NP-MRD: Showing NP-Card for keronopsamide A (NP0040079)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 22:19:49 UTC

Updated at

2021-06-30 00:13:46 UTC

NP-MRD ID

NP0040079

Secondary Accession Numbers

None

Natural Product Identification

Common Name

keronopsamide A

Provided By

JEOL Database JEOL Logo

Description

Keronopsamide A belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. keronopsamide A is found in Pseudokeronopsis riccii. keronopsamide A was first documented in 2010 (Guella, G., et al.). Based on a literature review very few articles have been published on Keronopsamide A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100193D          

 33 34  0  0  0  0            999 V2000
    1.4535   -0.8977   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -1.0097   -0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7869   -2.3295   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987   -3.4468   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -4.7344   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -5.6853   -0.8075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -6.8729   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -6.6944    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -8.0141    1.8113 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.1712   -5.3637    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -4.6363    1.4571 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4854    0.0360   -0.1785 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.3479   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770    2.3468    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195    3.7634   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952    4.1802   -1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    5.5378   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    6.4869   -0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    7.7988   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454    6.0898    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414    7.3720    1.8078 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    4.7335    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416   -2.3425    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.3678   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192   -5.5247   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -7.7340   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725   -0.1648    0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    1.5240   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    2.1434    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    3.4557   -2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410    5.8511   -2.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222    8.3330   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4849    4.4308    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0  0  0  0
  5 10  2  0  0  0  0
 15 14  1  0  0  0  0
 14 13  2  0  0  0  0
 18 20  1  0  0  0  0
 13 12  1  0  0  0  0
 10  8  1  0  0  0  0
 12  2  1  0  0  0  0
 20 22  2  0  0  0  0
  2  3  1  0  0  0  0
  8  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 22 15  1  0  0  0  0
 10 11  1  0  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
 15 16  2  0  0  0  0
 18 19  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  2  0  0  0  0
  7 26  1  0  0  0  0
  6 25  1  0  0  0  0
 22 33  1  0  0  0  0
 16 30  1  0  0  0  0
 17 31  1  0  0  0  0
 14 29  1  0  0  0  0
 13 28  1  0  0  0  0
 12 27  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
 19 32  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    1.4535   -0.8977   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -1.0097   -0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7869   -2.3295   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987   -3.4468   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -4.7344   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -5.6853   -0.8075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -6.8729   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -6.6944    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -8.0141    1.8113 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.1712   -5.3637    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -4.6363    1.4571 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4854    0.0360   -0.1785 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.3479   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770    2.3468    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195    3.7634   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952    4.1802   -1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    5.5378   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    6.4869   -0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    7.7988   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454    6.0898    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414    7.3720    1.8078 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    4.7335    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416   -2.3425    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.3678   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192   -5.5247   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -7.7340   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725   -0.1648    0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    1.5240   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    2.1434    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    3.4557   -2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410    5.8511   -2.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222    8.3330   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4849    4.4308    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0
  5 10  2  0
 15 14  1  0
 14 13  2  0
 18 20  1  0
 13 12  1  0
 10  8  1  0
 12  2  1  0
 20 22  2  0
  2  3  1  0
  8  7  2  0
  3  4  2  0
  4  5  1  0
 22 15  1  0
 10 11  1  0
  7  6  1  0
  8  9  1  0
 15 16  2  0
 18 19  1  0
  6  5  1  0
 20 21  1  0
 16 17  1  0
  2  1  2  0
  7 26  1  0
  6 25  1  0
 22 33  1  0
 16 30  1  0
 17 31  1  0
 14 29  1  0
 13 28  1  0
 12 27  1  0
  3 23  1  0
  4 24  1  0
 19 32  1  0
M  END


  Mrv1652306212100193D          

 33 34  0  0  0  0            999 V2000
    1.4535   -0.8977   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -1.0097   -0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7869   -2.3295   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987   -3.4468   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -4.7344   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -5.6853   -0.8075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -6.8729   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -6.6944    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -8.0141    1.8113 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.1712   -5.3637    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -4.6363    1.4571 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4854    0.0360   -0.1785 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.3479   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770    2.3468    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195    3.7634   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952    4.1802   -1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    5.5378   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    6.4869   -0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    7.7988   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454    6.0898    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414    7.3720    1.8078 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    4.7335    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416   -2.3425    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.3678   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192   -5.5247   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -7.7340   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725   -0.1648    0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    1.5240   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    2.1434    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    3.4557   -2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410    5.8511   -2.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222    8.3330   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4849    4.4308    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0  0  0  0
  5 10  2  0  0  0  0
 15 14  1  0  0  0  0
 14 13  2  0  0  0  0
 18 20  1  0  0  0  0
 13 12  1  0  0  0  0
 10  8  1  0  0  0  0
 12  2  1  0  0  0  0
 20 22  2  0  0  0  0
  2  3  1  0  0  0  0
  8  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 22 15  1  0  0  0  0
 10 11  1  0  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
 15 16  2  0  0  0  0
 18 19  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  2  0  0  0  0
  7 26  1  0  0  0  0
  6 25  1  0  0  0  0
 22 33  1  0  0  0  0
 16 30  1  0  0  0  0
 17 31  1  0  0  0  0
 14 29  1  0  0  0  0
 13 28  1  0  0  0  0
 12 27  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
 19 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040079

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])N([H])C(=O)C(\[H])=C(/[H])C2=C(Br)C(Br)=C([H])N2[H])C([H])=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C15H11Br3N2O2/c16-10-7-9(1-3-13(10)21)5-6-19-14(22)4-2-12-15(18)11(17)8-20-12/h1-8,20-21H,(H,19,22)/b4-2+,6-5+

> <INCHI_KEY>
OVZGPKIJVAPODE-WCOVXTEMSA-N

> <FORMULA>
C15H11Br3N2O2

> <MOLECULAR_WEIGHT>
490.977

> <EXACT_MASS>
487.837067

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
38.62313341533871

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(3,4-dibromo-1H-pyrrol-2-yl)prop-2-enamide

> <ALOGPS_LOGP>
4.87

> <JCHEM_LOGP>
4.66321087

> <ALOGPS_LOGS>
-5.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.828947633386278

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.086741216632058

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1701547586070222

> <JCHEM_POLAR_SURFACE_AREA>
65.12

> <JCHEM_REFRACTIVITY>
98.7251

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.83e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(3,4-dibromo-1H-pyrrol-2-yl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    1.4535   -0.8977   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -1.0097   -0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7869   -2.3295   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987   -3.4468   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -4.7344   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -5.6853   -0.8075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -6.8729   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -6.6944    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -8.0141    1.8113 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.1712   -5.3637    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -4.6363    1.4571 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4854    0.0360   -0.1785 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.3479   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770    2.3468    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195    3.7634   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952    4.1802   -1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    5.5378   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    6.4869   -0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    7.7988   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454    6.0898    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414    7.3720    1.8078 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    4.7335    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416   -2.3425    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.3678   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192   -5.5247   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -7.7340   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725   -0.1648    0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    1.5240   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    2.1434    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    3.4557   -2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410    5.8511   -2.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222    8.3330   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4849    4.4308    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0
  5 10  2  0
 15 14  1  0
 14 13  2  0
 18 20  1  0
 13 12  1  0
 10  8  1  0
 12  2  1  0
 20 22  2  0
  2  3  1  0
  8  7  2  0
  3  4  2  0
  4  5  1  0
 22 15  1  0
 10 11  1  0
  7  6  1  0
  8  9  1  0
 15 16  2  0
 18 19  1  0
  6  5  1  0
 20 21  1  0
 16 17  1  0
  2  1  2  0
  7 26  1  0
  6 25  1  0
 22 33  1  0
 16 30  1  0
 17 31  1  0
 14 29  1  0
 13 28  1  0
 12 27  1  0
  3 23  1  0
  4 24  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0       1.454  -0.898  -2.063  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.952  -1.010  -0.950  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.787  -2.329  -0.286  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.099  -3.447  -0.958  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.987  -4.734  -0.374  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.891  -5.685  -0.808  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.683  -6.873  -0.154  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.616  -6.694   0.690  0.00  0.00           C+0
HETATM    9 Br   UNK     0      -0.108  -8.014   1.811  0.00  0.00          Br+0
HETATM   10  C   UNK     0       0.171  -5.364   0.552  0.00  0.00           C+0
HETATM   11 Br   UNK     0      -1.312  -4.636   1.457  0.00  0.00          Br+0
HETATM   12  N   UNK     0       0.485   0.036  -0.179  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.542   1.348  -0.583  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.077   2.347   0.180  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.120   3.763  -0.213  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.095   4.180  -1.535  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.077   5.538  -1.867  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.145   6.487  -0.877  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.151   7.799  -1.259  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.345   6.090   0.445  0.00  0.00           C+0
HETATM   21 Br   UNK     0       0.641   7.372   1.808  0.00  0.00          Br+0
HETATM   22  C   UNK     0       0.327   4.734   0.779  0.00  0.00           C+0
HETATM   23  H   UNK     0       0.442  -2.342   0.738  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.479  -3.368  -1.977  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.619  -5.525  -1.493  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.306  -7.734  -0.354  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.073  -0.165   0.724  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.995   1.524  -1.557  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.348   2.143   1.159  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.289   3.456  -2.324  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.241   5.851  -2.894  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.322   8.333  -0.462  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.485   4.431   1.811  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   12    3    1                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   24                                                  
CONECT    5   10    4    6                                                  
CONECT    6    7    5   25                                                  
CONECT    7    8    6   26                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8                                                            
CONECT   10    5    8   11                                                  
CONECT   11   10                                                            
CONECT   12   13    2   27                                                  
CONECT   13   14   12   28                                                  
CONECT   14   15   13   29                                                  
CONECT   15   14   22   16                                                  
CONECT   16   15   17   30                                                  
CONECT   17   18   16   31                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18   32                                                       
CONECT   20   18   22   21                                                  
CONECT   21   20                                                            
CONECT   22   20   15   33                                                  
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   19                                                            
CONECT   33   22                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

RDKit          3D

33 34  0  0  0  0  0  0  0  0999 V2000
    1.4535   -0.8977   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -1.0097   -0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7869   -2.3295   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987   -3.4468   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -4.7344   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -5.6853   -0.8075 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -6.8729   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -6.6944    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -8.0141    1.8113 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.1712   -5.3637    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -4.6363    1.4571 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4854    0.0360   -0.1785 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.3479   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770    2.3468    0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195    3.7634   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952    4.1802   -1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    5.5378   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450    6.4869   -0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    7.7988   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454    6.0898    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414    7.3720    1.8078 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    4.7335    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416   -2.3425    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.3678   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192   -5.5247   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3058   -7.7340   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725   -0.1648    0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    1.5240   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    2.1434    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    3.4557   -2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410    5.8511   -2.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222    8.3330   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4849    4.4308    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0
  5 10  2  0
 15 14  1  0
 14 13  2  0
 18 20  1  0
 13 12  1  0
 10  8  1  0
 12  2  1  0
 20 22  2  0
  2  3  1  0
  8  7  2  0
  3  4  2  0
  4  5  1  0
 22 15  1  0
 10 11  1  0
  7  6  1  0
  8  9  1  0
 15 16  2  0
 18 19  1  0
  6  5  1  0
 20 21  1  0
 16 17  1  0
  2  1  2  0
  7 26  1  0
  6 25  1  0
 22 33  1  0
 16 30  1  0
 17 31  1  0
 14 29  1  0
 13 28  1  0
 12 27  1  0
  3 23  1  0
  4 24  1  0
 19 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₁Br₃N₂O₂

Average Mass

490.9770 Da

Monoisotopic Mass

487.83707 Da

IUPAC Name

(2E)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(3,4-dibromo-1H-pyrrol-2-yl)prop-2-enamide

Traditional Name

(2E)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(3,4-dibromo-1H-pyrrol-2-yl)prop-2-enamide

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])N([H])C(=O)C(\[H])=C(/[H])C2=C(Br)C(Br)=C([H])N2[H])C([H])=C1Br

InChI Identifier

InChI=1S/C15H11Br3N2O2/c16-10-7-9(1-3-13(10)21)5-6-19-14(22)4-2-12-15(18)11(17)8-20-12/h1-8,20-21H,(H,19,22)/b4-2+,6-5+

InChI Key

OVZGPKIJVAPODE-WCOVXTEMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pseudokeronopsis riccii	JEOL database	Guella, G., et al, Eur. J. Org. Chem. 2010, 427

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

2-halophenol
Styrene
2-bromophenol
1-hydroxy-2-unsubstituted benzenoid
Bromobenzene
Halobenzene
Phenol
Aryl bromide
Aryl halide
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organohalogen compound
Organobromide
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.87	ALOGPS
logP	4.66	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	8.09	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	65.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.73 m³·mol⁻¹	ChemAxon
Polarizability	38.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

27025338

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46185052

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Guella, G., et al. (2010). Guella, G., et al, Eur. J. Org. Chem. 2010, 427. Eur. J. Org. Chem..

Showing NP-Card for keronopsamide A (NP0040079)

MOL for NP0040079 (keronopsamide A)

3D MOL for NP0040079 (keronopsamide A)

3D SDF for NP0040079 (keronopsamide A)

3D-SDF for NP0040079 (keronopsamide A)

PDB for NP0040079 (keronopsamide A)

3D PDB for NP0040079 (keronopsamide A)

SMILES for NP0040079 (keronopsamide A)

INCHI for NP0040079 (keronopsamide A)

Structure for NP0040079 (keronopsamide A)

3D Structure for NP0040079 (keronopsamide A)