NP-MRD: Showing NP-Card for N-1-beta-D-ribosylfuranosylmakaluvic acid C (NP0028098)

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Record Information

Version

2.0

Created at

2021-06-19 20:04:41 UTC

Updated at

2021-06-29 23:54:39 UTC

NP-MRD ID

NP0028098

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-1-beta-D-ribosylfuranosylmakaluvic acid C

Provided By

JEOL Database JEOL Logo

Description

N-1-beta-D-ribosylfuranosylmakaluvic acid C is found in Strongylodesma aliwaliensis. N-1-beta-D-ribosylfuranosylmakaluvic acid C was first documented in 2005 (Keyzers, R. A., et al.). Based on a literature review very few articles have been published on CHEMBL481236.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122043D          

 38 40  0  0  0  0            999 V2000
    3.5993   -0.5018    1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314    0.4238    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9914    1.5701    1.1173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    2.6528    0.1885 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1761    2.9631    0.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4198    1.6834    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    1.4035   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    0.0625   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6514   -0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0352    0.1107   -1.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.1235   -1.2154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0995    1.3746   -1.7471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0698    1.3698   -3.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    0.0755    0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5500   -0.3657    0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.8963    0.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7100   -2.2419    0.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0439   -0.5421    0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -1.9520    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1901   -2.6966    0.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722   -2.4228    0.3938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    0.4729    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    1.5478    1.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    3.5398    0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0622    2.3411   -0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8543    3.4967    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    3.6075   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    2.0437   -0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.5807   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997   -0.7661   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    1.4231   -1.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    2.2820   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1429   -3.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    1.0604    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928   -1.3453    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.7347    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -2.8176    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -3.3614    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0  0  0  0
 16  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
 22  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
 22  6  1  0  0  0  0
 11 14  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8 18  1  0  0  0  0
 18 22  2  0  0  0  0
  9  8  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 12 13  1  0  0  0  0
 19 21  1  0  0  0  0
  5  6  1  0  0  0  0
  2  1  2  0  0  0  0
 14 34  1  1  0  0  0
 16 36  1  1  0  0  0
  9 29  1  6  0  0  0
 11 30  1  6  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 15 35  1  0  0  0  0
 17 37  1  0  0  0  0
 13 33  1  0  0  0  0
  5 26  1  0  0  0  0
  5 27  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 28  1  0  0  0  0
 21 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.5993   -0.5018    1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314    0.4238    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9914    1.5701    1.1173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    2.6528    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761    2.9631    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198    1.6834    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    1.4035   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    0.0625   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6514   -0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0352    0.1107   -1.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.1235   -1.2154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0995    1.3746   -1.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698    1.3698   -3.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    0.0755    0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5500   -0.3657    0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.8963    0.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7100   -2.2419    0.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0439   -0.5421    0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -1.9520    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1901   -2.6966    0.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722   -2.4228    0.3938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    0.4729    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    1.5478    1.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    3.5398    0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0622    2.3411   -0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8543    3.4967    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    3.6075   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    2.0437   -0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.5807   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997   -0.7661   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    1.4231   -1.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    2.2820   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1429   -3.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    1.0604    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928   -1.3453    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.7347    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -2.8176    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -3.3614    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 16  9  1  0
  9 10  1  0
 10 11  1  0
  5  4  1  0
 22  2  1  0
  2  3  1  0
  3  4  1  0
 22  6  1  0
 11 14  1  0
 11 12  1  0
 14 15  1  0
 16 17  1  0
  6  7  2  0
  7  8  1  0
  8 18  1  0
 18 22  2  0
  9  8  1  0
 18 19  1  0
 19 20  2  0
 12 13  1  0
 19 21  1  0
  5  6  1  0
  2  1  2  0
 14 34  1  1
 16 36  1  1
  9 29  1  6
 11 30  1  6
 12 31  1  0
 12 32  1  0
 15 35  1  0
 17 37  1  0
 13 33  1  0
  5 26  1  0
  5 27  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 28  1  0
 21 38  1  0
M  END


  Mrv1652306192122043D          

 38 40  0  0  0  0            999 V2000
    3.5993   -0.5018    1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314    0.4238    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9914    1.5701    1.1173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    2.6528    0.1885 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1761    2.9631    0.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4198    1.6834    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    1.4035   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    0.0625   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6514   -0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0352    0.1107   -1.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.1235   -1.2154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0995    1.3746   -1.7471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0698    1.3698   -3.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    0.0755    0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5500   -0.3657    0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.8963    0.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7100   -2.2419    0.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0439   -0.5421    0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -1.9520    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1901   -2.6966    0.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722   -2.4228    0.3938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    0.4729    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    1.5478    1.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    3.5398    0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0622    2.3411   -0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8543    3.4967    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    3.6075   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    2.0437   -0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.5807   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997   -0.7661   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    1.4231   -1.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    2.2820   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1429   -3.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    1.0604    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928   -1.3453    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.7347    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -2.8176    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -3.3614    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0  0  0  0
 16  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
 22  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
 22  6  1  0  0  0  0
 11 14  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8 18  1  0  0  0  0
 18 22  2  0  0  0  0
  9  8  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 12 13  1  0  0  0  0
 19 21  1  0  0  0  0
  5  6  1  0  0  0  0
  2  1  2  0  0  0  0
 14 34  1  1  0  0  0
 16 36  1  1  0  0  0
  9 29  1  6  0  0  0
 11 30  1  6  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 15 35  1  0  0  0  0
 17 37  1  0  0  0  0
 13 33  1  0  0  0  0
  5 26  1  0  0  0  0
  5 27  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 28  1  0  0  0  0
 21 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C2C(=C([H])N1[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@@]1([H])O[H])C([H])([H])C([H])([H])N([H])C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O7/c16-4-6-9(17)10(18)12(22-6)15-3-5-1-2-14-11(19)7(5)8(15)13(20)21/h3,6,9-10,12,16-18H,1-2,4H2,(H,14,19)(H,20,21)/t6-,9-,10-,12-/m1/s1

> <INCHI_KEY>
VVUIITZEIIWLAQ-XYHAGOFUSA-N

> <FORMULA>
C13H16N2O7

> <MOLECULAR_WEIGHT>
312.278

> <EXACT_MASS>
312.095750863

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.480824995755782

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-2H,4H,5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid

> <ALOGPS_LOGP>
-1.37

> <JCHEM_LOGP>
-1.8150323150000005

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.455323273857921

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.141171579895905

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7276566707632086

> <JCHEM_POLAR_SURFACE_AREA>
141.25

> <JCHEM_REFRACTIVITY>
71.83149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    3.5993   -0.5018    1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314    0.4238    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9914    1.5701    1.1173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    2.6528    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761    2.9631    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198    1.6834    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    1.4035   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    0.0625   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6514   -0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0352    0.1107   -1.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.1235   -1.2154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0995    1.3746   -1.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698    1.3698   -3.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    0.0755    0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5500   -0.3657    0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.8963    0.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7100   -2.2419    0.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0439   -0.5421    0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -1.9520    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1901   -2.6966    0.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722   -2.4228    0.3938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    0.4729    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    1.5478    1.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    3.5398    0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0622    2.3411   -0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8543    3.4967    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    3.6075   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    2.0437   -0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.5807   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997   -0.7661   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    1.4231   -1.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    2.2820   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1429   -3.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    1.0604    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928   -1.3453    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.7347    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -2.8176    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -3.3614    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 16  9  1  0
  9 10  1  0
 10 11  1  0
  5  4  1  0
 22  2  1  0
  2  3  1  0
  3  4  1  0
 22  6  1  0
 11 14  1  0
 11 12  1  0
 14 15  1  0
 16 17  1  0
  6  7  2  0
  7  8  1  0
  8 18  1  0
 18 22  2  0
  9  8  1  0
 18 19  1  0
 19 20  2  0
 12 13  1  0
 19 21  1  0
  5  6  1  0
  2  1  2  0
 14 34  1  1
 16 36  1  1
  9 29  1  6
 11 30  1  6
 12 31  1  0
 12 32  1  0
 15 35  1  0
 17 37  1  0
 13 33  1  0
  5 26  1  0
  5 27  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 28  1  0
 21 38  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       3.599  -0.502   1.959  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.231   0.424   1.246  0.00  0.00           C+0
HETATM    3  N   UNK     0       3.991   1.570   1.117  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.681   2.653   0.189  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.176   2.963   0.095  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.420   1.683   0.003  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.177   1.403  -0.510  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.060   0.063  -0.321  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.287  -0.651  -0.683  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.035   0.111  -1.661  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.409   0.124  -1.215  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.099   1.375  -1.747  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.070   1.370  -3.175  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.341   0.076   0.301  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.550  -0.366   0.899  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.196  -0.896   0.532  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.710  -2.242   0.536  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.044  -0.542   0.275  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.126  -1.952   0.555  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.190  -2.697   0.816  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.372  -2.423   0.394  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.957   0.473   0.534  0.00  0.00           C+0
HETATM   23  H   UNK     0       4.879   1.548   1.602  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.239   3.540   0.504  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.062   2.341  -0.791  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.854   3.497   0.998  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.977   3.607  -0.768  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.555   2.044  -0.987  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.987  -1.581  -1.179  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.900  -0.766  -1.631  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.143   1.423  -1.424  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.583   2.282  -1.418  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.153   1.143  -3.423  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.078   1.060   0.705  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.493  -1.345   0.914  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.720  -0.735   1.504  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.939  -2.818   0.736  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.336  -3.361   0.661  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   22    3    1                                                  
CONECT    3    2    4   23                                                  
CONECT    4    5    3   24   25                                             
CONECT    5    4    6   26   27                                             
CONECT    6   22    7    5                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7   18    9                                                  
CONECT    9   16   10    8   29                                             
CONECT   10    9   11                                                       
CONECT   11   10   14   12   30                                             
CONECT   12   11   13   31   32                                             
CONECT   13   12   33                                                       
CONECT   14   16   11   15   34                                             
CONECT   15   14   35                                                       
CONECT   16   14    9   17   36                                             
CONECT   17   16   37                                                       
CONECT   18    8   22   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   38                                                       
CONECT   22    2    6   18                                                  
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    5                                                            
CONECT   28    7                                                            
CONECT   29    9                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   21                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    3.5993   -0.5018    1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314    0.4238    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9914    1.5701    1.1173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    2.6528    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761    2.9631    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198    1.6834    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    1.4035   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600    0.0625   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -0.6514   -0.6829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0352    0.1107   -1.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.1235   -1.2154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0995    1.3746   -1.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698    1.3698   -3.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    0.0755    0.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5500   -0.3657    0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.8963    0.5319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7100   -2.2419    0.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0439   -0.5421    0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -1.9520    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1901   -2.6966    0.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722   -2.4228    0.3938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    0.4729    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    1.5478    1.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    3.5398    0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0622    2.3411   -0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8543    3.4967    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    3.6075   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    2.0437   -0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -1.5807   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997   -0.7661   -1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    1.4231   -1.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    2.2820   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1429   -3.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    1.0604    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928   -1.3453    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.7347    1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -2.8176    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -3.3614    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 16  9  1  0
  9 10  1  0
 10 11  1  0
  5  4  1  0
 22  2  1  0
  2  3  1  0
  3  4  1  0
 22  6  1  0
 11 14  1  0
 11 12  1  0
 14 15  1  0
 16 17  1  0
  6  7  2  0
  7  8  1  0
  8 18  1  0
 18 22  2  0
  9  8  1  0
 18 19  1  0
 19 20  2  0
 12 13  1  0
 19 21  1  0
  5  6  1  0
  2  1  2  0
 14 34  1  1
 16 36  1  1
  9 29  1  6
 11 30  1  6
 12 31  1  0
 12 32  1  0
 15 35  1  0
 17 37  1  0
 13 33  1  0
  5 26  1  0
  5 27  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 28  1  0
 21 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₆N₂O₇

Average Mass

312.2780 Da

Monoisotopic Mass

312.09575 Da

IUPAC Name

2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-2H,4H,5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid

Traditional Name

2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C2C(=C([H])N1[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@@]1([H])O[H])C([H])([H])C([H])([H])N([H])C2=O

InChI Identifier

InChI=1S/C13H16N2O7/c16-4-6-9(17)10(18)12(22-6)15-3-5-1-2-14-11(19)7(5)8(15)13(20)21/h3,6,9-10,12,16-18H,1-2,4H2,(H,14,19)(H,20,21)/t6-,9-,10-,12-/m1/s1

InChI Key

VVUIITZEIIWLAQ-XYHAGOFUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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, J. Nat. Prod. 68, 506 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

N-glycosyl compound
Pentose monosaccharide
Pyrrolopyridine
Pyrrole-2-carboxylic acid or derivatives
Pyrrole-2-carboxylic acid
Monosaccharide
Pyridine
Substituted pyrrole
Heteroaromatic compound
Oxolane
Vinylogous amide
Pyrrole
Carboxamide group
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Alcohol
Primary alcohol
Organopnictogen compound
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	-1.4	ALOGPS
logP	-1.8	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	5.14	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	141.25 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.83 m³·mol⁻¹	ChemAxon
Polarizability	29.48 Å³	ChemAxon
Number of Rings	3	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

9384218

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11209156

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Keyzers, R. A., et al. (2005). Keyzers, R. A., et al, J. Nat. Prod. 68, 506 (2005). J. Nat. Prod..

Showing NP-Card for N-1-beta-D-ribosylfuranosylmakaluvic acid C (NP0028098)

MOL for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

3D MOL for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

3D SDF for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

3D-SDF for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

PDB for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

3D PDB for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

SMILES for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

INCHI for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

Structure for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)

3D Structure for NP0028098 (N-1-beta-D-ribosylfuranosylmakaluvic acid C)