NP-MRD: Showing NP-Card for 3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide (NP0335220)

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Record Information

Version

2.0

Created at

2024-09-11 00:36:24 UTC

Updated at

2024-09-11 00:36:24 UTC

NP-MRD ID

NP0335220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide

Description

3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide belongs to the class of organic compounds known as n-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Based on a literature review very few articles have been published on 3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262303082D          

 14 14  0  0  0  0            999 V2000
   -0.4131   -0.3394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8887   -2.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -2.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536   -1.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3401   -0.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0535   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0535    0.5621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261    0.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0434    1.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565    1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263    2.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0535    2.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  5  6  1  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 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)CCN1CC(O)C(O)C1CO

> <INCHI_IDENTIFIER>
InChI=1/C8H16N2O4/c9-7(13)1-2-10-3-6(12)8(14)5(10)4-11/h5-6,8,11-12,14H,1-4H2,(H2,9,13)

> <INCHI_KEY>
ARJIGPTXXUGWDZ-UHFFFAOYNA-N

> <FORMULA>
C8H16N2O4

> <MOLECULAR_WEIGHT>
204.226

> <EXACT_MASS>
204.111007003

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.413579376954573

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]propanamide

> <JCHEM_LOGP>
-2.9643068726666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.61995367743148

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.310287446933975

> <JCHEM_PKA_STRONGEST_BASIC>
8.482857142461585

> <JCHEM_POLAR_SURFACE_AREA>
107.02

> <JCHEM_REFRACTIVITY>
48.512800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  N   UNK     0      -0.771  -0.634   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.802  -1.778   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.033  -3.112   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.659  -4.518   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.618  -3.820   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.473  -2.792   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.635  -1.260   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.967  -0.490   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.967   1.049   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.169   0.854   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.081   1.942   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.479   3.430   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.609   4.518   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -1.967   3.828   0.000  0.00  0.00           N+0
CONECT    1    2    7   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    3    5    7                                                  
CONECT    7    1    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈H₁₆N₂O₄

Average Mass

204.2260 Da

Monoisotopic Mass

204.11101 Da

IUPAC Name

3-[3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]propanamide

Traditional Name

3-[3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]propanamide

CAS Registry Number

Not Available

SMILES

NC(=O)CCN1CC(O)C(O)C1CO

InChI Identifier

InChI=1/C8H16N2O4/c9-7(13)1-2-10-3-6(12)8(14)5(10)4-11/h5-6,8,11-12,14H,1-4H2,(H2,9,13)

InChI Key

ARJIGPTXXUGWDZ-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as n-alkylpyrrolidines. These are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

N-alkylpyrrolidines

Direct Parent

N-alkylpyrrolidines

Alternative Parents

Substituents

N-alkylpyrrolidine
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
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	-3	ChemAxon
pKa (Strongest Acidic)	13.31	ChemAxon
pKa (Strongest Basic)	8.48	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.02 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	48.51 m³·mol⁻¹	ChemAxon
Polarizability	20.41 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide (NP0335220)

MOL for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

3D MOL for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

3D SDF for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

3D-SDF for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

PDB for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

3D PDB for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

SMILES for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

INCHI for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

Structure for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)

3D Structure for NP0335220 (3,4-Dihydroxy-2-hydroxymethyl-1-pyrrolidinepropanamide)