NP-MRD: Showing NP-Card for N-1-beta-D-ribofuranosyldamirone C (NP0027394)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 19:33:51 UTC

Updated at

2021-06-29 23:53:29 UTC

NP-MRD ID

NP0027394

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-1-beta-D-ribofuranosyldamirone C

Provided By

JEOL Database JEOL Logo

Description

N-1-beta-D-ribofuranosyldamirone C is found in Strongylodesma aliwaliensis. N-1-beta-D-ribofuranosyldamirone C was first documented in 2004 (Keyzers, R. A., et al.). Based on a literature review very few articles have been published on CHEMBL516924.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121333D          

 39 42  0  0  0  0            999 V2000
   -3.3268   -0.9219    0.5489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -1.0221   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499   -2.3599   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050   -2.4790   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -3.6640   -2.6474 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -3.7832   -3.5722 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2938   -2.5286   -4.4658 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0221   -1.2819   -3.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.0371   -3.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.7967   -2.8655 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    2.2589   -2.7306 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3549    2.8172   -3.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    3.7088   -3.6735 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7661    3.0694   -4.1415 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1380    1.9706   -3.3138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    3.9769   -2.1776 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5437    5.0977   -1.9218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    2.7224   -1.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1228    3.0872   -0.3702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.0489   -2.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.3106   -2.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    0.2251   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    1.3189   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -3.2045   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -4.5225   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -4.6705   -4.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -3.9421   -2.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063   -2.5727   -5.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -2.5267   -4.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    0.5123   -4.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    2.6150   -2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812    4.6216   -4.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5776    3.8030   -4.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605    2.6976   -5.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8997    1.5391   -3.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    4.2214   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051    4.9430   -1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.9679   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.4556   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0  0  0  0
 22  2  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
 21  4  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 11 10  1  0  0  0  0
 21  8  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 20 10  1  0  0  0  0
 21 20  2  0  0  0  0
 22 23  2  0  0  0  0
 16 18  1  0  0  0  0
  2  1  2  0  0  0  0
 20 22  1  0  0  0  0
 14 15  1  0  0  0  0
 16 36  1  1  0  0  0
 18 38  1  1  0  0  0
 11 31  1  1  0  0  0
 13 32  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 37  1  0  0  0  0
 19 39  1  0  0  0  0
  3 24  1  0  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  9 30  1  0  0  0  0
 15 35  1  0  0  0  0
M  END

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.3268   -0.9219    0.5489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -1.0221   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499   -2.3599   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050   -2.4790   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -3.6640   -2.6474 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -3.7832   -3.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -2.5286   -4.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221   -1.2819   -3.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.0371   -3.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.7967   -2.8655 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    2.2589   -2.7306 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3549    2.8172   -3.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    3.7088   -3.6735 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7661    3.0694   -4.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1380    1.9706   -3.3138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    3.9769   -2.1776 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5437    5.0977   -1.9218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    2.7224   -1.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1228    3.0872   -0.3702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.0489   -2.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.3106   -2.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    0.2251   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    1.3189   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -3.2045   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -4.5225   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -4.6705   -4.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -3.9421   -2.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063   -2.5727   -5.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -2.5267   -4.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    0.5123   -4.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    2.6150   -2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812    4.6216   -4.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5776    3.8030   -4.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605    2.6976   -5.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8997    1.5391   -3.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    4.2214   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051    4.9430   -1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.9679   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.4556   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0
 22  2  1  0
 11 12  1  0
  2  3  1  0
  3  4  2  0
 21  4  1  0
 12 13  1  0
 13 16  1  0
 13 14  1  0
 16 17  1  0
 18 19  1  0
 11 10  1  0
 21  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 20 10  1  0
 21 20  2  0
 22 23  2  0
 16 18  1  0
  2  1  2  0
 20 22  1  0
 14 15  1  0
 16 36  1  1
 18 38  1  1
 11 31  1  1
 13 32  1  6
 14 33  1  0
 14 34  1  0
 17 37  1  0
 19 39  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 15 35  1  0
M  END


  Mrv1652306192121333D          

 39 42  0  0  0  0            999 V2000
   -3.3268   -0.9219    0.5489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -1.0221   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499   -2.3599   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050   -2.4790   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -3.6640   -2.6474 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -3.7832   -3.5722 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2938   -2.5286   -4.4658 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0221   -1.2819   -3.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.0371   -3.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.7967   -2.8655 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    2.2589   -2.7306 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3549    2.8172   -3.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    3.7088   -3.6735 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7661    3.0694   -4.1415 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1380    1.9706   -3.3138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    3.9769   -2.1776 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5437    5.0977   -1.9218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    2.7224   -1.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1228    3.0872   -0.3702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.0489   -2.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.3106   -2.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    0.2251   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    1.3189   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -3.2045   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -4.5225   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -4.6705   -4.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -3.9421   -2.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063   -2.5727   -5.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -2.5267   -4.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    0.5123   -4.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    2.6150   -2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812    4.6216   -4.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5776    3.8030   -4.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605    2.6976   -5.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8997    1.5391   -3.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    4.2214   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051    4.9430   -1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.9679   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.4556   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0  0  0  0
 22  2  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
 21  4  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 11 10  1  0  0  0  0
 21  8  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 20 10  1  0  0  0  0
 21 20  2  0  0  0  0
 22 23  2  0  0  0  0
 16 18  1  0  0  0  0
  2  1  2  0  0  0  0
 20 22  1  0  0  0  0
 14 15  1  0  0  0  0
 16 36  1  1  0  0  0
 18 38  1  1  0  0  0
 11 31  1  1  0  0  0
 13 32  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 37  1  0  0  0  0
 19 39  1  0  0  0  0
  3 24  1  0  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  9 30  1  0  0  0  0
 15 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027394

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=C3C4=C2C(=O)C(=O)C([H])=C4N([H])C([H])([H])C3([H])[H])[C@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H16N2O6/c18-5-9-13(21)14(22)15(23-9)17-4-6-1-2-16-7-3-8(19)12(20)11(17)10(6)7/h3-4,9,13-16,18,21-22H,1-2,5H2/t9-,13-,14-,15-/m1/s1

> <INCHI_KEY>
PYFBXVNGGWCUQY-SEWBAHNZSA-N

> <FORMULA>
C15H16N2O6

> <MOLECULAR_WEIGHT>
320.301

> <EXACT_MASS>
320.100836243

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.11700052220776

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-10,11-dione

> <ALOGPS_LOGP>
-0.28

> <JCHEM_LOGP>
-1.2720256546666657

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.892318050658616

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.457032901563899

> <JCHEM_PKA_STRONGEST_BASIC>
-2.980538153256451

> <JCHEM_POLAR_SURFACE_AREA>
121.02000000000001

> <JCHEM_REFRACTIVITY>
79.0316

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-10,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.3268   -0.9219    0.5489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -1.0221   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499   -2.3599   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050   -2.4790   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -3.6640   -2.6474 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -3.7832   -3.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -2.5286   -4.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221   -1.2819   -3.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.0371   -3.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.7967   -2.8655 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    2.2589   -2.7306 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3549    2.8172   -3.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    3.7088   -3.6735 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7661    3.0694   -4.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1380    1.9706   -3.3138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    3.9769   -2.1776 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5437    5.0977   -1.9218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    2.7224   -1.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1228    3.0872   -0.3702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.0489   -2.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.3106   -2.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    0.2251   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    1.3189   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -3.2045   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -4.5225   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -4.6705   -4.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -3.9421   -2.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063   -2.5727   -5.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -2.5267   -4.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    0.5123   -4.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    2.6150   -2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812    4.6216   -4.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5776    3.8030   -4.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605    2.6976   -5.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8997    1.5391   -3.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    4.2214   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051    4.9430   -1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.9679   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.4556   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0
 22  2  1  0
 11 12  1  0
  2  3  1  0
  3  4  2  0
 21  4  1  0
 12 13  1  0
 13 16  1  0
 13 14  1  0
 16 17  1  0
 18 19  1  0
 11 10  1  0
 21  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 20 10  1  0
 21 20  2  0
 22 23  2  0
 16 18  1  0
  2  1  2  0
 20 22  1  0
 14 15  1  0
 16 36  1  1
 18 38  1  1
 11 31  1  1
 13 32  1  6
 14 33  1  0
 14 34  1  0
 17 37  1  0
 19 39  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -3.327  -0.922   0.549  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.527  -1.022  -0.373  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.250  -2.360  -0.987  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.405  -2.479  -2.023  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.055  -3.664  -2.647  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.088  -3.783  -3.572  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.294  -2.529  -4.466  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.022  -1.282  -3.695  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.383   0.037  -3.865  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.218   0.797  -2.865  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.140   2.259  -2.731  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.355   2.817  -3.969  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.454   3.709  -3.674  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.766   3.069  -4.141  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.138   1.971  -3.314  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.410   3.977  -2.178  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.544   5.098  -1.922  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.782   2.722  -1.593  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.123   3.087  -0.370  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.960  -0.049  -2.061  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.798  -1.311  -2.562  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.776   0.225  -0.913  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.867   1.319  -0.375  0.00  0.00           O+0
HETATM   24  H   UNK     0      -2.755  -3.204  -0.539  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.467  -4.523  -2.297  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.041  -4.670  -4.201  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.990  -3.942  -2.968  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.406  -2.573  -5.309  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.309  -2.527  -4.877  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.994   0.512  -4.622  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.168   2.615  -2.601  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.281   4.622  -4.254  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.578   3.803  -4.107  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.660   2.698  -5.166  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.900   1.539  -3.740  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.381   4.221  -1.738  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.205   4.943  -1.013  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.540   1.968  -1.357  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.613   2.456  -0.211  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   22    3    1                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3   21    5                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7   26   27                                             
CONECT    7    6    8   28   29                                             
CONECT    8   21    7    9                                                  
CONECT    9    8   10   30                                                  
CONECT   10   11    9   20                                                  
CONECT   11   18   12   10   31                                             
CONECT   12   11   13                                                       
CONECT   13   12   16   14   32                                             
CONECT   14   13   15   33   34                                             
CONECT   15   14   35                                                       
CONECT   16   13   17   18   36                                             
CONECT   17   16   37                                                       
CONECT   18   11   19   16   38                                             
CONECT   19   18   39                                                       
CONECT   20   10   21   22                                                  
CONECT   21    4    8   20                                                  
CONECT   22    2   23   20                                                  
CONECT   23   22                                                            
CONECT   24    3                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    7                                                            
CONECT   30    9                                                            
CONECT   31   11                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

RDKit          3D

39 42  0  0  0  0  0  0  0  0999 V2000
   -3.3268   -0.9219    0.5489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -1.0221   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499   -2.3599   -0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050   -2.4790   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -3.6640   -2.6474 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -3.7832   -3.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2938   -2.5286   -4.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221   -1.2819   -3.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834    0.0371   -3.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2181    0.7967   -2.8655 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    2.2589   -2.7306 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3549    2.8172   -3.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    3.7088   -3.6735 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7661    3.0694   -4.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1380    1.9706   -3.3138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    3.9769   -2.1776 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5437    5.0977   -1.9218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    2.7224   -1.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1228    3.0872   -0.3702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.0489   -2.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.3106   -2.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    0.2251   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8669    1.3189   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -3.2045   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -4.5225   -2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -4.6705   -4.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -3.9421   -2.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063   -2.5727   -5.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -2.5267   -4.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    0.5123   -4.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    2.6150   -2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812    4.6216   -4.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5776    3.8030   -4.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605    2.6976   -5.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8997    1.5391   -3.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    4.2214   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051    4.9430   -1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.9679   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.4556   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0
 22  2  1  0
 11 12  1  0
  2  3  1  0
  3  4  2  0
 21  4  1  0
 12 13  1  0
 13 16  1  0
 13 14  1  0
 16 17  1  0
 18 19  1  0
 11 10  1  0
 21  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 20 10  1  0
 21 20  2  0
 22 23  2  0
 16 18  1  0
  2  1  2  0
 20 22  1  0
 14 15  1  0
 16 36  1  1
 18 38  1  1
 11 31  1  1
 13 32  1  6
 14 33  1  0
 14 34  1  0
 17 37  1  0
 19 39  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 15 35  1  0
M  END

View in JSmol

Synonyms

Value	Source
N-1-beta-D-Ribofuranosyldamirone C	MeSH

Chemical Formula

C₁₅H₁₆N₂O₆

Average Mass

320.3010 Da

Monoisotopic Mass

320.10084 Da

IUPAC Name

2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-10,11-dione

Traditional Name

2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-10,11-dione

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=C3C4=C2C(=O)C(=O)C([H])=C4N([H])C([H])([H])C3([H])[H])[C@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C15H16N2O6/c18-5-9-13(21)14(22)15(23-9)17-4-6-1-2-16-7-3-8(19)12(20)11(17)10(6)7/h3-4,9,13-16,18,21-22H,1-2,5H2/t9-,13-,14-,15-/m1/s1

InChI Key

PYFBXVNGGWCUQY-SEWBAHNZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Strongylodesma aliwaliensis	JEOL database	Keyzers, R. A., et al, Tetrahedron Letts. 45, 9415 (2004)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Pyrroloquinolines

Direct Parent

Pyrrolo[4,3,2-de]quinolines

Alternative Parents

Substituents

Pyrrolo[4,3,2-de]quinoline
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Indole or derivatives
Aryl ketone
Aralkylamine
Substituted pyrrole
Monosaccharide
Vinylogous amide
Heteroaromatic compound
Pyrrole
Oxolane
Cyclic ketone
Secondary alcohol
Ketone
Azacycle
Oxacycle
Secondary amine
Secondary aliphatic amine
Enamine
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	-0.28	ALOGPS
logP	-1.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.46	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.03 m³·mol⁻¹	ChemAxon
Polarizability	31.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

24716802

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44575357

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Keyzers, R. A., et al. (2004). Keyzers, R. A., et al, Tetrahedron Letts. 45, 9415 (2004). Tetrahedron Lett.

Showing NP-Card for N-1-beta-D-ribofuranosyldamirone C (NP0027394)

MOL for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

3D MOL for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

3D SDF for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

3D-SDF for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

PDB for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

3D PDB for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

SMILES for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

INCHI for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

Structure for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)

3D Structure for NP0027394 (N-1-beta-D-ribofuranosyldamirone C)