NP-MRD: Showing NP-Card for 1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one (NP0151554)

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Record Information

Version

2.0

Created at

2022-09-02 07:52:54 UTC

Updated at

2022-09-02 07:52:54 UTC

NP-MRD ID

NP0151554

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

Description

1-Hydroxy-6-methoxy-3-(2-methylpropyl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one 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. Based on a literature review very few articles have been published on 1-hydroxy-6-methoxy-3-(2-methylpropyl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    4.1082    1.7981   -1.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130    0.7304   -1.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    0.0894   -0.1677 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2574   -1.3493   -0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -1.9669    0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9468   -1.2887    0.2504 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1807   -1.3518    1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -2.4421    2.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400   -0.4165    1.2534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9970    0.7369    0.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8080    0.5351   -0.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275    0.1823   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1509   -0.0474   -1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    1.2609    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4157    1.0880    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    2.2904   -0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4195    0.0700    0.0519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5967    2.5223   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223    2.3167   -2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    1.4414   -0.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871    0.6076    0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627   -1.8623   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380   -1.5013    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3213   -1.6488    1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1396   -3.0641    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7072   -1.7519   -0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932   -3.3883    1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4065    1.6090    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.3290   -1.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801    1.4443   -1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -0.7625    0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4598   -1.0970   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0990    0.5378   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7032    0.2488   -2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841    2.2338    0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243    1.1969    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8486    1.3278    0.5263 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  1  0
  5  6  1  0
  6 17  1  0
 17 15  1  0
 15 16  2  0
 15 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
 17  3  1  0
  7  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  1
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  6
 10 28  1  1
 11 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
  8 27  1  0
M  END


  Mrv1652309022209522D          

 17 18  0  0  0  0            999 V2000
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 N   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  1  0  0  0  0
  4  5  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
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  3 17  1  0  0  0  0
  6 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0151554

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CCC2N1C(=O)C(CC(C)C)N=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N2O3/c1-7(2)6-8-12(16)14-9(11(15)13-8)4-5-10(14)17-3/h7-10H,4-6H2,1-3H3,(H,13,15)

> <INCHI_KEY>
IGUOFJDAFYIRET-UHFFFAOYSA-N

> <FORMULA>
C12H20N2O3

> <MOLECULAR_WEIGHT>
240.303

> <EXACT_MASS>
240.147392512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.735292147170316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-hydroxy-6-methoxy-3-(2-methylpropyl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

> <ALOGPS_LOGP>
0.46

> <JCHEM_LOGP>
1.3235429623333328

> <ALOGPS_LOGS>
-1.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.093188873825298

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.660262687936254

> <JCHEM_PKA_STRONGEST_BASIC>
1.455953740194772

> <JCHEM_POLAR_SURFACE_AREA>
62.13

> <JCHEM_REFRACTIVITY>
62.37070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxy-6-methoxy-3-(2-methylpropyl)-3H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.924   1.777   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.925  -5.153   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.924  -4.383   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       3.590  -2.073   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    3    6                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₂₀N₂O₃

Average Mass

240.3030 Da

Monoisotopic Mass

240.14739 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1CCC2N1C(=O)C(CC(C)C)N=C2O

InChI Identifier

InChI=1S/C12H20N2O3/c1-7(2)6-8-12(16)14-9(11(15)13-8)4-5-10(14)17-3/h7-10H,4-6H2,1-3H3,(H,13,15)

InChI Key

IGUOFJDAFYIRET-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 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
2,5-dioxopiperazine
Dioxopiperazine
N-alkylpiperazine
Piperazine
1,4-diazinane
Tertiary carboxylic acid amide
Pyrrolidine
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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
logP	0.46	ALOGPS
logP	1.32	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	4.66	ChemAxon
pKa (Strongest Basic)	1.46	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	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

162982641

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one (NP0151554)

MOL for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

3D MOL for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

3D SDF for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

3D-SDF for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

PDB for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

3D PDB for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

SMILES for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

INCHI for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

Structure for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)

3D Structure for NP0151554 (1-hydroxy-6-methoxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one)