NP-MRD: Showing NP-Card for (5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide (NP0284833)

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Record Information

Version

2.0

Created at

2022-09-09 12:43:40 UTC

Updated at

2022-09-09 12:43:40 UTC

NP-MRD ID

NP0284833

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

Description

(5S)-7-bromo-N-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]Deca-2,6,9-triene-3-carboxamide belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. (5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide is found in Pseudoceratina purpurea. Based on a literature review very few articles have been published on (5S)-7-bromo-N-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]Deca-2,6,9-triene-3-carboxamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092214432D          

 32 34  0  0  1  0            999 V2000
   -2.2223   -7.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078   -7.0720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078   -6.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7933   -7.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -7.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -7.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -7.0720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -6.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -5.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -6.2470    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -5.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -4.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -3.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -3.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -2.5345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -2.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -2.5345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -1.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1116   -0.8121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3665   -0.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1915   -0.0274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8559    0.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    1.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6463    1.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4969    0.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3174    0.4675    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.0120   -0.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4464   -0.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -5.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -5.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -6.2470    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
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 24 26  1  0  0  0  0
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 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
 21 29  1  0  0  0  0
 18 29  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  2  0  0  0  0
  8 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
    5.6911    2.2358   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1671    1.2565   -1.4683 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2023    1.5424   -0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2436   -0.0810   -1.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8795   -0.6535   -2.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0979   -0.6156   -0.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7820   -1.1644   -1.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479   -1.1898    0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1024   -0.1475    0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1320    1.3709   -0.7841 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2753   -0.1670    1.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2553   -1.2540    2.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -1.3253    3.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8831   -2.0626    3.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6022   -1.4328    2.0597 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8208   -1.9783    1.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2683   -3.0469    2.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -1.3080    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6222   -1.7169   -0.0914 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0595   -0.8831   -1.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4502    0.3856   -0.8870 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1261    1.0373   -2.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5114    2.2528   -2.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2974    3.0126   -1.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6913    4.1947   -1.7910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6523    2.4214   -0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6993    3.4455    0.9956 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -6.2513    1.2052    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1360   -0.0419   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0884   -2.3142    2.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069   -2.2710    0.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0405   -3.7642    0.5571 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.7655    1.8554   -2.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4491    2.4585   -3.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3840    3.1506   -1.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1554    2.0671    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3395    2.2174    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0976    0.6165    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7767   -0.1689   -2.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873   -0.6929   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9933   -1.7263   -2.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3008   -0.1275   -2.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6457   -1.1926   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    0.3937   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357    0.7016    1.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -1.8066    4.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470   -0.2764    3.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6156   -3.1083    2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034   -2.1153    4.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890   -0.5478    1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5407    0.4856   -2.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2482    2.7071   -3.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5225    0.7803    0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -0.1939   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8440    0.7505    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593   -3.1706    2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 21 20  1  6
 21 29  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
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 30 31  2  0
 31 32  1  0
 31  8  1  0
 29 18  1  0
 28 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
 11 45  1  0
 13 46  1  0
 13 47  1  0
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 14 49  1  0
 15 50  1  0
 29 54  1  0
 29 55  1  0
 22 51  1  0
 23 52  1  0
 28 53  1  0
 30 56  1  0
M  END


  Mrv1652309092214432D          

 32 34  0  0  1  0            999 V2000
   -2.2223   -7.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078   -7.0720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078   -6.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7933   -7.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -7.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -7.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -7.0720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -6.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -5.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0789   -6.2470    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -5.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -4.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -3.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -3.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -2.5345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -2.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -2.5345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -1.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1116   -0.8121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3665   -0.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1915   -0.0274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8559    0.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    1.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6463    1.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3174    0.4675    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.0120   -0.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4464   -0.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -5.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0645   -5.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -6.2470    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
 21 29  1  0  0  0  0
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 12 30  1  0  0  0  0
 30 31  2  0  0  0  0
  8 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0284833

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)CCCOC1=C(Br)C=C(CCNC(=O)C2=NO[C@@]3(C2)C=CC(=O)C(Br)=C3)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C22H24Br3N3O4/c1-28(2)8-3-9-31-20-15(23)10-14(11-16(20)24)5-7-26-21(30)18-13-22(32-27-18)6-4-19(29)17(25)12-22/h4,6,10-12H,3,5,7-9,13H2,1-2H3,(H,26,30)/t22-/m0/s1

> <INCHI_KEY>
IOCOJJHTTMYAHZ-QFIPXVFZSA-N

> <FORMULA>
C22H24Br3N3O4

> <MOLECULAR_WEIGHT>
634.163

> <EXACT_MASS>
630.931695

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
53.91736481788145

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S)-7-bromo-N-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

> <JCHEM_LOGP>
4.684905926666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.789415118583921

> <JCHEM_PKA_STRONGEST_BASIC>
9.25669276720996

> <JCHEM_POLAR_SURFACE_AREA>
80.22999999999999

> <JCHEM_REFRACTIVITY>
136.1469

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-7-bromo-N-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-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      -4.148 -13.971   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -2.815 -13.201   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -2.815 -11.661   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.481 -13.971   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.147 -13.201   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.186 -13.971   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.520 -13.201   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.520 -11.661   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.186 -10.891   0.000  0.00  0.00           C+0
HETATM   10 Br   UNK     0      -0.147 -11.661   0.000  0.00  0.00          Br+0
HETATM   11  C   UNK     0       1.186  -9.351   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.520  -8.581   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.520  -7.041   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.854  -6.271   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.854  -4.731   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.187  -3.961   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.521  -4.731   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.187  -2.421   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.942  -1.516   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       4.417  -0.051   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.957  -0.051   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.331   1.356   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.236   2.602   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.768   2.441   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.673   3.686   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.394   1.034   0.000  0.00  0.00           C+0
HETATM   27 Br   UNK     0       9.926   0.873   0.000  0.00  0.00          Br+0
HETATM   28  C   UNK     0       7.489  -0.212   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.433  -1.516   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.854  -9.351   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.854 -10.891   0.000  0.00  0.00           C+0
HETATM   32 Br   UNK     0       5.187 -11.661   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   29                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   28   29                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   21                                                       
CONECT   29   21   18                                                       
CONECT   30   12   31                                                       
CONECT   31   30    8   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄Br₃N₃O₄

Average Mass

634.1630 Da

Monoisotopic Mass

630.93170 Da

IUPAC Name

(5S)-7-bromo-N-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

Traditional Name

(5S)-7-bromo-N-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide

CAS Registry Number

Not Available

SMILES

CN(C)CCCOC1=C(Br)C=C(CCNC(=O)C2=NO[C@@]3(C2)C=CC(=O)C(Br)=C3)C=C1Br

InChI Identifier

InChI=1S/C22H24Br3N3O4/c1-28(2)8-3-9-31-20-15(23)10-14(11-16(20)24)5-7-26-21(30)18-13-22(32-27-18)6-4-19(29)17(25)12-22/h4,6,10-12H,3,5,7-9,13H2,1-2H3,(H,26,30)/t22-/m0/s1

InChI Key

IOCOJJHTTMYAHZ-QFIPXVFZSA-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
Pseudoceratina purpurea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Bromobenzene
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Alpha-haloketone
Isoxazoline
Amino acid or derivatives
Carboxamide group
Ketone
Oxime ether
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Cyclic ketone
Organoheterocyclic compound
Oxacycle
Vinyl halide
Vinyl bromide
Haloalkene
Carboxylic acid derivative
Bromoalkene
Azacycle
Ether
Organooxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organohalogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organobromide
Organonitrogen compound
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	4.68	ChemAxon
pKa (Strongest Acidic)	13.79	ChemAxon
pKa (Strongest Basic)	9.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.23 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	136.15 m³·mol⁻¹	ChemAxon
Polarizability	53.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

10480285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21777768

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide (NP0284833)

MOL for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

3D MOL for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

3D SDF for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

3D-SDF for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

PDB for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

3D PDB for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

SMILES for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

INCHI for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

Structure for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)

3D Structure for NP0284833 ((5s)-7-bromo-n-(2-{3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl}ethyl)-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,6,9-triene-3-carboxamide)