NP-MRD: Showing NP-Card for 7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide (NP0228343)

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Record Information

Version

2.0

Created at

2022-09-06 07:57:51 UTC

Updated at

2022-09-06 07:57:51 UTC

NP-MRD ID

NP0228343

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

Description

Aerophobin-1 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. 7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide is found in Aplysina aerophoba, Suberea clavata and Verongula gigantea. Aerophobin-1 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171503312D          

 25 27  0  0  0  0            999 V2000
   -5.5704    4.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499    4.2274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144    3.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939    3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090    4.0549    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583    2.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4379    2.5476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433    1.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363    1.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037    0.6388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558    1.2519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -0.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    0.9744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    0.2843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155   -0.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -0.2586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637    2.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8993    2.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7198    2.8925    0.0000 Br  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  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  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  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -7.1560    1.1567   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1634    0.7002    0.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9408    0.2143    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0338   -0.0890    1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6232    0.2222    3.0952 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6935   -0.6123    1.0346 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7877    0.2798    1.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492   -0.8130   -0.3657 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3535   -0.4731   -1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5448   -0.0023   -1.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7747    0.4022   -2.5013 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845   -0.1820   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779   -1.2371   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3120   -1.0637    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -2.0610    0.5711 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9196    0.2303    0.0486 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2903    0.4692    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2550   -0.3600   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6239   -0.0322    0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153   -0.6581    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5224   -0.0463    1.1134 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5972    0.9332    0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4088    0.9290   -0.4607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286   -2.3285   -0.1653 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -2.1909   -0.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8579    2.0188   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9683    1.6179    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6555    0.3683   -0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5395   -1.5997    1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2229    1.1505    1.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1571   -0.5997   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959   -0.0925   -1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8864    0.7769   -0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539    1.0332   -0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4690    0.2695    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5653    1.5288    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790   -0.1308   -1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283   -1.4468   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717   -1.4939    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4179    1.5974    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2139    1.6144   -1.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8 12  1  0
 12 13  1  0
 13 24  2  0
 24 25  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  3  1  0
  8 25  1  1
 23 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  1
  7 30  1  0
 12 32  1  0
 12 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
 22 40  1  0
 23 41  1  0
  9 31  1  0
M  END


  Mrv1533004171503312D          

 25 27  0  0  0  0            999 V2000
   -5.5704    4.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7499    4.2274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144    3.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939    3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090    4.0549    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583    2.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4379    2.5476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433    1.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9363    1.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037    0.6388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558    1.2519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -0.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    0.9744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    0.2843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155   -0.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -0.2586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637    2.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8993    2.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7198    2.8925    0.0000 Br  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  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  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  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228343

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Br)C(O)C2(CC(=NO2)C(=O)NCCC2=CN=CN2)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C15H16Br2N4O4/c1-24-12-9(16)4-15(13(22)11(12)17)5-10(21-25-15)14(23)19-3-2-8-6-18-7-20-8/h4,6-7,13,22H,2-3,5H2,1H3,(H,18,20)(H,19,23)

> <INCHI_KEY>
MDUQIEXQKMPARD-UHFFFAOYSA-N

> <FORMULA>
C15H16Br2N4O4

> <MOLECULAR_WEIGHT>
476.125

> <EXACT_MASS>
473.953831

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
39.068033132285834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,9-dibromo-10-hydroxy-N-[2-(1H-imidazol-5-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
-0.12461653866666628

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.021760637004395

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.273247746222294

> <JCHEM_PKA_STRONGEST_BASIC>
6.750031123623105

> <JCHEM_POLAR_SURFACE_AREA>
108.83000000000001

> <JCHEM_REFRACTIVITY>
99.3656

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,9-dibromo-10-hydroxy-N-[2-(3H-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0     -10.398   8.052   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -8.867   7.891   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.240   6.484   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.709   6.323   0.000  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -5.803   7.569   0.000  0.00  0.00          Br+0
HETATM    6  C   UNK     0      -6.082   4.916   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.551   4.755   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.987   3.671   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.481   3.350   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.320   1.819   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -6.727   1.192   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -7.757   2.337   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.986   1.049   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.986  -0.491   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -2.653   1.819   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.319   1.049   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.015   1.819   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.348   1.049   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.755   1.675   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       3.786   0.531   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       3.016  -0.803   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       1.509  -0.483   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -8.519   3.832   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.145   5.238   0.000  0.00  0.00           C+0
HETATM   25 Br   UNK     0     -10.677   5.399   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12   23                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18                                                       
CONECT   23    8   24                                                       
CONECT   24   23    3   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆Br₂N₄O₄

Average Mass

476.1250 Da

Monoisotopic Mass

473.95383 Da

IUPAC Name

7,9-dibromo-10-hydroxy-N-[2-(1H-imidazol-5-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

Traditional Name

7,9-dibromo-10-hydroxy-N-[2-(3H-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

CAS Registry Number

Not Available

SMILES

COC1=C(Br)C(O)C2(CC(=NO2)C(=O)NCCC2=CN=CN2)C=C1Br

InChI Identifier

InChI=1S/C15H16Br2N4O4/c1-24-12-9(16)4-15(13(22)11(12)17)5-10(21-25-15)14(23)19-3-2-8-6-18-7-20-8/h4,6-7,13,22H,2-3,5H2,1H3,(H,18,20)(H,19,23)

InChI Key

MDUQIEXQKMPARD-UHFFFAOYSA-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

Species Name	Source	Reference
Aplysina aerophoba	LOTUS Database	35616633
Suberea clavata	LOTUS Database	35616633
Verongula gigantea	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

Azole
Imidazole
Isoxazoline
Heteroaromatic compound
Bromohydrin
Carboxamide group
Halohydrin
Oxime ether
Secondary alcohol
Secondary carboxylic acid amide
Vinyl bromide
Oxacycle
Azacycle
Bromoalkene
Haloalkene
Vinyl halide
Carboxylic acid derivative
Hydrocarbon derivative
Organohalogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organobromide
Organonitrogen compound
Organooxygen compound
Alcohol
Carbonyl group
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	1.47	ALOGPS
logP	-0.12	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.27	ChemAxon
pKa (Strongest Basic)	6.75	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.37 m³·mol⁻¹	ChemAxon
Polarizability	39.07 Å³	ChemAxon
Number of Rings	3	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

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

14484008

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide (NP0228343)

MOL for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D MOL for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D SDF for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D-SDF for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

PDB for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D PDB for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

SMILES for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

INCHI for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

Structure for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D Structure for NP0228343 (7,9-dibromo-10-hydroxy-n-[2-(3h-imidazol-4-yl)ethyl]-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)