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Showing NP-Card for Protogonyautoxin 3 (NP0337271)

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Record Information
Version2.0
Created at2024-09-11 10:06:38 UTC
Updated at2024-09-11 10:06:38 UTC
NP-MRD IDNP0337271
Secondary Accession NumbersNone
Natural Product Identification
Common NameProtogonyautoxin 3
DescriptionProtogonyautoxin 3 belongs to the class of organic compounds known as saxitoxins, gonyautoxins, and derivatives. Saxitoxins, gonyautoxins, and derivatives are compounds with a structure based on a 2,6-diamino-4-methyl-pyrrolo[1,2-c]purin-10-ol skeleton. Based on a literature review very few articles have been published on Protogonyautoxin 3.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337271 (Protogonyautoxin 3)


  Mrv2104 05262312382D          

 31 33  0  0  0  0            999 V2000
   -1.7504    2.7879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232    2.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    1.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3438    1.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3438    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699   -0.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699   -0.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550   -1.2162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    0.1176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404   -0.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -0.5494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588   -0.1368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    0.2757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601   -2.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6476   -2.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733   -2.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3438   -1.3743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588   -0.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -1.3743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352   -4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6476   -3.6968    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -4.1092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660   -3.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6981   -1.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831   -1.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535   -1.2312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504    3.6129    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654    4.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354    4.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 28  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  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  0  0  0  0
  8 26  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
M  END
Download

3D MOL for NP0337271 (Protogonyautoxin 3)

Download
3D SDF for NP0337271 (Protogonyautoxin 3)

  Mrv2104 05262312382D          

 31 33  0  0  0  0            999 V2000
   -1.7504    2.7879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232    2.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    1.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3438    1.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3438    0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699   -0.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699   -0.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550   -1.2162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550    0.1176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404   -0.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -0.5494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588   -0.1368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    0.2757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601   -2.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6476   -2.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733   -2.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3438   -1.3743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588   -0.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -1.3743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352   -4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6476   -3.6968    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -4.1092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660   -3.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6981   -1.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831   -1.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535   -1.2312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504    3.6129    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654    4.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354    4.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 28  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  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  0  0  0  0
  8 26  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337271

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ON1C(COC(=O)NS(O)(=O)=O)C2NC(=N)NC22N(CC(OS(O)(=O)=O)C2(O)O)C1=N

> <INCHI_IDENTIFIER>
InChI=1/C10H17N7O12S2/c11-6-13-5-3(2-28-8(18)15-30(22,23)24)17(21)7(12)16-1-4(29-31(25,26)27)10(19,20)9(5,16)14-6/h3-5,12,19-21H,1-2H2,(H,15,18)(H3,11,13,14)(H,22,23,24)(H,25,26,27)

> <INCHI_KEY>
HUDHMIUZDXZZRC-UHFFFAOYNA-N

> <FORMULA>
C10H17N7O12S2

> <MOLECULAR_WEIGHT>
491.4

> <EXACT_MASS>
491.037661363

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.8417385982311

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[5,10,10-trihydroxy-2,6-diimino-4-({[(sulfoamino)carbonyl]oxy}methyl)-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <JCHEM_LOGP>
-4.381433015020512

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-1.4178011993727435

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.0707710992378567

> <JCHEM_PKA_STRONGEST_BASIC>
8.402125717241459

> <JCHEM_POLAR_SURFACE_AREA>
295.22999999999996

> <JCHEM_REFRACTIVITY>
112.09569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[5,10,10-trihydroxy-2,6-diimino-4-({[(sulfoamino)carbonyl]oxy}methyl)-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0337271 (Protogonyautoxin 3)
Download
PDB for NP0337271 (Protogonyautoxin 3)
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      -3.267   5.204   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.976   4.365   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.603   5.063   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.976   2.825   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.642   2.054   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.642   0.515   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.690  -0.255   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.690  -1.795   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.156  -2.270   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       2.156   0.220   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.062  -1.026   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.602  -1.026   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -1.976  -0.255   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -3.311   0.515   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.979  -5.566   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.209  -4.234   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.323  -4.072   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -0.642  -2.565   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -1.976  -1.795   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -3.311  -2.565   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       0.439  -8.233   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0       1.209  -6.901   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0       2.544  -7.671   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.123  -6.131   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.170  -3.594   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.835  -2.824   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.460  -2.298   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      -3.267   6.744   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0      -4.602   7.514   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.933   7.514   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.869   8.233   0.000  0.00  0.00           O+0
CONECT    1    2   28                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9   18   26                                             
CONECT    9    8   11                                                       
CONECT   10    7   11                                                       
CONECT   11    9   10   12                                                  
CONECT   12   11                                                            
CONECT   13    6   14   19                                                  
CONECT   14   13                                                            
CONECT   15   16   22                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18    8   17   19                                                  
CONECT   19   13   18   20                                                  
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   15   21   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   26                                                            
CONECT   26    8   16   25   27                                             
CONECT   27   26                                                            
CONECT   28    1   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

Download
3D PDB for NP0337271 (Protogonyautoxin 3)
Download
SMILES for NP0337271 (Protogonyautoxin 3)
ON1C(COC(=O)NS(O)(=O)=O)C2NC(=N)NC22N(CC(OS(O)(=O)=O)C2(O)O)C1=N
Download
INCHI for NP0337271 (Protogonyautoxin 3)
InChI=1/C10H17N7O12S2/c11-6-13-5-3(2-28-8(18)15-30(22,23)24)17(21)7(12)16-1-4(29-31(25,26)27)10(19,20)9(5,16)14-6/h3-5,12,19-21H,1-2H2,(H,15,18)(H3,11,13,14)(H,22,23,24)(H,25,26,27)
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H17N7O12S2
Average Mass491.4000 Da
Monoisotopic Mass491.03766 Da
IUPAC Name[5,10,10-trihydroxy-2,6-diimino-4-({[(sulfoamino)carbonyl]oxy}methyl)-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid
Traditional Name[5,10,10-trihydroxy-2,6-diimino-4-({[(sulfoamino)carbonyl]oxy}methyl)-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid
CAS Registry NumberNot Available
SMILES
ON1C(COC(=O)NS(O)(=O)=O)C2NC(=N)NC22N(CC(OS(O)(=O)=O)C2(O)O)C1=N
InChI Identifier
InChI=1/C10H17N7O12S2/c11-6-13-5-3(2-28-8(18)15-30(22,23)24)17(21)7(12)16-1-4(29-31(25,26)27)10(19,20)9(5,16)14-6/h3-5,12,19-21H,1-2H2,(H,15,18)(H3,11,13,14)(H,22,23,24)(H,25,26,27)
InChI KeyHUDHMIUZDXZZRC-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as saxitoxins, gonyautoxins, and derivatives. These are compounds with a structure based on a 2,6-diamino-4-methyl-pyrrolo[1,2-c]purin-10-ol skeleton.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassSaxitoxins, gonyautoxins, and derivatives  
Sub ClassNot Available
Direct ParentSaxitoxins, gonyautoxins, and derivatives  
Alternative Parents
Substituents
  • Saxitoxin-gonyautoxin skeleton
    • 

  • Imidazopyrimidine
    • 

  • Alkaloid or derivatives
    • 

  • 1,3-diazinane
    • 

  • Sulfuric acid ester
    • 

  • Alkyl sulfate
    • 

  • N-hydroxyguanidine
    • 

  • Sulfuric acid monoester
    • 

  • Sulfate-ester
    • 

  • Imidazolidine
    • 

  • Organic sulfuric acid or derivatives
    • 

  • Pyrrolidine
    • 

  • Guanidine
    • 

  • Carbonyl hydrate
    • 

  • Polyol
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Carboximidamide
    • 

  • Organonitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Imine
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-4.4ChemAxon
pKa (Strongest Acidic)-2.1ChemAxon
pKa (Strongest Basic)8.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area295.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity112.1 m³·mol⁻¹ChemAxon
Polarizability39.84 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References