NP-MRD: Showing NP-Card for Discarene C (NP0080575)

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Record Information

Version

2.0

Created at

2022-04-29 01:34:43 UTC

Updated at

2024-09-12 19:47:22 UTC

NP-MRD ID

NP0080575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Discarene C

Description

Discarene C belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Discarene C is found in Discaria americana . Based on a literature review very few articles have been published on Discarene C.

Structure

MOL SDF PDB SMILES InChI

NP0080575
  Mrv2104 05272322193D          

 71 73  0  0  0  0            999 V2000
    5.2425    2.4380   -1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    1.7647   -2.2163 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5341    2.7151   -3.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9586    1.2548   -1.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123    1.4402   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623    0.9341    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    1.5540    1.7407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1440   -0.2570    0.3423 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.1578   -1.0123    1.1352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3221   -0.6263    0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755   -1.3071    1.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073    0.6159    0.2691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267    1.2039    0.0241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7360    2.7355   -0.0531 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2614    3.4220    1.2443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1913    3.1473    2.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    4.9319    1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3674    0.6472   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9112    1.0168   -2.3985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864   -0.3875   -1.1342 N   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4354   -1.5094   -1.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916   -1.7469   -3.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4180   -2.4469   -2.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879   -3.5717   -1.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2489   -3.8335   -1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1512   -2.9837   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0801   -2.0407   -2.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2239   -1.7587   -2.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -2.9808   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -2.5597    1.0343 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4180   -3.0044    2.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -2.9745    1.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7242   -3.3557    2.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934   -3.7664    4.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9326   -3.7981    4.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -3.4177    3.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0421    2.7172   -2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9142    3.3504   -0.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6774    1.7625   -0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    0.8901   -2.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7516    2.2294   -3.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1037    3.6143   -2.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3243    3.0325   -3.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1984    0.7009   -1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040    2.0414    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -0.7928   -0.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2848   -0.7068    2.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4995    0.9051    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7198    3.1344   -0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2613    3.0525    1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1640    2.0928    2.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8880    3.7298    3.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2280    3.4097    2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765    5.4335    1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    5.3673    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522    5.1519    0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5884   -0.5377   -0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7842   -2.3515   -1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4972   -0.9131   -3.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2843   -4.1590   -1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2641   -4.6312   -0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8087   -1.4373   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2155   -0.9009   -3.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465   -3.1041    1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1534   -2.6585    0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864   -3.3322    2.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   -4.0610    4.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963   -4.1161    5.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0582   -3.4428    3.5892 H   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 12 13  1  0  0  0  0
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 13 18  1  0  0  0  0
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 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 30  9  1  0  0  0  0
 36 31  1  0  0  0  0
 28 23  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  2 40  1  0  0  0  0
  3 41  1  0  0  0  0
  3 42  1  0  0  0  0
  3 43  1  0  0  0  0
  4 44  1  0  0  0  0
  5 45  1  0  0  0  0
  8 46  1  0  0  0  0
  9 47  1  0  0  0  0
 12 48  1  0  0  0  0
 13 49  1  0  0  0  0
 14 50  1  0  0  0  0
 14 51  1  0  0  0  0
 15 52  1  0  0  0  0
 16 53  1  0  0  0  0
 16 54  1  0  0  0  0
 16 55  1  0  0  0  0
 17 56  1  0  0  0  0
 17 57  1  0  0  0  0
 17 58  1  0  0  0  0
 20 59  1  0  0  0  0
 21 60  1  0  0  0  0
 22 61  1  0  0  0  0
 24 62  1  0  0  0  0
 25 63  1  0  0  0  0
 27 64  1  0  0  0  0
 28 65  1  0  0  0  0
 30 66  1  0  0  0  0
 32 67  1  0  0  0  0
 33 68  1  0  0  0  0
 34 69  1  0  0  0  0
 35 70  1  0  0  0  0
 36 71  1  0  0  0  0
M  END

NP0080575
  Mrv2104 05272322193D          

 71 73  0  0  0  0            999 V2000
    5.2425    2.4380   -1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    1.7647   -2.2163 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5341    2.7151   -3.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9586    1.2548   -1.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123    1.4402   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623    0.9341    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    1.5540    1.7407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1440   -0.2570    0.3423 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.1578   -1.0123    1.1352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3221   -0.6263    0.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755   -1.3071    1.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073    0.6159    0.2691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267    1.2039    0.0241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7360    2.7355   -0.0531 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2614    3.4220    1.2443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1913    3.1473    2.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    4.9319    1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3674    0.6472   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9112    1.0168   -2.3985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864   -0.3875   -1.1342 N   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4354   -1.5094   -1.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916   -1.7469   -3.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4180   -2.4469   -2.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879   -3.5717   -1.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2489   -3.8335   -1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1512   -2.9837   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0801   -2.0407   -2.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2239   -1.7587   -2.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -2.9808   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -2.5597    1.0343 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4180   -3.0044    2.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -2.9745    1.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0000   -3.4177    3.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6572   -0.7928   -0.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3 43  1  0  0  0  0
  4 44  1  0  0  0  0
  5 45  1  0  0  0  0
  8 46  1  0  0  0  0
  9 47  1  0  0  0  0
 12 48  1  0  0  0  0
 13 49  1  0  0  0  0
 14 50  1  0  0  0  0
 14 51  1  0  0  0  0
 15 52  1  0  0  0  0
 16 53  1  0  0  0  0
 16 54  1  0  0  0  0
 16 55  1  0  0  0  0
 17 56  1  0  0  0  0
 17 57  1  0  0  0  0
 17 58  1  0  0  0  0
 20 59  1  0  0  0  0
 21 60  1  0  0  0  0
 22 61  1  0  0  0  0
 24 62  1  0  0  0  0
 25 63  1  0  0  0  0
 27 64  1  0  0  0  0
 28 65  1  0  0  0  0
 30 66  1  0  0  0  0
 32 67  1  0  0  0  0
 33 68  1  0  0  0  0
 34 69  1  0  0  0  0
 35 70  1  0  0  0  0
 36 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0080575

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C(=O)C(\[H])=C(/[H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])C(=O)N([H])[C@]([H])(C(=O)N([H])C([H])=C([H])C2=C([H])C([H])=C(O[C@@]1([H])C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])=C2[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C29H35N3O4/c1-19(2)10-15-25(33)32-26-27(22-8-6-5-7-9-22)36-23-13-11-21(12-14-23)16-17-30-28(34)24(18-20(3)4)31-29(26)35/h5-17,19-20,24,26-27H,18H2,1-4H3,(H,30,34)(H,31,35)(H,32,33)/b15-10+,17-16+/t24-,26+,27-/s2

> <INCHI_KEY>
BCKFBSQASKVSKD-IIAZIFLANA-N

> <FORMULA>
C29H35N3O4

> <MOLECULAR_WEIGHT>
489.616

> <EXACT_MASS>
489.262756619

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
53.09571285405494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-methyl-N-[(3S,4R,7S,10E)-7-(2-methylpropyl)-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]pent-2-enamide

> <JCHEM_LOGP>
4.4550250533333315

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.862593273123458

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.279301235671866

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4236986381760305

> <JCHEM_POLAR_SURFACE_AREA>
96.53000000000002

> <JCHEM_REFRACTIVITY>
140.59089999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-methyl-N-[(3S,4R,7S,10E)-7-(2-methylpropyl)-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]pent-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0080575                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       5.242   2.438  -1.466  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.090   1.765  -2.216  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.534   2.715  -3.279  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.959   1.255  -1.348  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.812   1.440  -0.024  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.662   0.934   0.766  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.261   1.554   1.741  0.00  0.00           O+0
HETATM    8  N   UNK     0       1.144  -0.257   0.342  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.158  -1.012   1.135  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.322  -0.626   0.839  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.276  -1.307   1.218  0.00  0.00           O+0
HETATM   12  N   UNK     0      -1.507   0.616   0.269  0.00  0.00           N+0
HETATM   13  C   UNK     0      -2.827   1.204   0.024  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.736   2.736  -0.053  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.261   3.422   1.244  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.191   3.147   2.427  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.149   4.932   1.016  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.367   0.647  -1.317  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.911   1.017  -2.398  0.00  0.00           O+0
HETATM   20  N   UNK     0      -4.286  -0.388  -1.134  0.00  0.00           N+0
HETATM   21  C   UNK     0      -4.435  -1.509  -1.938  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.692  -1.747  -3.037  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.418  -2.447  -2.696  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.388  -3.572  -1.859  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.249  -3.833  -1.102  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.151  -2.984  -1.210  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.080  -2.041  -2.227  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.224  -1.759  -2.962  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.851  -2.981  -0.281  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.374  -2.560   1.034  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.418  -3.004   2.059  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.793  -2.974   1.780  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.724  -3.356   2.749  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.293  -3.766   4.008  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.933  -3.798   4.301  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.000  -3.418   3.335  0.00  0.00           C+0
HETATM   37  H   UNK     0       6.042   2.717  -2.161  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.914   3.350  -0.956  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.677   1.763  -0.721  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.508   0.890  -2.733  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.752   2.229  -3.874  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.104   3.614  -2.825  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.324   3.033  -3.968  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.198   0.701  -1.896  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.504   2.041   0.557  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.657  -0.793  -0.346  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.285  -0.707   2.184  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.707   1.030  -0.195  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.499   0.905   0.834  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.052   3.018  -0.865  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.720   3.134  -0.334  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.261   3.053   1.501  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.164   2.093   2.717  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.888   3.730   3.304  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.228   3.410   2.189  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.777   5.434   1.916  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.121   5.367   0.761  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.452   5.152   0.202  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.588  -0.538  -0.175  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.784  -2.352  -1.337  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.497  -0.913  -3.713  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.284  -4.159  -1.681  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.264  -4.631  -0.366  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.809  -1.437  -2.371  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.216  -0.901  -3.632  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.547  -3.104   1.283  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.153  -2.659   0.804  0.00  0.00           H+0
HETATM   68  H   UNK     0       4.786  -3.332   2.520  0.00  0.00           H+0
HETATM   69  H   UNK     0       4.019  -4.061   4.761  0.00  0.00           H+0
HETATM   70  H   UNK     0       1.596  -4.116   5.285  0.00  0.00           H+0
HETATM   71  H   UNK     0      -0.058  -3.443   3.589  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    1    3    4   40                                             
CONECT    3    2   41   42   43                                             
CONECT    4    2    5   44                                                  
CONECT    5    4    6   45                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   46                                                  
CONECT    9    8   10   30   47                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   48                                                  
CONECT   13   12   14   18   49                                             
CONECT   14   13   15   50   51                                             
CONECT   15   14   16   17   52                                             
CONECT   16   15   53   54   55                                             
CONECT   17   15   56   57   58                                             
CONECT   18   13   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   59                                                  
CONECT   21   20   22   60                                                  
CONECT   22   21   23   61                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25   62                                                  
CONECT   25   24   26   63                                                  
CONECT   26   25   27   29                                                  
CONECT   27   26   28   64                                                  
CONECT   28   27   23   65                                                  
CONECT   29   26   30                                                       
CONECT   30   29   31    9   66                                             
CONECT   31   30   32   36                                                  
CONECT   32   31   33   67                                                  
CONECT   33   32   34   68                                                  
CONECT   34   33   35   69                                                  
CONECT   35   34   36   70                                                  
CONECT   36   35   31   71                                                  
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    2                                                            
CONECT   41    3                                                            
CONECT   42    3                                                            
CONECT   43    3                                                            
CONECT   44    4                                                            
CONECT   45    5                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   14                                                            
CONECT   52   15                                                            
CONECT   53   16                                                            
CONECT   54   16                                                            
CONECT   55   16                                                            
CONECT   56   17                                                            
CONECT   57   17                                                            
CONECT   58   17                                                            
CONECT   59   20                                                            
CONECT   60   21                                                            
CONECT   61   22                                                            
CONECT   62   24                                                            
CONECT   63   25                                                            
CONECT   64   27                                                            
CONECT   65   28                                                            
CONECT   66   30                                                            
CONECT   67   32                                                            
CONECT   68   33                                                            
CONECT   69   34                                                            
CONECT   70   35                                                            
CONECT   71   36                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  146    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₅N₃O₄

Average Mass

489.6160 Da

Monoisotopic Mass

489.26276 Da

IUPAC Name

(2E)-4-methyl-N-[(3S,4R,7S,10E)-7-(2-methylpropyl)-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]pent-2-enamide

Traditional Name

(2E)-4-methyl-N-[(3S,4R,7S,10E)-7-(2-methylpropyl)-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]pent-2-enamide

CAS Registry Number

Not Available

SMILES

[H]N(C(=O)C(\[H])=C(/[H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])C(=O)N([H])[C@]([H])(C(=O)N([H])C([H])=C([H])C2=C([H])C([H])=C(O[C@@]1([H])C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])=C2[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1/C29H35N3O4/c1-19(2)10-15-25(33)32-26-27(22-8-6-5-7-9-22)36-23-13-11-21(12-14-23)16-17-30-28(34)24(18-20(3)4)31-29(26)35/h5-17,19-20,24,26-27H,18H2,1-4H3,(H,30,34)(H,31,35)(H,32,33)/b15-10+,17-16+/t24-,26+,27-/s2

InChI Key

BCKFBSQASKVSKD-IIAZIFLANA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Discaria americana	Plant	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as cyclic peptides. These are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Alpha-dipeptide
Cyclic alpha peptide
Leucine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Alkyl aryl ether
Fatty acyl
Benzenoid
N-acyl-amine
Fatty amide
Monocyclic benzene moiety
Lactam
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	4.46	ChemAxon
pKa (Strongest Acidic)	11.28	ChemAxon
pKa (Strongest Basic)	-0.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	140.59 m³·mol⁻¹	ChemAxon
Polarizability	53.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Discarene C (NP0080575)

MOL for NP0080575 (Discarene C)

3D MOL for NP0080575 (Discarene C)

3D SDF for NP0080575 (Discarene C)

3D-SDF for NP0080575 (Discarene C)

PDB for NP0080575 (Discarene C)

3D PDB for NP0080575 (Discarene C)

SMILES for NP0080575 (Discarene C)

INCHI for NP0080575 (Discarene C)

Structure for NP0080575 (Discarene C)

3D Structure for NP0080575 (Discarene C)