NP-MRD: Showing NP-Card for (5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide (NP0285607)

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Record Information

Version

2.0

Created at

2022-09-09 13:51:17 UTC

Updated at

2022-09-09 13:51:18 UTC

NP-MRD ID

NP0285607

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

Description

(5R,10S)-7,9-dibromo-N-[(2S)-7-{[(5S,10R)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-2,6,8-trien-3-yl]formamido}-2-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-2,6,8-triene-3-carboxamide belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms. (5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide is found in Aplysina caissara. Based on a literature review very few articles have been published on (5R,10S)-7,9-dibromo-N-[(2S)-7-{[(5S,10R)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-2,6,8-trien-3-yl]formamido}-2-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]Deca-2,6,8-triene-3-carboxamide.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092215512D          

 44 47  0  0  1  0            999 V2000
   -3.8807   -4.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0603   -4.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247   -5.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -5.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193   -4.5351    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -5.9562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7482   -6.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -6.6236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8741   -6.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -5.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301   -5.6975    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -6.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -8.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2686   -7.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6975   -7.6156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6975   -6.7906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4120   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8409   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5554   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9843   -7.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6988   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6988   -8.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4133   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4995   -6.7952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3065   -6.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -7.3381    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2039   -6.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0244   -6.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5093   -6.0895    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.3599   -7.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1804   -7.5968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6653   -6.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8750   -8.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2106   -8.9317    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.0545   -8.0918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5696   -8.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1669   -7.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141   -7.9512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661   -7.3381    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  6  0  0  0
 31 42  1  0  0  0  0
 28 42  1  0  0  0  0
 13 43  2  0  0  0  0
 43 44  1  0  0  0  0
  8 44  1  6  0  0  0
M  END


  Mrv1652309092215512D          

 44 47  0  0  1  0            999 V2000
   -3.8807   -4.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0603   -4.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247   -5.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -5.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193   -4.5351    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -5.9562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7482   -6.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -6.6236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8741   -6.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -5.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301   -5.6975    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -6.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -8.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2686   -7.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6975   -7.6156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6975   -6.7906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4120   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8409   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5554   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9843   -7.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6988   -8.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6988   -8.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4133   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4995   -6.7952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3065   -6.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -7.3381    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2039   -6.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0244   -6.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5093   -6.0895    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.3599   -7.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1804   -7.5968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6653   -6.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8750   -8.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2106   -8.9317    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.0545   -8.0918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5696   -8.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1669   -7.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141   -7.9512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661   -7.3381    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  6  0  0  0
 31 42  1  0  0  0  0
 28 42  1  0  0  0  0
 13 43  2  0  0  0  0
 43 44  1  0  0  0  0
  8 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0285607

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Br)[C@H](O)[C@]2(CC(=NO2)C(=O)NCCCCC[C@H](O)CNC(=O)C2=NO[C@]3(C2)C=C(Br)C(OC)=C(Br)[C@H]3O)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C27H32Br4N4O9/c1-41-20-14(28)8-26(22(37)18(20)30)10-16(34-43-26)24(39)32-7-5-3-4-6-13(36)12-33-25(40)17-11-27(44-35-17)9-15(29)21(42-2)19(31)23(27)38/h8-9,13,22-23,36-38H,3-7,10-12H2,1-2H3,(H,32,39)(H,33,40)/t13-,22-,23+,26+,27-/m0/s1

> <INCHI_KEY>
FQVRCGJJPSNVLI-GPQDRTFSSA-N

> <FORMULA>
C27H32Br4N4O9

> <MOLECULAR_WEIGHT>
876.188

> <EXACT_MASS>
871.890281

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
72.82609174168147

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,10R)-7,9-dibromo-N-[(6S)-7-{[(5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <JCHEM_LOGP>
1.243438863333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.577510353652709

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.038747513188277

> <JCHEM_PKA_STRONGEST_BASIC>
0.25567842737446245

> <JCHEM_POLAR_SURFACE_AREA>
180.53

> <JCHEM_REFRACTIVITY>
176.81609999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5S,10R)-7,9-dibromo-N-[(6S)-7-{[(5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.244  -7.983   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.712  -8.144   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.086  -9.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.555  -9.711   0.000  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -2.649  -8.465   0.000  0.00  0.00          Br+0
HETATM    6  C   UNK     0      -2.928 -11.118   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.397 -11.279   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.833 -12.364   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.365 -12.203   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.991 -10.796   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0      -7.523 -10.635   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0      -2.327 -12.684   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.166 -14.216   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.832 -14.986   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.832 -16.526   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       0.501 -14.216   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.835 -14.986   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.169 -14.216   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.169 -12.676   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.502 -14.986   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.836 -14.216   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.170 -14.986   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.503 -14.216   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.837 -14.986   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      11.171 -14.216   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      12.504 -14.986   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.504 -16.526   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.838 -14.216   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      13.999 -12.684   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0      15.505 -12.364   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      16.275 -13.698   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.181 -12.452   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.712 -12.613   0.000  0.00  0.00           C+0
HETATM   34 Br   UNK     0      19.617 -11.367   0.000  0.00  0.00          Br+0
HETATM   35  C   UNK     0      19.339 -14.020   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      20.870 -14.181   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      21.775 -12.935   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.433 -15.266   0.000  0.00  0.00           C+0
HETATM   39 Br   UNK     0      19.060 -16.672   0.000  0.00  0.00          Br+0
HETATM   40  C   UNK     0      16.902 -15.105   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      15.997 -16.351   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      15.245 -14.842   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      -3.573 -14.842   0.000  0.00  0.00           N+0
HETATM   44  O   UNK     0      -4.603 -13.698   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12   44                                             
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14   43                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   42                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   40   42                                             
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   31   41                                                  
CONECT   41   40                                                            
CONECT   42   31   28                                                       
CONECT   43   13   44                                                       
CONECT   44   43    8                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₂Br₄N₄O₉

Average Mass

876.1880 Da

Monoisotopic Mass

871.89028 Da

IUPAC Name

(5S,10R)-7,9-dibromo-N-[(6S)-7-{[(5R,10S)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C(Br)[C@H](O)[C@]2(CC(=NO2)C(=O)NCCCCC[C@H](O)CNC(=O)C2=NO[C@]3(C2)C=C(Br)C(OC)=C(Br)[C@H]3O)C=C1Br

InChI Identifier

InChI=1S/C27H32Br4N4O9/c1-41-20-14(28)8-26(22(37)18(20)30)10-16(34-43-26)24(39)32-7-5-3-4-6-13(36)12-33-25(40)17-11-27(44-35-17)9-15(29)21(42-2)19(31)23(27)38/h8-9,13,22-23,36-38H,3-7,10-12H2,1-2H3,(H,32,39)(H,33,40)/t13-,22-,23+,26+,27-/m0/s1

InChI Key

FQVRCGJJPSNVLI-GPQDRTFSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aplysina caissara	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolines

Sub Class

Isoxazolines

Direct Parent

Isoxazolines

Alternative Parents

Substituents

Isoxazoline
Bromohydrin
Carboxamide group
Halohydrin
Oxime ether
Secondary alcohol
Secondary carboxylic acid amide
Bromoalkene
Haloalkene
Vinyl halide
Vinyl bromide
Carboxylic acid derivative
Oxacycle
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
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	1.24	ChemAxon
pKa (Strongest Acidic)	12.04	ChemAxon
pKa (Strongest Basic)	0.26	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.53 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	176.82 m³·mol⁻¹	ChemAxon
Polarizability	72.83 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

163188860

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide (NP0285607)

MOL for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D MOL for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D SDF for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D-SDF for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

PDB for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D PDB for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

SMILES for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

INCHI for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

Structure for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D Structure for NP0285607 ((5s,10r)-7,9-dibromo-n-[(6s)-7-{[(5r,10s)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-yl]formamido}-6-hydroxyheptyl]-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)