NP-MRD: Showing NP-Card for 1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one (NP0210602)

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Record Information

Version

2.0

Created at

2022-09-05 08:29:54 UTC

Updated at

2022-09-05 08:29:54 UTC

NP-MRD ID

NP0210602

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one

Description

Akashin A 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). Based on a literature review very few articles have been published on Akashin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052210292D          

 32 36  0  0  1  0            999 V2000
    0.1292   -5.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9362   -5.0362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1911   -4.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9981   -4.0800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2530   -3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -2.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9431   -2.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582   -3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0409   -3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -1.8029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0409   -1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582   -1.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -1.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9981   -1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7521   -1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1810   -1.8029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4666   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7521   -3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -4.6931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3571   -4.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952   -5.4777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8472   -6.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882   -5.6492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2333   -6.4339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
  5 26  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
   -3.4069   -0.7757   -1.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2958   -1.4415   -0.9947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2160   -0.6327   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.2731    0.1748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2010    1.2751    0.1132 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1192    1.1639   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9670   -0.0028   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    0.1418   -0.5217 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136   -1.0787   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2396   -1.3514   -0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370   -2.6581   -1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7184   -3.6818   -0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1958   -5.3712   -0.8647 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4006   -3.3966   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -2.0826   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7073   -1.4142   -0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -2.0986    0.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6616    2.4655   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    2.7809   -0.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511    3.3481    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    4.7338    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5234    5.3870    0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5715    7.1537    0.4042 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6870    4.6591    0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6635    3.2792    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776    2.6065    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6025   -0.2054    1.5254 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6263   -0.7882    2.2903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8175   -1.0931    1.4306 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9529   -0.2701    1.4455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8351   -2.0294    0.2765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1415   -3.2524    0.5851 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3485   -1.0518   -2.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    0.3278   -1.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3975   -1.0674   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9634   -2.3160   -1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2125    0.8877   -0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9570   -0.5715   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6619   -2.9464   -1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6861   -4.1707   -0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630    3.7575   -0.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6013    5.2393    0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5982    5.2158    0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    2.7721    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9772    0.7242    2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1752   -0.0804    2.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496   -1.7057    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7862   -0.7891    1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9212   -2.2656    0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216   -3.8427    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -3.7605   -0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  4  5  1  0
  5 26  1  0
 26 25  2  0
 25 24  1  0
 24 22  2  0
 22 23  1  0
 22 21  1  0
 21 20  2  0
 20 18  1  0
 18 19  1  0
 18  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 31  2  1  0
  6  5  1  0
 16  7  1  0
 20 26  1  0
 15  9  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  4 37  1  6
 27 45  1  1
 28 46  1  0
 29 47  1  1
 30 48  1  0
 31 49  1  6
 32 50  1  0
 32 51  1  0
 25 44  1  0
 24 43  1  0
 21 42  1  0
 19 41  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
M  END


  Mrv1652309052210292D          

 32 36  0  0  1  0            999 V2000
    0.1292   -5.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9362   -5.0362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1911   -4.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9981   -4.0800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2530   -3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -2.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9431   -2.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582   -3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0409   -3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -1.8029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0409   -1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582   -1.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -1.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9981   -1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7521   -1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1810   -1.8029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4666   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7521   -3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -4.6931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3571   -4.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952   -5.4777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8472   -6.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882   -5.6492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2333   -6.4339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
  5 26  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0210602

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@@H]([C@H](O)[C@@H](O)[C@@H]1N)N1C2=CC=C(Cl)C=C2C(O)=C1C1=NC2=CC=C(Cl)C=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H19Cl2N3O5/c1-8-15(25)20(30)21(31)22(32-8)27-14-5-3-10(24)7-12(14)19(29)17(27)16-18(28)11-6-9(23)2-4-13(11)26-16/h2-8,15,20-22,29-31H,25H2,1H3/t8-,15-,20+,21-,22+/m1/s1

> <INCHI_KEY>
QEDDYPGFZGCYCZ-GJNYBBBISA-N

> <FORMULA>
C22H19Cl2N3O5

> <MOLECULAR_WEIGHT>
476.31

> <EXACT_MASS>
475.0701761

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
47.17387094336404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1'-[(2S,3R,4S,5S,6R)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-1'H,3H-[2,2'-biindole]-3-one

> <JCHEM_LOGP>
2.530338507384031

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.568662788323572

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.668043093994145

> <JCHEM_PKA_STRONGEST_BASIC>
8.709586243107205

> <JCHEM_POLAR_SURFACE_AREA>
130.3

> <JCHEM_REFRACTIVITY>
119.98749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1'-[(2S,3R,4S,5S,6R)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindole]-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.241  -9.721   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.747  -9.401   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.223  -7.936   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.730  -7.616   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.206  -6.151   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.300  -4.905   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.760  -4.905   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.855  -6.151   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.609  -5.675   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.943  -6.445   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.277  -5.675   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.277  -4.135   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -4.610  -3.365   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0      -1.943  -3.365   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.609  -4.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.855  -3.660   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.331  -2.195   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.206  -3.660   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.730  -2.195   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.670  -4.135   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.004  -3.365   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.338  -4.135   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       9.671  -3.365   0.000  0.00  0.00          Cl+0
HETATM   24  C   UNK     0       8.338  -5.675   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.004  -6.445   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.670  -5.675   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.760  -8.760   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.267  -8.440   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.284 -10.225   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.315 -11.370   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.778 -10.545   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       2.302 -12.010   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   27                                                  
CONECT    5    4    6   26                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16                                                            
CONECT   18    6   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20    5                                                  
CONECT   27    4   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    2   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₉Cl₂N₃O₅

Average Mass

476.3100 Da

Monoisotopic Mass

475.07018 Da

IUPAC Name

1'-[(2S,3R,4S,5S,6R)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-1'H,3H-[2,2'-biindole]-3-one

Traditional Name

1'-[(2S,3R,4S,5S,6R)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindole]-3-one

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@@H]([C@H](O)[C@@H](O)[C@@H]1N)N1C2=CC=C(Cl)C=C2C(O)=C1C1=NC2=CC=C(Cl)C=C2C1=O

InChI Identifier

InChI=1S/C22H19Cl2N3O5/c1-8-15(25)20(30)21(31)22(32-8)27-14-5-3-10(24)7-12(14)19(29)17(27)16-18(28)11-6-9(23)2-4-13(11)26-16/h2-8,15,20-22,29-31H,25H2,1H3/t8-,15-,20+,21-,22+/m1/s1

InChI Key

QEDDYPGFZGCYCZ-GJNYBBBISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
N-alkylindole
Hydroxyindole
Indole or derivatives
Indole
Aryl ketone
Benzenoid
Substituted pyrrole
Oxane
Aryl halide
Aryl chloride
Heteroaromatic compound
Pyrrole
Secondary alcohol
Ketone
Ketimine
1,2-diol
1,2-aminoalcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Organochloride
Organohalogen compound
Primary aliphatic amine
Imine
Amine
Alcohol
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	2.53	ChemAxon
pKa (Strongest Acidic)	7.67	ChemAxon
pKa (Strongest Basic)	8.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	119.99 m³·mol⁻¹	ChemAxon
Polarizability	47.17 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00026863

Chemspider ID

78436487

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135501722

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one (NP0210602)

MOL for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

3D MOL for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

3D SDF for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

3D-SDF for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

PDB for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

3D PDB for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

SMILES for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

INCHI for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

Structure for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)

3D Structure for NP0210602 (1'-[(2s,3r,4s,5s,6r)-5-amino-3,4-dihydroxy-6-methyloxan-2-yl]-5,5'-dichloro-3'-hydroxy-[2,2'-biindol]-3-one)