NP-MRD: Showing NP-Card for parazoanthine C (NP0034745)

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Record Information

Version

2.0

Created at

2021-06-20 18:23:10 UTC

Updated at

2021-06-30 00:05:20 UTC

NP-MRD ID

NP0034745

Secondary Accession Numbers

None

Natural Product Identification

Common Name

parazoanthine C

Provided By

JEOL Database JEOL Logo

Description

Parazoanthine C belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4. parazoanthine C is found in Parazoanthus axinellae. parazoanthine C was first documented in 2009 (Cachet, N., et al.). Based on a literature review very few articles have been published on parazoanthine C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120233D          

 43 44  0  0  0  0            999 V2000
   -4.8337    4.7360   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6157    4.8025   -0.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    3.6220   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.3601   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.2271   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3409   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5811    0.1748    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -0.8798   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9953   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -3.0497   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -3.1430   -2.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -4.0051   -0.5829 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -3.5948    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -4.2488    1.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1272   -5.6188    1.1903 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5469   -5.6218    0.6128 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6980   -4.8313   -0.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -5.0742   -1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -5.9068   -1.9366 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5618   -4.3239   -2.7758 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1168   -2.2524    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968   -1.5886    1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0005    2.6083    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    3.7379    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    4.3510   -2.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243    5.7541   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    4.1395   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3039    2.2173   -1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.2545   -1.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    0.2320    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.9030   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -4.8478   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -3.7834    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -6.1687    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532   -6.1923    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -5.2286    1.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581   -6.6540    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058   -4.0297   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -5.9062   -2.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1724   -4.3813   -3.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.7505   -2.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    2.7326    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380    4.7168    0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 13  1  0  0  0  0
 13 12  1  0  0  0  0
 12 10  1  0  0  0  0
 10  9  1  0  0  0  0
 24  3  2  0  0  0  0
 13 14  2  0  0  0  0
  6  7  1  0  0  0  0
 14 15  1  0  0  0  0
  4  5  2  0  0  0  0
 15 16  1  0  0  0  0
  7  8  2  0  0  0  0
 16 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5  6  1  0  0  0  0
 10 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  6 23  2  0  0  0  0
 18 19  2  3  0  0  0
 23 24  1  0  0  0  0
  2  1  1  0  0  0  0
 24 43  1  0  0  0  0
  4 28  1  0  0  0  0
  5 29  1  0  0  0  0
 23 42  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
 12 32  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 40  1  0  0  0  0
 20 41  1  0  0  0  0
 19 39  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.8337    4.7360   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6157    4.8025   -0.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    3.6220   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.3601   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.2271   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3409   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5811    0.1748    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -0.8798   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9953   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -3.0497   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -3.1430   -2.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -4.0051   -0.5829 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -3.5948    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -4.2488    1.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1272   -5.6188    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469   -5.6218    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980   -4.8313   -0.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -5.0742   -1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -5.9068   -1.9366 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5618   -4.3239   -2.7758 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1168   -2.2524    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968   -1.5886    1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0005    2.6083    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    3.7379    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    4.3510   -2.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243    5.7541   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    4.1395   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3039    2.2173   -1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.2545   -1.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    0.2320    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.9030   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -4.8478   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -3.7834    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -6.1687    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532   -6.1923    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -5.2286    1.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581   -6.6540    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058   -4.0297   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -5.9062   -2.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1724   -4.3813   -3.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.7505   -2.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    2.7326    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380    4.7168    0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 13  1  0
 13 12  1  0
 12 10  1  0
 10  9  1  0
 24  3  2  0
 13 14  2  0
  6  7  1  0
 14 15  1  0
  4  5  2  0
 15 16  1  0
  7  8  2  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
  5  6  1  0
 10 11  2  0
  3  4  1  0
  3  2  1  0
  6 23  2  0
 18 19  2  3
 23 24  1  0
  2  1  1  0
 24 43  1  0
  4 28  1  0
  5 29  1  0
 23 42  1  0
  7 30  1  0
  8 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 40  1  0
 20 41  1  0
 19 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652306202120233D          

 43 44  0  0  0  0            999 V2000
   -4.8337    4.7360   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6157    4.8025   -0.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    3.6220   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.3601   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.2271   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3409   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5811    0.1748    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -0.8798   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9953   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -3.0497   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -3.1430   -2.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -4.0051   -0.5829 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -3.5948    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -4.2488    1.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1272   -5.6188    1.1903 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5469   -5.6218    0.6128 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6980   -4.8313   -0.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -5.0742   -1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -5.9068   -1.9366 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5618   -4.3239   -2.7758 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1168   -2.2524    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968   -1.5886    1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0005    2.6083    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    3.7379    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    4.3510   -2.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243    5.7541   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    4.1395   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3039    2.2173   -1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.2545   -1.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    0.2320    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.9030   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -4.8478   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -3.7834    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -6.1687    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532   -6.1923    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -5.2286    1.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581   -6.6540    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058   -4.0297   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -5.9062   -2.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1724   -4.3813   -3.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.7505   -2.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    2.7326    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380    4.7168    0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 13  1  0  0  0  0
 13 12  1  0  0  0  0
 12 10  1  0  0  0  0
 10  9  1  0  0  0  0
 24  3  2  0  0  0  0
 13 14  2  0  0  0  0
  6  7  1  0  0  0  0
 14 15  1  0  0  0  0
  4  5  2  0  0  0  0
 15 16  1  0  0  0  0
  7  8  2  0  0  0  0
 16 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5  6  1  0  0  0  0
 10 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  6 23  2  0  0  0  0
 18 19  2  3  0  0  0
 23 24  1  0  0  0  0
  2  1  1  0  0  0  0
 24 43  1  0  0  0  0
  4 28  1  0  0  0  0
  5 29  1  0  0  0  0
 23 42  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
 12 32  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 40  1  0  0  0  0
 20 41  1  0  0  0  0
 19 39  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N=C(N([H])[H])N([H])C([H])([H])C([H])([H])C(\[H])=C1/N([H])C(=O)N(\C([H])=C(/[H])C2=C([H])C([H])=C(OC([H])([H])[H])C([H])=C2[H])C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N5O3/c1-24-12-6-4-11(5-7-12)8-10-21-14(22)13(20-16(21)23)3-2-9-19-15(17)18/h3-8,10H,2,9H2,1H3,(H,20,23)(H4,17,18,19)/b10-8+,13-3-

> <INCHI_KEY>
OIBAUBRNXIHMBQ-RMLQCRNUSA-N

> <FORMULA>
C16H19N5O3

> <MOLECULAR_WEIGHT>
329.36

> <EXACT_MASS>
329.148789492

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.65491935938425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{3-[(4Z)-1-[(E)-2-(4-methoxyphenyl)ethenyl]-2,5-dioxoimidazolidin-4-ylidene]propyl}guanidine

> <ALOGPS_LOGP>
0.96

> <JCHEM_LOGP>
-1.0741500282546477

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.545693128008141

> <JCHEM_PKA_STRONGEST_BASIC>
12.141382283133682

> <JCHEM_POLAR_SURFACE_AREA>
120.53999999999999

> <JCHEM_REFRACTIVITY>
101.35490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-[(4Z)-1-[(E)-2-(4-methoxyphenyl)ethenyl]-2,5-dioxoimidazolidin-4-ylidene]propyl}guanidine

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.8337    4.7360   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6157    4.8025   -0.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    3.6220   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.3601   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.2271   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3409   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5811    0.1748    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -0.8798   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9953   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -3.0497   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -3.1430   -2.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -4.0051   -0.5829 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -3.5948    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -4.2488    1.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1272   -5.6188    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469   -5.6218    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980   -4.8313   -0.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -5.0742   -1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -5.9068   -1.9366 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5618   -4.3239   -2.7758 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1168   -2.2524    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968   -1.5886    1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0005    2.6083    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    3.7379    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    4.3510   -2.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243    5.7541   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    4.1395   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3039    2.2173   -1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.2545   -1.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    0.2320    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.9030   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -4.8478   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -3.7834    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -6.1687    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532   -6.1923    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -5.2286    1.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581   -6.6540    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058   -4.0297   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -5.9062   -2.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1724   -4.3813   -3.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.7505   -2.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    2.7326    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380    4.7168    0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 13  1  0
 13 12  1  0
 12 10  1  0
 10  9  1  0
 24  3  2  0
 13 14  2  0
  6  7  1  0
 14 15  1  0
  4  5  2  0
 15 16  1  0
  7  8  2  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
  5  6  1  0
 10 11  2  0
  3  4  1  0
  3  2  1  0
  6 23  2  0
 18 19  2  3
 23 24  1  0
  2  1  1  0
 24 43  1  0
  4 28  1  0
  5 29  1  0
 23 42  1  0
  7 30  1  0
  8 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 40  1  0
 20 41  1  0
 19 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.834   4.736  -1.593  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.616   4.803  -0.863  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.962   3.622  -0.644  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.381   2.360  -1.063  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.610   1.227  -0.770  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.405   1.341  -0.065  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.581   0.175   0.288  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.399  -0.880  -0.521  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.367  -1.995  -0.249  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.497  -3.050  -1.157  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.004  -3.143  -2.273  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.316  -4.005  -0.583  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.733  -3.595   0.643  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.563  -4.249   1.460  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.127  -5.619   1.190  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.547  -5.622   0.613  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.698  -4.831  -0.596  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.088  -5.074  -1.773  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.123  -5.907  -1.937  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.562  -4.324  -2.776  0.00  0.00           N+0
HETATM   21  C   UNK     0       1.117  -2.252   0.889  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.297  -1.589   1.897  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.000   2.608   0.368  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.770   3.738   0.074  0.00  0.00           C+0
HETATM   25  H   UNK     0      -4.667   4.351  -2.605  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.224   5.754  -1.685  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.582   4.139  -1.061  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.304   2.217  -1.614  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.974   0.255  -1.093  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.101   0.232   1.261  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.873  -0.903  -1.501  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.631  -4.848  -1.060  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.840  -3.783   2.404  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.138  -6.169   2.140  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.453  -6.192   0.545  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.240  -5.229   1.366  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.858  -6.654   0.414  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.306  -4.030  -0.521  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.856  -5.906  -2.925  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.172  -4.381  -3.705  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.383  -3.751  -2.662  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.078   2.733   0.931  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.438   4.717   0.411  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3   24    4    2                                                  
CONECT    4    5    3   28                                                  
CONECT    5    4    6   29                                                  
CONECT    6    7    5   23                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9   31                                                  
CONECT    9   10    8   21                                                  
CONECT   10   12    9   11                                                  
CONECT   11   10                                                            
CONECT   12   13   10   32                                                  
CONECT   13   21   12   14                                                  
CONECT   14   13   15   33                                                  
CONECT   15   14   16   34   35                                             
CONECT   16   15   17   36   37                                             
CONECT   17   16   18   38                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18   39                                                       
CONECT   20   18   40   41                                                  
CONECT   21   13    9   22                                                  
CONECT   22   21                                                            
CONECT   23    6   24   42                                                  
CONECT   24    3   23   43                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   20                                                            
CONECT   42   23                                                            
CONECT   43   24                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

RDKit          3D

43 44  0  0  0  0  0  0  0  0999 V2000
   -4.8337    4.7360   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6157    4.8025   -0.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    3.6220   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.3601   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.2271   -0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3409   -0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5811    0.1748    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -0.8798   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669   -1.9953   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -3.0497   -1.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -3.1430   -2.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -4.0051   -0.5829 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -3.5948    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -4.2488    1.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1272   -5.6188    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469   -5.6218    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980   -4.8313   -0.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -5.0742   -1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -5.9068   -1.9366 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5618   -4.3239   -2.7758 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1168   -2.2524    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968   -1.5886    1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0005    2.6083    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    3.7379    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    4.3510   -2.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2243    5.7541   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    4.1395   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3039    2.2173   -1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.2545   -1.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    0.2320    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.9030   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -4.8478   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -3.7834    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -6.1687    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532   -6.1923    0.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -5.2286    1.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581   -6.6540    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058   -4.0297   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -5.9062   -2.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1724   -4.3813   -3.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.7505   -2.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    2.7326    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380    4.7168    0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 13  1  0
 13 12  1  0
 12 10  1  0
 10  9  1  0
 24  3  2  0
 13 14  2  0
  6  7  1  0
 14 15  1  0
  4  5  2  0
 15 16  1  0
  7  8  2  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
  5  6  1  0
 10 11  2  0
  3  4  1  0
  3  2  1  0
  6 23  2  0
 18 19  2  3
 23 24  1  0
  2  1  1  0
 24 43  1  0
  4 28  1  0
  5 29  1  0
 23 42  1  0
  7 30  1  0
  8 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 40  1  0
 20 41  1  0
 19 39  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₉N₅O₃

Average Mass

329.3600 Da

Monoisotopic Mass

329.14879 Da

IUPAC Name

N-{3-[(4Z)-1-[(E)-2-(4-methoxyphenyl)ethenyl]-2,5-dioxoimidazolidin-4-ylidene]propyl}guanidine

Traditional Name

N-{3-[(4Z)-1-[(E)-2-(4-methoxyphenyl)ethenyl]-2,5-dioxoimidazolidin-4-ylidene]propyl}guanidine

CAS Registry Number

Not Available

SMILES

[H]N=C(N([H])[H])N([H])C([H])([H])C([H])([H])C(\[H])=C1/N([H])C(=O)N(\C([H])=C(/[H])C2=C([H])C([H])=C(OC([H])([H])[H])C([H])=C2[H])C1=O

InChI Identifier

InChI=1S/C16H19N5O3/c1-24-12-6-4-11(5-7-12)8-10-21-14(22)13(20-16(21)23)3-2-9-19-15(17)18/h3-8,10H,2,9H2,1H3,(H,20,23)(H4,17,18,19)/b10-8+,13-3-

InChI Key

OIBAUBRNXIHMBQ-RMLQCRNUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Parazoanthus axinellae	JEOL database	Cachet, N., et al, J. Nat. Prod. 72, 1612 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Hydantoins

Alternative Parents

Substituents

Hydantoin
Alpha-amino acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
N-acyl urea
Ureide
Monocyclic benzene moiety
Benzenoid
Dicarboximide
Urea
Carbonic acid derivative
Guanidine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboximidamide
Carboxylic acid derivative
Azacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen 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	0.96	ALOGPS
logP	-1.1	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.55	ChemAxon
pKa (Strongest Basic)	12.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.54 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.35 m³·mol⁻¹	ChemAxon
Polarizability	34.65 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

24675425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44482322

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cachet, N., et al. (2009). Cachet, N., et al, J. Nat. Prod. 72, 1612 (2009). J. Nat. Prod..

Showing NP-Card for parazoanthine C (NP0034745)

MOL for NP0034745 (parazoanthine C)

3D MOL for NP0034745 (parazoanthine C)

3D SDF for NP0034745 (parazoanthine C)

3D-SDF for NP0034745 (parazoanthine C)

PDB for NP0034745 (parazoanthine C)

3D PDB for NP0034745 (parazoanthine C)

SMILES for NP0034745 (parazoanthine C)

INCHI for NP0034745 (parazoanthine C)

Structure for NP0034745 (parazoanthine C)

3D Structure for NP0034745 (parazoanthine C)