NP-MRD: Showing NP-Card for (-)-Allosamidin (NP0050303)

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Record Information

Version

2.0

Created at

2022-04-27 20:52:03 UTC

Updated at

2022-04-27 20:52:03 UTC

NP-MRD ID

NP0050303

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Allosamidin

Description

N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5S,6R)-6-{[(3aS,4R,5R,6R,6aS)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazol-5-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. (-)-Allosamidin is found in Streptomyces sp. AJ9463 and Streptomyces sp. No.1713. Based on a literature review very few articles have been published on N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5S,6R)-6-{[(3aS,4R,5R,6R,6aS)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazol-5-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304272222522D          

 43 46  0  0  1  0            999 V2000
   -0.0000   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1167   -1.3819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5292   -2.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1167   -2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2917   -2.8109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8792   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -3.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -3.5253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7667   -4.2398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5917   -4.2398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0042   -3.5253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5917   -2.8109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7667   -2.8109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0042   -2.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8292   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8292   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0042   -4.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -4.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -4.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -4.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -5.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    0.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    0.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  2  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 10 14  1  6  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  1  0  0  0
 21 22  1  0  0  0  0
 18 23  1  6  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  6  0  0  0
 30 31  1  0  0  0  0
 27 32  1  1  0  0  0
 26 33  1  6  0  0  0
 25 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 17 38  1  1  0  0  0
 16 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  9 43  1  1  0  0  0
M  END


  Mrv1652304272222522D          

 43 46  0  0  1  0            999 V2000
   -0.0000   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1167   -1.3819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5292   -2.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1167   -2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2917   -2.8109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8792   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -3.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -3.5253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7667   -4.2398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5917   -4.2398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0042   -3.5253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5917   -2.8109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7667   -2.8109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0042   -2.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8292   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8292   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0042   -4.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -4.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -4.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -4.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -5.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    0.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    0.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  2  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 10 14  1  6  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  1  0  0  0
 21 22  1  0  0  0  0
 18 23  1  6  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  6  0  0  0
 30 31  1  0  0  0  0
 27 32  1  1  0  0  0
 26 33  1  6  0  0  0
 25 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 17 38  1  1  0  0  0
 16 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  9 43  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0050303

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)C1=N[C@H]2[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H](O)[C@@H]3NC(C)=O)[C@H](CO)[C@@H]2O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H42N4O14/c1-8(33)26-14-17(36)16(35)11(6-31)39-23(14)42-22-12(7-32)40-24(15(19(22)38)27-9(2)34)41-21-10(5-30)20-13(18(21)37)28-25(43-20)29(3)4/h10-24,30-32,35-38H,5-7H2,1-4H3,(H,26,33)(H,27,34)/t10-,11-,12-,13+,14-,15+,16-,17-,18-,19-,20+,21-,22-,23+,24+/m1/s1

> <INCHI_KEY>
MDWNFWDBQGOKNZ-KTNPNXSQSA-N

> <FORMULA>
C25H42N4O14

> <MOLECULAR_WEIGHT>
622.625

> <EXACT_MASS>
622.269752048

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
62.633720054006524

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3S,4R,5S,6R)-2-{[(3aS,4R,5R,6R,6aS)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazol-5-yl]oxy}-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

> <ALOGPS_LOGP>
-2.34

> <JCHEM_LOGP>
-5.849217625

> <ALOGPS_LOGS>
-1.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.272379852411767

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.806896219604832

> <JCHEM_PKA_STRONGEST_BASIC>
6.811319444940496

> <JCHEM_POLAR_SURFACE_AREA>
261.56

> <JCHEM_REFRACTIVITY>
138.70989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.94e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3S,4R,5S,6R)-2-{[(3aS,4R,5R,6R,6aS)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazol-5-yl]oxy}-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  O   UNK     0      -0.000  -2.492   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.000   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.905  -1.246   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.445  -1.246   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -3.215  -2.580   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.215   0.088   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.405  -3.956   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.375  -5.101   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.374  -1.246   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.144  -2.580   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.684  -2.580   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.454  -3.913   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.684  -5.247   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.144  -5.247   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.374  -3.913   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.374  -6.581   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.834  -6.581   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.454  -6.581   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.994  -6.581   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.764  -7.914   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.304  -7.914   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.074  -6.581   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.304  -5.247   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.764  -5.247   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.074  -3.913   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.614  -3.913   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      14.614  -6.581   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      13.074  -9.248   0.000  0.00  0.00           O+0
HETATM   34  N   UNK     0       9.994  -9.248   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       8.454  -9.248   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.684  -7.914   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       7.684 -10.582   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.994  -3.913   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0       8.454  -1.246   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       7.684   0.088   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.144   0.088   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.454   1.421   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       3.405   1.465   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3   10   43                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   39                                                  
CONECT   17   16   18   38                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   18   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   34                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   24                                                       
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   27                                                            
CONECT   33   26                                                            
CONECT   34   25   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   17                                                            
CONECT   39   16   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43    9                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Value	Source
N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5S,6R)-6-{[(3as,4R,5R,6R,6as)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-3ah,4H,5H,6H,6ah-cyclopenta[D][1,3]oxazol-5-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidate	Generator

Chemical Formula

C₂₅H₄₂N₄O₁₄

Average Mass

622.6250 Da

Monoisotopic Mass

622.26975 Da

IUPAC Name

N-[(2R,3S,4R,5S,6R)-2-{[(3aS,4R,5R,6R,6aS)-2-(dimethylamino)-4-hydroxy-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazol-5-yl]oxy}-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Traditional Name

CAS Registry Number

Not Available

SMILES

CN(C)C1=N[C@H]2[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H](O)[C@@H]3NC(C)=O)[C@H](CO)[C@@H]2O1

InChI Identifier

InChI=1S/C25H42N4O14/c1-8(33)26-14-17(36)16(35)11(6-31)39-23(14)42-22-12(7-32)40-24(15(19(22)38)27-9(2)34)41-21-10(5-30)20-13(18(21)37)28-25(43-20)29(3)4/h10-24,30-32,35-38H,5-7H2,1-4H3,(H,26,33)(H,27,34)/t10-,11-,12-,13+,14-,15+,16-,17-,18-,19-,20+,21-,22-,23+,24+/m1/s1

InChI Key

MDWNFWDBQGOKNZ-KTNPNXSQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces sp. AJ9463	Bacteria	KNApSAcK
Streptomyces sp. No.1713	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acyl-alpha-hexosamines

Alternative Parents

Substituents

N-acyl-alpha-hexosamine
O-glycosyl compound
Glycosyl compound
Disaccharide
Oxane
Acetamide
Oxazoline
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Isourea
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.3	ALOGPS
logP	-5.8	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	11.81	ChemAxon
pKa (Strongest Basic)	6.81	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	261.56 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	138.71 m³·mol⁻¹	ChemAxon
Polarizability	62.63 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162901102

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Allosamidin (NP0050303)

MOL for NP0050303 ((-)-Allosamidin)

3D MOL for NP0050303 ((-)-Allosamidin)

3D SDF for NP0050303 ((-)-Allosamidin)

3D-SDF for NP0050303 ((-)-Allosamidin)

PDB for NP0050303 ((-)-Allosamidin)

3D PDB for NP0050303 ((-)-Allosamidin)

SMILES for NP0050303 ((-)-Allosamidin)

INCHI for NP0050303 ((-)-Allosamidin)

Structure for NP0050303 ((-)-Allosamidin)

3D Structure for NP0050303 ((-)-Allosamidin)