NP-MRD: Showing NP-Card for [(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid (NP0308659)

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Record Information

Version

2.0

Created at

2022-09-11 02:36:34 UTC

Updated at

2022-09-11 02:36:34 UTC

NP-MRD ID

NP0308659

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -1.4468   -1.9678   -3.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6445   -1.5642   -3.1860 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -0.9906   -2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1237   -0.9314   -1.5053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0467   -1.8445   -1.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3896    0.1400   -0.5718 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7949   -0.0030   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030   -1.1985    0.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635    0.0884    0.5129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5491    1.3092    1.3102 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5892    2.2727    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5038    3.4842    1.3329 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788    3.8361    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2706    1.6398   -0.0597 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162    0.2119   -0.0415 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2540   -0.4327   -1.2961 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700   -0.3492   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -0.4575   -0.1120 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9830    0.6643    0.2309 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492    0.3447    0.6865 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.4447    1.3303   -0.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9586   -1.0718    0.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778    0.6357    2.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.5059    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3007    0.2131    1.9920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -1.7951    1.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6447   -2.7300   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2740    1.0937   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4701    0.0269   -0.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984    0.8338    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036   -1.1123    1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5046   -0.7560    1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549    1.4733    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9321    2.1824   -0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600   -1.1282   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8960    0.6623   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8260   -1.3984   -0.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5987    0.5454    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3459   -0.4391    2.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437   -2.3121    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 14  1  0
 15 14  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 23  1  0
 20 21  2  0
 20 22  2  0
 18 24  1  0
 24 25  1  0
 24 26  1  0
 16  3  1  0
  3  2  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
 15  9  1  0
 24 15  1  0
  8 31  1  0
  7 29  1  0
  7 30  1  0
  6 28  1  6
  9 32  1  1
 10 33  1  0
 12 13  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  6
 23 38  1  0
 25 39  1  0
 26 40  1  0
  2  1  1  0
  5 27  1  0
M  END


  Mrv1652309112204362D          

 24 26  0  0  1  0            999 V2000
   -0.1712   -0.6979    0.0000 N   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    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
    4.0668    0.1271    0.0000 O   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663   -2.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458   -2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333   -3.1306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458   -3.8451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583   -4.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -4.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603   -3.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5958   -2.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253   -0.9950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
  4 23  1  0  0  0  0
 23 12  1  1  0  0  0
 23 24  1  0  0  0  0
  2 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308659

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1[C@@H]2NC(=N)N[C@]22N(CC(OS(O)(=O)=O)C2(O)O)C(=N)N1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N6O8S/c10-6-12-5-3(2-16)15(19)7(11)14-1-4(23-24(20,21)22)9(17,18)8(5,14)13-6/h3-5,11,16-19H,1-2H2,(H3,10,12,13)(H,20,21,22)/t3-,4?,5-,8-/m0/s1

> <INCHI_KEY>
AXKNFGCPJPRVCA-LIIKNNTCSA-N

> <FORMULA>
C9H16N6O8S

> <MOLECULAR_WEIGHT>
368.32

> <EXACT_MASS>
368.075032673

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.546343563000892

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(4R,10aS,10bS)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <JCHEM_LOGP>
-3.7617218838178617

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.847449176746979

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8861217171876241

> <JCHEM_PKA_STRONGEST_BASIC>
8.649795952983755

> <JCHEM_POLAR_SURFACE_AREA>
222.75999999999996

> <JCHEM_REFRACTIVITY>
93.86129999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(4R,10aS,10bS)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  N   UNK     0      -0.320  -1.303   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.258   2.547   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.591  -2.843   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.604  -4.349   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.072  -4.510   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.302  -5.844   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       3.072  -7.178   0.000  0.00  0.00           S+0
HETATM   17  O   UNK     0       3.842  -8.511   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.738  -7.948   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.406  -6.408   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.446  -3.103   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.112  -3.873   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.541  -1.857   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   23                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20   14   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20    4   12   24                                             
CONECT   24   23    2                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₆N₆O₈S

Average Mass

368.3200 Da

Monoisotopic Mass

368.07503 Da

IUPAC Name

[(4R,10aS,10bS)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

Traditional Name

[(4R,10aS,10bS)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC[C@H]1[C@@H]2NC(=N)N[C@]22N(CC(OS(O)(=O)=O)C2(O)O)C(=N)N1O

InChI Identifier

InChI=1S/C9H16N6O8S/c10-6-12-5-3(2-16)15(19)7(11)14-1-4(23-24(20,21)22)9(17,18)8(5,14)13-6/h3-5,11,16-19H,1-2H2,(H3,10,12,13)(H,20,21,22)/t3-,4?,5-,8-/m0/s1

InChI Key

AXKNFGCPJPRVCA-LIIKNNTCSA-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

Classification

Not classified

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	-3.8	ChemAxon
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	8.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	222.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.86 m³·mol⁻¹	ChemAxon
Polarizability	31.55 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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid (NP0308659)

MOL for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D MOL for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D SDF for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D-SDF for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

PDB for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D PDB for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

SMILES for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

INCHI for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

Structure for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D Structure for NP0308659 ([(3as,4r,10as)-5,10,10-trihydroxy-4-(hydroxymethyl)-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)