MiMeDB: Showing metabocard for A-500359 M1 (MMDBc0012286)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:51:30 UTC

Update Date

2022-08-31 06:34:25 UTC

Metabolite ID

MMDBc0012286

Metabolite Identification

Common Name

A-500359 M1

Description

A-500359 M1 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). A-500359 M1 is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105512D          

 50 52  0  0  1  0            999 V2000
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966   -3.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6716   -7.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3361   -6.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1867   -8.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5925   -5.2275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0405   -4.6144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800   -5.9420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0307   -7.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3662   -8.1168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156   -6.6957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5223   -8.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4130   -5.1413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102   -7.2769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120   -3.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3731   -5.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8882   -4.4573    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -4.0953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -5.3993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608   -6.5832    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
 10  1  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  1  0  0  0  0
 21 15  1  0  0  0  0
 22 14  1  0  0  0  0
 24 19  2  0  0  0  0
 25  4  1  4  0  0  0
 25 10  2  0  0  0  0
 26  5  1  4  0  0  0
 26 20  2  0  0  0  0
 27 13  2  0  0  0  0
 27 23  1  0  0  0  0
 28  6  1  0  0  0  0
 21 28  1  6  0  0  0
 28 23  1  0  0  0  0
 29 10  1  0  0  0  0
 11 30  1  6  0  0  0
 31 13  1  0  0  0  0
 14 32  1  6  0  0  0
 15 33  1  1  0  0  0
 34 19  1  0  0  0  0
 35 20  1  0  0  0  0
 36 23  2  0  0  0  0
 37  2  1  0  0  0  0
 16 37  1  1  0  0  0
 38 12  1  0  0  0  0
 38 22  1  0  0  0  0
 39 17  1  0  0  0  0
 39 21  1  0  0  0  0
 18 40  1  6  0  0  0
 22 40  1  1  0  0  0
 41  7  1  0  0  0  0
 42  8  1  0  0  0  0
 42 41  1  0  0  0  0
 11 43  1  1  0  0  0
 14 44  1  6  0  0  0
 15 45  1  6  0  0  0
 16 46  1  6  0  0  0
 47 17  1  0  0  0  0
 18 48  1  1  0  0  0
 21 49  1  1  0  0  0
 22 50  1  6  0  0  0
M  END


  Mrv1652305152105512D          

 50 52  0  0  1  0            999 V2000
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9966   -3.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6716   -7.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3361   -6.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1867   -8.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5925   -5.2275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0405   -4.6144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800   -5.9420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0307   -7.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3662   -8.1168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156   -6.6957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5223   -8.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4130   -5.1413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102   -7.2769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120   -3.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3731   -5.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8882   -4.4573    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -4.0953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -5.3993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608   -6.5832    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
 10  1  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  1  0  0  0  0
 14 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  1  0  0  0  0
 21 15  1  0  0  0  0
 22 14  1  0  0  0  0
 24 19  2  0  0  0  0
 25  4  1  4  0  0  0
 25 10  2  0  0  0  0
 26  5  1  4  0  0  0
 26 20  2  0  0  0  0
 27 13  2  0  0  0  0
 27 23  1  0  0  0  0
 28  6  1  0  0  0  0
 21 28  1  6  0  0  0
 28 23  1  0  0  0  0
 29 10  1  0  0  0  0
 11 30  1  6  0  0  0
 31 13  1  0  0  0  0
 14 32  1  6  0  0  0
 15 33  1  1  0  0  0
 34 19  1  0  0  0  0
 35 20  1  0  0  0  0
 36 23  2  0  0  0  0
 37  2  1  0  0  0  0
 16 37  1  1  0  0  0
 38 12  1  0  0  0  0
 38 22  1  0  0  0  0
 39 17  1  0  0  0  0
 39 21  1  0  0  0  0
 18 40  1  6  0  0  0
 22 40  1  1  0  0  0
 41  7  1  0  0  0  0
 42  8  1  0  0  0  0
 42 41  1  0  0  0  0
 11 43  1  1  0  0  0
 14 44  1  6  0  0  0
 15 45  1  6  0  0  0
 16 46  1  6  0  0  0
 47 17  1  0  0  0  0
 18 48  1  1  0  0  0
 21 49  1  1  0  0  0
 22 50  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0012286

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=NCCSSCCN=C(C)O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H33N5O12S2/c1-10(29)25-4-7-41-42-8-5-26-20(35)12-9-11(30)14(32)22(38-12)40-18(19(24)34)17-16(37-2)15(33)21(39-17)28-6-3-13(31)27-23(28)36/h3,6,9,11,14-18,21-22,30,32-33H,4-5,7-8H2,1-2H3,(H2,24,34)(H,25,29)(H,26,35)(H,27,31,36)/t11-,14+,15-,16+,17?,18+,21-,22+/m1/s1

> <INCHI_KEY>
ZUCKJVVXVVOESY-ZSCLZSGASA-N

> <FORMULA>
C23H33N5O12S2

> <MOLECULAR_WEIGHT>
635.66

> <EXACT_MASS>
635.156713871

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
61.37471053099382

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2R,3S,4R)-3,4-dihydroxy-6-{[2-({2-[(1-hydroxyethylidene)amino]ethyl}disulfanyl)ethyl]-C-hydroxycarbonimidoyl}-3,4-dihydro-2H-pyran-2-yl]oxy}-2-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-3-methoxyoxolan-2-yl]ethanimidic acid

> <ALOGPS_LOGP>
-0.07

> <JCHEM_LOGP>
-4.890810054290502

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.092825592650311

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.741200858606219

> <JCHEM_PKA_STRONGEST_BASIC>
11.843909160622252

> <JCHEM_POLAR_SURFACE_AREA>
259.7699999999999

> <JCHEM_REFRACTIVITY>
159.36820000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2R,3S,4R)-3,4-dihydroxy-6-{[2-({2-[(1-hydroxyethylidene)amino]ethyl}disulfanyl)ethyl]-C-hydroxycarbonimidoyl}-3,4-dihydro-2H-pyran-2-yl]oxy}-2-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)-3-methoxyoxolan-2-yl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.194  -6.631   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.454 -14.066   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.827 -12.660   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.549 -15.312   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.439  -9.758   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.409  -8.614   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.669 -11.092   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.391 -13.744   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       8.002  -6.160   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -8.002  -4.620   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       1.334  -3.850   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      10.017 -15.151   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      10.296 -12.499   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.175 -16.719   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.667 -10.780   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.971  -9.597   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.859 -13.584   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       9.729  -7.107   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.163 -10.772   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   41  S   UNK     0      -4.001  -3.850   0.000  0.00  0.00           S+0
HETATM   42  S   UNK     0      -2.667  -4.620   0.000  0.00  0.00           S+0
HETATM   43  H   UNK     0       1.334 -10.010   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.667  -7.700   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      10.991  -8.320   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       8.212  -7.644   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.711 -10.079   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.335  -7.700   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       8.700 -12.289   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.001 -10.010   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   37                                                            
CONECT    3    6   13                                                       
CONECT    4    7   25                                                       
CONECT    5    8   26                                                       
CONECT    6    3   28                                                       
CONECT    7    4   41                                                       
CONECT    8    5   42                                                       
CONECT    9   11   12                                                       
CONECT   10    1   25   29                                                  
CONECT   11    9   14   30   43                                             
CONECT   12    9   20   38                                                  
CONECT   13    3   27   31                                                  
CONECT   14   11   22   32   44                                             
CONECT   15   16   21   33   45                                             
CONECT   16   15   17   37   46                                             
CONECT   17   16   18   39   47                                             
CONECT   18   17   19   40   48                                             
CONECT   19   18   24   34                                                  
CONECT   20   12   26   35                                                  
CONECT   21   15   28   39   49                                             
CONECT   22   14   38   40   50                                             
CONECT   23   27   28   36                                                  
CONECT   24   19                                                            
CONECT   25    4   10                                                       
CONECT   26    5   20                                                       
CONECT   27   13   23                                                       
CONECT   28    6   21   23                                                  
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   23                                                            
CONECT   37    2   16                                                       
CONECT   38   12   22                                                       
CONECT   39   17   21                                                       
CONECT   40   18   22                                                       
CONECT   41    7   42                                                       
CONECT   42    8   41                                                       
CONECT   43   11                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

Synonyms

Not Available

Molecular Formula

C₂₃H₃₃N₅O₁₂S₂

Average Mass

635.66

Monoisotopic Mass

635.156713871

IUPAC Name

(2S)-2-{[(2R,3S,4R)-3,4-dihydroxy-6-{[2-({2-[(1-hydroxyethylidene)amino]ethyl}disulfanyl)ethyl]-C-hydroxycarbonimidoyl}-3,4-dihydro-2H-pyran-2-yl]oxy}-2-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-3-methoxyoxolan-2-yl]ethanimidic acid

Traditional Name

(2S)-2-{[(2R,3S,4R)-3,4-dihydroxy-6-{[2-({2-[(1-hydroxyethylidene)amino]ethyl}disulfanyl)ethyl]-C-hydroxycarbonimidoyl}-3,4-dihydro-2H-pyran-2-yl]oxy}-2-[(3S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)-3-methoxyoxolan-2-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=NCCSSCCN=C(C)O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC

InChI Identifier

InChI=1S/C23H33N5O12S2/c1-10(29)25-4-7-41-42-8-5-26-20(35)12-9-11(30)14(32)22(38-12)40-18(19(24)34)17-16(37-2)15(33)21(39-17)28-6-3-13(31)27-23(28)36/h3,6,9,11,14-18,21-22,30,32-33H,4-5,7-8H2,1-2H3,(H2,24,34)(H,25,29)(H,26,35)(H,27,31,36)/t11-,14+,15-,16+,17?,18+,21-,22+/m1/s1

InChI Key

ZUCKJVVXVVOESY-ZSCLZSGASA-N

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

Disaccharide
N-glycosyl compound
Pyrimidone
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
Vinylogous amide
Acetamide
Dialkyldisulfide
Carboxamide group
Lactam
Organic disulfide
Primary carboxylic acid amide
Secondary alcohol
Secondary carboxylic acid amide
Urea
Organoheterocyclic compound
Azacycle
Sulfenyl compound
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Acetal
Ether
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organosulfur compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	-0.07	ALOGPS
logP	-4.9	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-3.7	ChemAxon
pKa (Strongest Basic)	11.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	259.77 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	159.37 m³·mol⁻¹	ChemAxon
Polarizability	61.37 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	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1		Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437684

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586414

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for A-500359 M1 (MMDBc0012286)

MOL for #<Metabolite:0x0000556b692b83e0>

3D MOL for #<Metabolite:0x0000556b692b83e0>

3D SDF for #<Metabolite:0x0000556b692b83e0>

3D-SDF for #<Metabolite:0x0000556b692b83e0>

PDB for #<Metabolite:0x0000556b692b83e0>

3D PDB for #<Metabolite:0x0000556b692b83e0>

SMILES for #<Metabolite:0x0000556b692b83e0>

INCHI for #<Metabolite:0x0000556b692b83e0>

Structure for #<Metabolite:0x0000556b692b83e0>

3D Structure for #<Metabolite:0x0000556b692b83e0>