2-dihydroxyethyl)-2-oxo-5h-furan-3-yl]ethanimidic acid)