NP-MRD: Showing NP-Card for Discarine C (NP0069830)

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Record Information

Version

2.0

Created at

2022-04-28 15:09:28 UTC

Updated at

2024-09-12 20:00:42 UTC

NP-MRD ID

NP0069830

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Discarine C

Description

Discarine C belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Discarine C is found in Discaria americana and Discaria febrifuga. Discarine C was first documented in 2019 (PMID: 30543915). Based on a literature review very few articles have been published on Discarine C.

Structure

MOL SDF PDB SMILES InChI

NP0069830
  Mrv2104 05272322323D          

 81 83  0  0  0  0            999 V2000
    3.0580    3.3729    0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841    3.1375   -0.1233 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1314    2.3694   -1.4404 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2718    2.9710   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1546    0.8147   -1.4296 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1089    0.1787   -0.6110 N   0  0  1  0  0  0  0  0  0  0  0  0
    1.2180   -0.0457    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    0.2252    1.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -0.6741    1.4619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2248   -0.1316    0.8013 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6524    1.1625    0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041    1.8979    1.8552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7486    1.6133   -0.0276 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1944    1.4266    0.5372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2031    2.2329   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2967    1.8501    2.0259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6915    1.7132    2.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061    0.9682   -1.3449 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2795   -0.1145   -1.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212    1.9641   -2.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1496   -2.2376    1.5625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5594   -3.0029    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520   -3.8892    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -4.5732   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4372   -4.3936   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387   -3.5428   -2.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -2.8581   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7196   -2.9651    2.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0312   -2.9978    2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359   -2.2542    2.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1975   -1.9875    2.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118   -2.4402    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -3.4303    0.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -3.7300    1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3960   -1.6725    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3035   -0.3368    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    0.4650   -0.5244 N   0  0  1  0  0  0  0  0  0  0  0  0
    3.4999    0.0159   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5965   -1.0139   -2.0933 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665    4.0919    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3601    2.4641    1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231    3.7913    0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124    4.1335   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618    2.6819    0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    2.6000   -2.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1175    4.0463   -2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3118    2.5126   -3.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2485    2.8368   -1.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8005    0.5760   -2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684    0.2036   -0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -0.2681    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -0.5407   -0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    2.6962   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4702    0.3666    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2322    1.9682   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0765    3.3082   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020    2.0565   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6320    1.2216    2.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    2.8865    2.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0939    0.7094    2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3858    2.4447    2.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6527    1.8880    3.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2697    0.2268   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029   -0.8826   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8232   -0.6241   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    1.4879   -3.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1456    2.5046   -2.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540    2.6919   -2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -2.2902    2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743   -4.0560    1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358   -5.2531   -0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -4.9326   -2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965   -3.4239   -3.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945   -2.2506   -1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210   -1.7585    3.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8302   -1.2734    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9530   -3.8552   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -4.4370    0.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540   -2.0882   -0.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824    0.1268    1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2182    1.3246   -0.0508 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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 32 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38  5  1  0  0  0  0
 27 22  1  0  0  0  0
 34 29  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  2 43  1  0  0  0  0
  2 44  1  0  0  0  0
  3 45  1  0  0  0  0
  4 46  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  6  0  0  0
  6 50  1  0  0  0  0
  9 51  1  1  0  0  0
 10 52  1  0  0  0  0
 13 53  1  6  0  0  0
 14 54  1  1  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
 15 57  1  0  0  0  0
 16 58  1  0  0  0  0
 16 59  1  0  0  0  0
 17 60  1  0  0  0  0
 17 61  1  0  0  0  0
 17 62  1  0  0  0  0
 19 63  1  0  0  0  0
 19 64  1  0  0  0  0
 19 65  1  0  0  0  0
 20 66  1  0  0  0  0
 20 67  1  0  0  0  0
 20 68  1  0  0  0  0
 21 69  1  1  0  0  0
 23 70  1  0  0  0  0
 24 71  1  0  0  0  0
 25 72  1  0  0  0  0
 26 73  1  0  0  0  0
 27 74  1  0  0  0  0
 30 75  1  0  0  0  0
 31 76  1  0  0  0  0
 33 77  1  0  0  0  0
 34 78  1  0  0  0  0
 35 79  1  0  0  0  0
 36 80  1  0  0  0  0
 37 81  1  0  0  0  0
M  END

NP0069830
  Mrv2104 05272322323D          

 81 83  0  0  0  0            999 V2000
    3.0580    3.3729    0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841    3.1375   -0.1233 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1314    2.3694   -1.4404 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2718    2.9710   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1546    0.8147   -1.4296 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1089    0.1787   -0.6110 N   0  0  1  0  0  0  0  0  0  0  0  0
    1.2180   -0.0457    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    0.2252    1.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181   -0.6741    1.4619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2248   -0.1316    0.8013 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6524    1.1625    0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041    1.8979    1.8552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7486    1.6133   -0.0276 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1944    1.4266    0.5372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2031    2.2329   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2967    1.8501    2.0259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6915    1.7132    2.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061    0.9682   -1.3449 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2795   -0.1145   -1.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212    1.9641   -2.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1496   -2.2376    1.5625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5594   -3.0029    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520   -3.8892    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -4.5732   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4372   -4.3936   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387   -3.5428   -2.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -2.8581   -0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7196   -2.9651    2.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0312   -2.9978    2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359   -2.2542    2.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1975   -1.9875    2.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118   -2.4402    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -3.4303    0.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -3.7300    1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3960   -1.6725    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3035   -0.3368    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4583    0.4650   -0.5244 N   0  0  1  0  0  0  0  0  0  0  0  0
    3.4999    0.0159   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5965   -1.0139   -2.0933 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665    4.0919    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3601    2.4641    1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231    3.7913    0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124    4.1335   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618    2.6819    0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    2.6000   -2.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1175    4.0463   -2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3118    2.5126   -3.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2485    2.8368   -1.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8005    0.5760   -2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684    0.2036   -0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -0.2681    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -0.5407   -0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    2.6962   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4702    0.3666    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2322    1.9682   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0765    3.3082   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020    2.0565   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6320    1.2216    2.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    2.8865    2.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0939    0.7094    2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3858    2.4447    2.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6527    1.8880    3.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2697    0.2268   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029   -0.8826   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8232   -0.6241   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648    1.4879   -3.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1456    2.5046   -2.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540    2.6919   -2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -2.2902    2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743   -4.0560    1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358   -5.2531   -0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -4.9326   -2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965   -3.4239   -3.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945   -2.2506   -1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210   -1.7585    3.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8302   -1.2734    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9530   -3.8552   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -4.4370    0.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540   -2.0882   -0.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824    0.1268    1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2182    1.3246   -0.0508 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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 32 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38  5  1  0  0  0  0
 27 22  1  0  0  0  0
 34 29  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  2 43  1  0  0  0  0
  2 44  1  0  0  0  0
  3 45  1  0  0  0  0
  4 46  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  6  0  0  0
  6 50  1  0  0  0  0
  9 51  1  1  0  0  0
 10 52  1  0  0  0  0
 13 53  1  6  0  0  0
 14 54  1  1  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
 15 57  1  0  0  0  0
 16 58  1  0  0  0  0
 16 59  1  0  0  0  0
 17 60  1  0  0  0  0
 17 61  1  0  0  0  0
 17 62  1  0  0  0  0
 19 63  1  0  0  0  0
 19 64  1  0  0  0  0
 19 65  1  0  0  0  0
 20 66  1  0  0  0  0
 20 67  1  0  0  0  0
 20 68  1  0  0  0  0
 21 69  1  1  0  0  0
 23 70  1  0  0  0  0
 24 71  1  0  0  0  0
 25 72  1  0  0  0  0
 26 73  1  0  0  0  0
 27 74  1  0  0  0  0
 30 75  1  0  0  0  0
 31 76  1  0  0  0  0
 33 77  1  0  0  0  0
 34 78  1  0  0  0  0
 35 79  1  0  0  0  0
 36 80  1  0  0  0  0
 37 81  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069830

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C(=O)[C@@]([H])(N(C([H])([H])[H])C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([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])(C([H])([H])[H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C31H42N4O4/c1-7-20(3)25-29(36)32-19-18-22-14-16-24(17-15-22)39-28(23-12-10-9-11-13-23)26(30(37)33-25)34-31(38)27(35(5)6)21(4)8-2/h9-21,25-28H,7-8H2,1-6H3,(H,32,36)(H,33,37)(H,34,38)/b19-18+/t20-,21-,25+,26+,27+,28-/s2

> <INCHI_KEY>
KUFZVSVLYCOHNF-DJTOKRJCNA-N

> <FORMULA>
C31H42N4O4

> <MOLECULAR_WEIGHT>
534.701

> <EXACT_MASS>
534.320605848

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
57.27679729848254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
4.450789637333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.442996415144897

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.290169596848239

> <JCHEM_PKA_STRONGEST_BASIC>
8.054694696183958

> <JCHEM_POLAR_SURFACE_AREA>
99.77000000000001

> <JCHEM_REFRACTIVITY>
152.56260000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0069830                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       3.058   3.373   0.813  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.884   3.138  -0.123  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.131   2.369  -1.440  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.272   2.971  -2.269  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.155   0.815  -1.430  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.109   0.179  -0.611  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.218  -0.046   0.750  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.252   0.225   1.355  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.018  -0.674   1.462  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.225  -0.132   0.801  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.652   1.163   0.982  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.204   1.898   1.855  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.749   1.613  -0.028  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.194   1.427   0.537  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.203   2.233  -0.299  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.297   1.850   2.026  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.691   1.713   2.624  0.00  0.00           C+0
HETATM   18  N   UNK     0      -2.406   0.968  -1.345  0.00  0.00           N+0
HETATM   19  C   UNK     0      -3.280  -0.115  -1.796  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.221   1.964  -2.401  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.150  -2.238   1.563  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.559  -3.003   0.295  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.652  -3.889   0.354  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.090  -4.573  -0.782  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.437  -4.394  -1.997  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.339  -3.543  -2.071  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.099  -2.858  -0.935  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.720  -2.965   2.473  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.031  -2.998   2.111  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.936  -2.254   2.857  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.197  -1.988   2.326  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.512  -2.440   1.036  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.707  -3.430   0.457  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.470  -3.730   1.017  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.396  -1.673   0.106  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.303  -0.337   0.238  0.00  0.00           C+0
HETATM   37  N   UNK     0       4.458   0.465  -0.524  0.00  0.00           N+0
HETATM   38  C   UNK     0       3.500   0.016  -1.420  0.00  0.00           C+0
HETATM   39  O   UNK     0       3.596  -1.014  -2.093  0.00  0.00           O+0
HETATM   40  H   UNK     0       2.767   4.092   1.587  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.360   2.464   1.334  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.923   3.791   0.292  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.512   4.133  -0.404  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.062   2.682   0.436  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.220   2.600  -2.018  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.118   4.046  -2.409  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.312   2.513  -3.262  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.248   2.837  -1.799  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.801   0.576  -2.448  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.168   0.204  -0.987  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.010  -0.268   2.482  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.503  -0.541  -0.084  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.575   2.696  -0.121  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.470   0.367   0.495  0.00  0.00           H+0
HETATM   55  H   UNK     0      -6.232   1.968  -0.036  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.077   3.308  -0.132  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.102   2.057  -1.371  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.632   1.222   2.630  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.958   2.886   2.146  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.094   0.709   2.458  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.386   2.445   2.201  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.653   1.888   3.704  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.270   0.227  -2.109  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.403  -0.883  -1.026  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.823  -0.624  -2.653  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.865   1.488  -3.322  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.146   2.505  -2.628  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.454   2.692  -2.114  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.081  -2.290   2.150  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.174  -4.056   1.295  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.936  -5.253  -0.714  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.770  -4.933  -2.881  0.00  0.00           H+0
HETATM   73  H   UNK     0       0.197  -3.424  -3.011  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.995  -2.251  -1.028  0.00  0.00           H+0
HETATM   75  H   UNK     0       2.621  -1.759   3.770  0.00  0.00           H+0
HETATM   76  H   UNK     0       4.830  -1.273   2.844  0.00  0.00           H+0
HETATM   77  H   UNK     0       3.953  -3.855  -0.514  0.00  0.00           H+0
HETATM   78  H   UNK     0       1.815  -4.437   0.518  0.00  0.00           H+0
HETATM   79  H   UNK     0       5.354  -2.088  -0.901  0.00  0.00           H+0
HETATM   80  H   UNK     0       5.482   0.127   1.206  0.00  0.00           H+0
HETATM   81  H   UNK     0       4.218   1.325  -0.051  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    1    3   43   44                                             
CONECT    3    2    4    5   45                                             
CONECT    4    3   46   47   48                                             
CONECT    5    3    6   38   49                                             
CONECT    6    5    7   50                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   21   51                                             
CONECT   10    9   11   52                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18   53                                             
CONECT   14   13   15   16   54                                             
CONECT   15   14   55   56   57                                             
CONECT   16   14   17   58   59                                             
CONECT   17   16   60   61   62                                             
CONECT   18   13   19   20                                                  
CONECT   19   18   63   64   65                                             
CONECT   20   18   66   67   68                                             
CONECT   21    9   22   28   69                                             
CONECT   22   21   23   27                                                  
CONECT   23   22   24   70                                                  
CONECT   24   23   25   71                                                  
CONECT   25   24   26   72                                                  
CONECT   26   25   27   73                                                  
CONECT   27   26   22   74                                                  
CONECT   28   21   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31   75                                                  
CONECT   31   30   32   76                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   34   77                                                  
CONECT   34   33   29   78                                                  
CONECT   35   32   36   79                                                  
CONECT   36   35   37   80                                                  
CONECT   37   36   38   81                                                  
CONECT   38   37   39    5                                                  
CONECT   39   38                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    2                                                            
CONECT   44    2                                                            
CONECT   45    3                                                            
CONECT   46    4                                                            
CONECT   47    4                                                            
CONECT   48    4                                                            
CONECT   49    5                                                            
CONECT   50    6                                                            
CONECT   51    9                                                            
CONECT   52   10                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   15                                                            
CONECT   56   15                                                            
CONECT   57   15                                                            
CONECT   58   16                                                            
CONECT   59   16                                                            
CONECT   60   17                                                            
CONECT   61   17                                                            
CONECT   62   17                                                            
CONECT   63   19                                                            
CONECT   64   19                                                            
CONECT   65   19                                                            
CONECT   66   20                                                            
CONECT   67   20                                                            
CONECT   68   20                                                            
CONECT   69   21                                                            
CONECT   70   23                                                            
CONECT   71   24                                                            
CONECT   72   25                                                            
CONECT   73   26                                                            
CONECT   74   27                                                            
CONECT   75   30                                                            
CONECT   76   31                                                            
CONECT   77   33                                                            
CONECT   78   34                                                            
CONECT   79   35                                                            
CONECT   80   36                                                            
CONECT   81   37                                                            
MASTER        0    0    0    0    0    0    0    0   81    0  166    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₂N₄O₄

Average Mass

534.7010 Da

Monoisotopic Mass

534.32061 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]N(C(=O)[C@@]([H])(N(C([H])([H])[H])C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([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])(C([H])([H])[H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1/C31H42N4O4/c1-7-20(3)25-29(36)32-19-18-22-14-16-24(17-15-22)39-28(23-12-10-9-11-13-23)26(30(37)33-25)34-31(38)27(35(5)6)21(4)8-2/h9-21,25-28H,7-8H2,1-6H3,(H,32,36)(H,33,37)(H,34,38)/b19-18+/t20-,21-,25+,26+,27+,28-/s2

InChI Key

KUFZVSVLYCOHNF-DJTOKRJCNA-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
Discaria febrifuga	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

Cyclic alpha peptide
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Cyclic carboximidic acid
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
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	4.45	ChemAxon
pKa (Strongest Acidic)	11.29	ChemAxon
pKa (Strongest Basic)	8.05	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.77 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	152.56 m³·mol⁻¹	ChemAxon
Polarizability	57.28 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

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

Dahmer J, do Carmo G, Mostardeiro MA, Neto AT, da Silva UF, Dalcol II, Morel AF: Antibacterial activity of Discaria americana Gillies ex Hook (Rhamnaceae). J Ethnopharmacol. 2019 Jul 15;239:111635. doi: 10.1016/j.jep.2018.12.009. Epub 2018 Dec 10. [PubMed:30543915 ]

Showing NP-Card for Discarine C (NP0069830)

MOL for NP0069830 (Discarine C)

3D MOL for NP0069830 (Discarine C)

3D SDF for NP0069830 (Discarine C)

3D-SDF for NP0069830 (Discarine C)

PDB for NP0069830 (Discarine C)

3D PDB for NP0069830 (Discarine C)

SMILES for NP0069830 (Discarine C)

INCHI for NP0069830 (Discarine C)

Structure for NP0069830 (Discarine C)

3D Structure for NP0069830 (Discarine C)