NP-MRD: Showing NP-Card for (5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide (NP0250427)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 13:14:38 UTC

Updated at

2022-09-07 13:14:38 UTC

NP-MRD ID

NP0250427

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

Description

CHEMBL491796 belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. (5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide is found in Pseudoceratina purpurea. Based on a literature review very few articles have been published on CHEMBL491796.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072215142D          

 32 34  0  0  1  0            999 V2000
   -0.6039    6.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2683    5.4837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    4.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177    4.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028    3.9764    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9026    3.3952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5670    2.6415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    3.4814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0586    4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737    4.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093    5.6562    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    2.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9744    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
   -1.4211    0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.9744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    2.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657    2.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5802    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947    2.6244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    0.1494    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8030    2.6968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5481    3.4814    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  6  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  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 31  2  0  0  0  0
 31 32  1  0  0  0  0
  8 32  1  1  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
   -8.3564   -0.1305    1.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1140   -0.4293    0.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9241   -0.6252   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7675   -0.6761    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6800   -0.4649    2.4100 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5089   -0.8866   -0.2298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6631    0.2222    0.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5876   -1.0514   -1.6933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9275   -0.9784   -2.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0029   -0.7888   -1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7127   -0.7095   -2.4445 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6125   -0.1071   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -0.9572   -2.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436   -0.4544   -2.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9024    0.7861   -3.0022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0122   -1.4043   -2.9415 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3398   -1.0286   -3.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -0.1125   -2.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7608   -0.8899   -0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -0.2754    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2901    0.2455    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4820    0.2694    0.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6330    0.8374    0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5920    1.3827    1.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7622    2.0030    2.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    1.0130    3.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6584    1.7464    3.9987 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4021    1.3679    2.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2715    0.8128    2.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    0.8097    3.0205 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495   -2.1606   -2.3286 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0689   -2.3459   -2.0536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8569    0.8358    2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4859    0.0404    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1435   -0.9173    2.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9260   -1.7510    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.8037    0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9746   -1.1006   -3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3977    0.7865   -1.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308    0.1942   -3.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -2.4106   -2.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070   -1.9370   -3.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4357   -0.5314   -4.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935    0.7820   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8778    0.1968   -2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -1.2848   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915   -1.8175   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5656   -0.1541   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766    0.8494    0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4006    2.4764    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4071    2.8054    3.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9319    0.6358    4.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0035    0.2149    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3940    2.7462    4.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4729    1.7101    3.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3571    1.8073    3.6069 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 31  2  0
 31 32  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  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  2  0
 29 30  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  3  1  0
  8 32  1  1
 29 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  6 36  1  1
  7 37  1  0
 12 39  1  0
 12 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
  9 38  1  0
M  END


  Mrv1652309072215142D          

 32 34  0  0  1  0            999 V2000
   -0.6039    6.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2683    5.4837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    4.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177    4.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028    3.9764    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9026    3.3952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5670    2.6415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    3.4814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0586    4.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737    4.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093    5.6562    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    2.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9744    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
   -1.4211    0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.9744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    2.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657    2.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5802    2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947    2.6244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    0.1494    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8030    2.6968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5481    3.4814    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  6  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  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 31  2  0  0  0  0
 31 32  1  0  0  0  0
  8 32  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0250427

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Br)[C@H](O)[C@]2(CC(=NO2)C(=O)NCCCOC2=CC=C(CCN)C=C2Br)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C21H24Br3N3O5/c1-30-18-14(23)10-21(19(28)17(18)24)11-15(27-32-21)20(29)26-7-2-8-31-16-4-3-12(5-6-25)9-13(16)22/h3-4,9-10,19,28H,2,5-8,11,25H2,1H3,(H,26,29)/t19-,21+/m0/s1

> <INCHI_KEY>
NMQGCYQSHLBLKC-PZJWPPBQSA-N

> <FORMULA>
C21H24Br3N3O5

> <MOLECULAR_WEIGHT>
638.151

> <EXACT_MASS>
634.92661

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
54.142825676741566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,10R)-N-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <JCHEM_LOGP>
2.176611116666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.028620289480862

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.377180005508343

> <JCHEM_PKA_STRONGEST_BASIC>
9.797611746142975

> <JCHEM_POLAR_SURFACE_AREA>
115.4

> <JCHEM_REFRACTIVITY>
133.32409999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5S,10R)-N-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.127  11.643   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.501  10.236   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.406   8.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.780   7.584   0.000  0.00  0.00           C+0
HETATM    5 Br   UNK     0       0.752   7.423   0.000  0.00  0.00          Br+0
HETATM    6  C   UNK     0      -1.685   6.338   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.058   4.931   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.216   6.499   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.843   7.905   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.938   9.151   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0      -3.564  10.558   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0      -2.741   5.034   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.986   4.129   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.986   2.589   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.320   1.819   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -2.653   1.819   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -2.653   0.279   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.319  -0.491   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.015   0.279   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.015   1.819   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.348   2.589   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.348   4.129   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.682   4.899   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.016   4.129   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.349   4.899   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.683   4.129   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       8.017   4.899   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       4.016   2.589   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.682   1.819   0.000  0.00  0.00           C+0
HETATM   30 Br   UNK     0       2.682   0.279   0.000  0.00  0.00          Br+0
HETATM   31  N   UNK     0      -5.232   5.034   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0      -4.756   6.499   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   32                                             
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14   31                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   24   29                                                       
CONECT   29   28   21   30                                                  
CONECT   30   29                                                            
CONECT   31   13   32                                                       
CONECT   32   31    8                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄Br₃N₃O₅

Average Mass

638.1510 Da

Monoisotopic Mass

634.92661 Da

IUPAC Name

(5S,10R)-N-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide

Traditional Name

(5S,10R)-N-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-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@H](O)[C@]2(CC(=NO2)C(=O)NCCCOC2=CC=C(CCN)C=C2Br)C=C1Br

InChI Identifier

InChI=1S/C21H24Br3N3O5/c1-30-18-14(23)10-21(19(28)17(18)24)11-15(27-32-21)20(29)26-7-2-8-31-16-4-3-12(5-6-25)9-13(16)22/h3-4,9-10,19,28H,2,5-8,11,25H2,1H3,(H,26,29)/t19-,21+/m0/s1

InChI Key

NMQGCYQSHLBLKC-PZJWPPBQSA-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 phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Phenoxy compound
2-arylethylamine
Phenol ether
Alkyl aryl ether
Bromobenzene
Halobenzene
Aralkylamine
Aryl bromide
Aryl halide
Isoxazoline
Amino acid or derivatives
Bromohydrin
Carboxamide group
Halohydrin
Oxime ether
Secondary alcohol
Secondary carboxylic acid amide
Bromoalkene
Organoheterocyclic compound
Vinyl halide
Vinyl bromide
Haloalkene
Carboxylic acid derivative
Ether
Azacycle
Oxacycle
Organooxygen compound
Alcohol
Primary aliphatic amine
Organohalogen compound
Amine
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organobromide
Primary amine
Organic oxygen compound
Organic oxide
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	2.18	ChemAxon
pKa (Strongest Acidic)	12.38	ChemAxon
pKa (Strongest Basic)	9.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	115.4 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	133.32 m³·mol⁻¹	ChemAxon
Polarizability	54.14 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

10473257

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23427107

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)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide (NP0250427)

MOL for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D MOL for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D SDF for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D-SDF for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

PDB for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D PDB for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

SMILES for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

INCHI for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

Structure for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)

3D Structure for NP0250427 ((5s,10r)-n-{3-[4-(2-aminoethyl)-2-bromophenoxy]propyl}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide)