NP-MRD: Showing NP-Card for (3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione (NP0331499)

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Record Information

Version

2.0

Created at

2023-02-08 04:02:03 UTC

Updated at

2024-09-03 04:15:56 UTC

NP-MRD ID

NP0331499

Natural Product DOI

https://doi.org/10.57994/0459

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Description

ZINC13416152 belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. (3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione was first documented in 2022 (PMID: 36080412). Based on a literature review very few articles have been published on ZINC13416152.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652302082305022D          

 17 18  0  0  1  0            999 V2000
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  6  0  0  0
  5  7  1  1  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331499

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@](C)(CC)[C@H]1NC(=O)[C@@]2([H])CCCN2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N2O2/c1-3-7(2)9-11(15)13-6-4-5-8(13)10(14)12-9/h7-9H,3-6H2,1-2H3,(H,12,14)/t7-,8+,9+/m0/s1

> <INCHI_KEY>
ZDACRNZBFJOLTC-DJLDLDEBSA-N

> <FORMULA>
C11H18N2O2

> <MOLECULAR_WEIGHT>
210.277

> <EXACT_MASS>
210.136827828

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.797645392669587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,8aR)-3-[(2S)-butan-2-yl]-octahydropyrrolo[1,2-a]pyrazine-1,4-dione

> <JCHEM_LOGP>
0.5316914693333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.884868323161562

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.434801572798776

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3599715467817064

> <JCHEM_POLAR_SURFACE_AREA>
49.410000000000004

> <JCHEM_REFRACTIVITY>
55.88050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,8aR)-3-[(2S)-butan-2-yl]-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-FEB-23         0                                  
HETATM    1  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.454   1.540   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       7.454  -1.540   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       4.626   3.072   0.000  0.00  0.00           H+0
HETATM   12  N   UNK     0       4.787   0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9                                                       
CONECT    9    8                                                            
CONECT   10    2   11   12   15                                             
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   12    4   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₈N₂O₂

Average Mass

210.2770 Da

Monoisotopic Mass

210.13683 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H][C@](C)(CC)[C@H]1NC(=O)[C@@]2([H])CCCN2C1=O

InChI Identifier

InChI=1S/C11H18N2O2/c1-3-7(2)9-11(15)13-6-4-5-8(13)10(14)12-9/h7-9H,3-6H2,1-2H3,(H,12,14)/t7-,8+,9+/m0/s1

InChI Key

ZDACRNZBFJOLTC-DJLDLDEBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
fungicidicus SYH3		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Secondary carboxylic acid amide
Tertiary amine
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
Carbonyl group
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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

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

51521687

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione (NP0331499)

MOL for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

3D MOL for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

3D SDF for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

3D-SDF for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

PDB for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

3D PDB for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

SMILES for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

INCHI for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

Structure for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)

3D Structure for NP0331499 ((3R,8aR)-3-((S)-sec-butyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione)