NP-MRD: Showing NP-Card for Demethylallosamidin (NP0050304)

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Record Information

Version

2.0

Created at

2022-04-27 20:52:06 UTC

Updated at

2022-04-27 20:52:07 UTC

NP-MRD ID

NP0050304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Demethylallosamidin

Description

N-[(2S,3R,4R,5S,6R)-2-{[(2S,3S,4R,5R,6R)-6-{[(3aS,4R,5R,6R,6aS)-4-hydroxy-6-(hydroxymethyl)-2-(methylimino)-hexahydro-2H-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. Demethylallosamidin is found in Streptomyces sp. and Streptomyces sp. AJ9463. Based on a literature review very few articles have been published on N-[(2S,3R,4R,5S,6R)-2-{[(2S,3S,4R,5R,6R)-6-{[(3aS,4R,5R,6R,6aS)-4-hydroxy-6-(hydroxymethyl)-2-(methylimino)-hexahydro-2H-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          

 42 45  0  0  1  0            999 V2000
   -0.0000   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3099   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -1.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5474   -1.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9599   -2.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5474   -2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7224   -2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3099   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -3.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5474   -4.2398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9599   -4.9543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5474   -5.6687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7224   -5.6687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3099   -4.9543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7224   -4.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -4.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724   -5.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -6.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -6.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849   -4.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1974   -4.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0224   -4.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5474    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224    0.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599    0.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971   -2.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  1  0  0  0
 13 14  1  0  0  0  0
 10 15  1  1  0  0  0
 16 15  1  6  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
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  6  0  0  0
 22 23  1  0  0  0  0
 19 24  1  1  0  0  0
 18 25  1  6  0  0  0
 17 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  9 30  1  6  0  0  0
  8 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  4 35  1  6  0  0  0
  3 36  1  6  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
  1 41  1  1  0  0  0
 41 42  1  0  0  0  0
M  END


  Mrv1652304272222522D          

 42 45  0  0  1  0            999 V2000
   -0.0000   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3099   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -1.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5474   -1.3819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9599   -2.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5474   -2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7224   -2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3099   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -3.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5474   -4.2398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9599   -4.9543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5474   -5.6687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7224   -5.6687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3099   -4.9543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7224   -4.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -4.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724   -5.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -6.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -6.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849   -4.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1974   -4.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849   -3.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0224   -4.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849   -2.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5474    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224    0.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599    0.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971   -2.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  1  0  0  0
 13 14  1  0  0  0  0
 10 15  1  1  0  0  0
 16 15  1  6  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
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  6  0  0  0
 22 23  1  0  0  0  0
 19 24  1  1  0  0  0
 18 25  1  6  0  0  0
 17 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  9 30  1  6  0  0  0
  8 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  4 35  1  6  0  0  0
  3 36  1  6  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
  1 41  1  1  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC1=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/C24H40N4O14/c1-7(32)26-13-16(35)15(34)10(5-30)38-22(13)41-21-11(6-31)39-23(14(18(21)37)27-8(2)33)40-20-9(4-29)19-12(17(20)36)28-24(25-3)42-19/h9-23,29-31,34-37H,4-6H2,1-3H3,(H,25,28)(H,26,32)(H,27,33)/t9-,10-,11+,12+,13-,14-,15-,16-,17-,18-,19+,20-,21-,22+,23+/m1/s1

> <INCHI_KEY>
NYHHTEVXEUTBMH-LOATXVACSA-N

> <FORMULA>
C24H40N4O14

> <MOLECULAR_WEIGHT>
608.598

> <EXACT_MASS>
608.254101984

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
61.14330975205369

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3R,4R,5S,6S)-2-{[(3aS,4R,5R,6R,6aS)-4-hydroxy-6-(hydroxymethyl)-2-(methylamino)-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>
-2.54

> <JCHEM_LOGP>
-6.111193690666667

> <ALOGPS_LOGS>
-1.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.296184929620289

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.824122085372272

> <JCHEM_PKA_STRONGEST_BASIC>
6.768578148987461

> <JCHEM_POLAR_SURFACE_AREA>
270.34999999999997

> <JCHEM_REFRACTIVITY>
133.4152

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.11e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3R,4R,5S,6S)-2-{[(3aS,4R,5R,6R,6aS)-4-hydroxy-6-(hydroxymethyl)-2-(methylamino)-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  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+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  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.905  -1.246   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.445  -1.246   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.215  -2.580   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.755  -2.580   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.525  -3.913   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.755  -5.247   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.215  -5.247   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.445  -3.913   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.445  -6.581   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.905  -6.581   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -5.525  -6.581   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.755  -7.914   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.525  -9.248   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.755 -10.582   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.215 -10.582   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.445  -9.248   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.215  -7.914   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.905  -9.248   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.135 -10.582   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.445 -11.915   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.525 -11.915   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      -7.065  -9.248   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -7.835  -7.914   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -7.065  -6.581   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -9.375  -7.914   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.065  -3.913   0.000  0.00  0.00           O+0
HETATM   31  N   UNK     0      -5.525  -1.246   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      -4.755   0.088   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.215   0.088   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -5.525   1.421   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.476   1.465   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0       2.929   0.000   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.929  -2.492   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0       5.374  -1.246   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       6.144   0.088   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.476  -3.956   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.555  -5.101   0.000  0.00  0.00           O+0
CONECT    1    2    5   41                                                  
CONECT    2    1    3   38                                                  
CONECT    3    2    4   36                                                  
CONECT    4    3    5   35                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   31                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   26                                                  
CONECT   18   17   19   25                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   19                                                            
CONECT   25   18                                                            
CONECT   26   17   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30    9                                                            
CONECT   31    8   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35    4                                                            
CONECT   36    3   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37    2                                                       
CONECT   39   37   40                                                       
CONECT   40   39                                                            
CONECT   41    1   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
N-[(2S,3R,4R,5S,6R)-2-{[(2S,3S,4R,5R,6R)-6-{[(3as,4R,5R,6R,6as)-4-hydroxy-6-(hydroxymethyl)-2-(methylimino)-hexahydro-2H-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

C₂₄H₄₀N₄O₁₄

Average Mass

608.5980 Da

Monoisotopic Mass

608.25410 Da

IUPAC Name

N-[(2R,3R,4R,5S,6S)-2-{[(3aS,4R,5R,6R,6aS)-4-hydroxy-6-(hydroxymethyl)-2-(methylamino)-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

CNC1=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/C24H40N4O14/c1-7(32)26-13-16(35)15(34)10(5-30)38-22(13)41-21-11(6-31)39-23(14(18(21)37)27-8(2)33)40-20-9(4-29)19-12(17(20)36)28-24(25-3)42-19/h9-23,29-31,34-37H,4-6H2,1-3H3,(H,25,28)(H,26,32)(H,27,33)/t9-,10-,11+,12+,13-,14-,15-,16-,17-,18-,19+,20-,21-,22+,23+/m1/s1

InChI Key

NYHHTEVXEUTBMH-LOATXVACSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces sp.	Bacteria	KNApSAcK
Streptomyces sp. AJ9463	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
Oxazolidine
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
Imine
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	-2.5	ALOGPS
logP	-6.1	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	11.82	ChemAxon
pKa (Strongest Basic)	6.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	270.35 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	133.42 m³·mol⁻¹	ChemAxon
Polarizability	61.14 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

163084797

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Demethylallosamidin (NP0050304)

MOL for NP0050304 (Demethylallosamidin)

3D MOL for NP0050304 (Demethylallosamidin)

3D SDF for NP0050304 (Demethylallosamidin)

3D-SDF for NP0050304 (Demethylallosamidin)

PDB for NP0050304 (Demethylallosamidin)

3D PDB for NP0050304 (Demethylallosamidin)

SMILES for NP0050304 (Demethylallosamidin)

INCHI for NP0050304 (Demethylallosamidin)

Structure for NP0050304 (Demethylallosamidin)

3D Structure for NP0050304 (Demethylallosamidin)