NP-MRD: Showing NP-Card for N'-Hydroxyneosaxitoxin (NP0335264)

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Record Information

Version

2.0

Created at

2024-09-11 00:48:34 UTC

Updated at

2024-09-11 00:48:35 UTC

NP-MRD ID

NP0335264

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N'-Hydroxyneosaxitoxin

Description

N'-Hydroxyneosaxitoxin 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 N'-Hydroxyneosaxitoxin.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262303202D          

 23 25  0  0  0  0            999 V2000
    0.3389   -1.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533   -1.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389    0.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389    0.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458    1.1809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -0.1540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307    0.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7557    0.5135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4823    1.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7678    0.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533    1.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    2.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0613    2.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2742    1.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7752    2.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7678    0.1010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    1.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389   -2.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533   -2.7865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -2.7865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3756   -3.6115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4823   -0.3115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 19  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  5 15  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 17  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
 15 16  1  0  0  0  0
 15 18  1  0  0  0  0
 17 23  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335264

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ONC(=O)OCC1C2NC(=N)NC22N(CCC2(O)O)C(=N)N1O

> <INCHI_IDENTIFIER>
InChI=1/C10H17N7O6/c11-6-13-5-4(3-23-8(18)15-21)17(22)7(12)16-2-1-9(19,20)10(5,16)14-6/h4-5,12,19-22H,1-3H2,(H,15,18)(H3,11,13,14)

> <INCHI_KEY>
YBDAUZJLBCGWOB-UHFFFAOYNA-N

> <FORMULA>
C10H17N7O6

> <MOLECULAR_WEIGHT>
331.289

> <EXACT_MASS>
331.124031295

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.352307304317783

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{5,10,10-trihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl}methyl N-hydroxycarbamate

> <JCHEM_LOGP>
-2.9333558380300073

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA>
10.745635087404281

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.295085889436304

> <JCHEM_PKA_STRONGEST_BASIC>
8.997584656124209

> <JCHEM_POLAR_SURFACE_AREA>
197.48999999999998

> <JCHEM_REFRACTIVITY>
91.9516

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{5,10,10-trihydroxy-2,6-diimino-hexahydropyrrolo[1,2-c]purin-4-yl}methyl N-hydroxycarbamate

> <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  O   UNK     0       0.633  -2.891   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.966  -2.121   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.966  -0.581   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.633   0.189   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.633   1.729   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.832   2.204   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      -0.832  -0.287   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.737   0.959   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -3.277   0.959   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       4.634   2.499   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.300   1.729   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.966   2.499   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.646   4.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.114   4.166   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.512   2.759   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.447   4.161   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       3.300   0.189   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      -1.981   3.219   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.633  -4.431   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.966  -5.201   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      -0.701  -5.201   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -0.701  -6.741   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.634  -0.581   0.000  0.00  0.00           O+0
CONECT    1    2   19                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6   12   15                                             
CONECT    6    5    8                                                       
CONECT    7    4    8                                                       
CONECT    8    6    7    9                                                  
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11   10   12   17                                                  
CONECT   12    5   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    5   14   16   18                                             
CONECT   16   15                                                            
CONECT   17    3   11   23                                                  
CONECT   18   15                                                            
CONECT   19    1   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   17                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₇N₇O₆

Average Mass

331.2890 Da

Monoisotopic Mass

331.12403 Da

IUPAC Name

{5,10,10-trihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl}methyl N-hydroxycarbamate

Traditional Name

{5,10,10-trihydroxy-2,6-diimino-hexahydropyrrolo[1,2-c]purin-4-yl}methyl N-hydroxycarbamate

CAS Registry Number

Not Available

SMILES

ONC(=O)OCC1C2NC(=N)NC22N(CCC2(O)O)C(=N)N1O

InChI Identifier

InChI=1/C10H17N7O6/c11-6-13-5-4(3-23-8(18)15-21)17(22)7(12)16-2-1-9(19,20)10(5,16)14-6/h4-5,12,19-22H,1-3H2,(H,15,18)(H3,11,13,14)

InChI Key

YBDAUZJLBCGWOB-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 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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Saxitoxins, gonyautoxins, and derivatives

Sub Class

Not Available

Direct Parent

Saxitoxins, gonyautoxins, and derivatives

Alternative Parents

Substituents

Saxitoxin-gonyautoxin skeleton
Imidazopyrimidine
Alkaloid or derivatives
1,3-diazinane
N-hydroxyguanidine
Imidazolidine
Pyrrolidine
Guanidine
Azacycle
Carboximidamide
Polyol
Organoheterocyclic compound
Carbonyl hydrate
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Imine
Organic oxygen compound
Hydrocarbon derivative
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	-2.9	ChemAxon
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	9	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	197.49 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.95 m³·mol⁻¹	ChemAxon
Polarizability	29.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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 N'-Hydroxyneosaxitoxin (NP0335264)

MOL for NP0335264 (N'-Hydroxyneosaxitoxin)

3D MOL for NP0335264 (N'-Hydroxyneosaxitoxin)

3D SDF for NP0335264 (N'-Hydroxyneosaxitoxin)

3D-SDF for NP0335264 (N'-Hydroxyneosaxitoxin)

PDB for NP0335264 (N'-Hydroxyneosaxitoxin)

3D PDB for NP0335264 (N'-Hydroxyneosaxitoxin)

SMILES for NP0335264 (N'-Hydroxyneosaxitoxin)

INCHI for NP0335264 (N'-Hydroxyneosaxitoxin)

Structure for NP0335264 (N'-Hydroxyneosaxitoxin)

3D Structure for NP0335264 (N'-Hydroxyneosaxitoxin)