NP-MRD: Showing NP-Card for Cherimolacyclopeptide D (NP0071027)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 16:25:42 UTC

Updated at

2022-04-28 16:25:42 UTC

NP-MRD ID

NP0071027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cherimolacyclopeptide D

Description

2-[(6S,9S,12S,15S,18S,23aS)-6-[(2S)-butan-2-yl]-1,4,7,10,13,16-hexahydroxy-18-[(1R)-1-hydroxyethyl]-12-methyl-19-oxo-15-(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23aH-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-9-yl]ethanimidic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Cherimolacyclopeptide D is found in Annona cherimola . Based on a literature review very few articles have been published on 2-[(6S,9S,12S,15S,18S,23aS)-6-[(2S)-butan-2-yl]-1,4,7,10,13,16-hexahydroxy-18-[(1R)-1-hydroxyethyl]-12-methyl-19-oxo-15-(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23aH-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-9-yl]ethanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218252D          

 46 47  0  0  1  0            999 V2000
    6.7707    4.8696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8877    5.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6534    5.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2389    6.1959    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4732    5.8889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9076    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1450    7.2796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1047    6.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    5.5100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    5.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753    6.1206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    4.6964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1622    4.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    3.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    3.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0659    2.5925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8890    2.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379    1.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812    1.1415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9435    1.5726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5002    2.1815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2704    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    1.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9116    2.4047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7827    3.2196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942    3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2116    3.2300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4881    4.4623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1996    4.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9170    4.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6285    4.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9231    3.6478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6818    2.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1925    0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9981    0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357    0.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    1.9075    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9695    1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830    1.9631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6623    3.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837    3.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9023    4.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3559    7.0126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7072    7.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1217    7.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7704    6.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  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
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 33  1  1  0  0  0
 20 34  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 16 37  1  1  0  0  0
 37 38  1  0  0  0  0
 37 39  1  1  0  0  0
 13 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 12 42  1  0  0  0  0
  4 43  1  1  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END

     RDKit          3D

 94 95  0  0  0  0  0  0  0  0999 V2000
    6.4101    1.6560   -2.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8780    2.5723   -1.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4194    1.7864   -0.1820 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5646    0.9971    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300    0.9040   -0.4785 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1504    1.7228   -0.9114 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273    1.7842   -0.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133    1.9130   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561    1.7205    0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423    2.8781    1.4179 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7621    3.0413    1.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    3.3740    2.6442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017    2.8486    0.3733 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5396    3.9019   -0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6041    4.9444   -0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2171    4.5035    0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0841    3.0611    0.7753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561    1.9509    0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6553    1.9777    2.0072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1101    0.7986    0.0560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1696    1.2786   -0.9582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4540    1.6731   -0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6415    2.4609   -1.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5401   -0.4147    0.7081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8299   -1.4843    1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -1.7192    2.4707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022   -2.4296    0.5314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4734   -3.0634   -0.7119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8629   -2.1455   -1.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171   -3.8628   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631   -3.4891    1.4432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3349   -4.2976    1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -5.5521    1.4363 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030   -3.8507    1.2477 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5168   -3.0214    2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3341   -3.2279   -0.0338 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1182   -2.1432   -0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5159   -1.1384   -0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -1.9359   -0.2520 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3242   -3.2345   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7677   -3.0959    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6514   -3.3067   -1.0763 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2749   -2.7827    1.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195   -0.9534    0.7305 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9089    0.0328    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6258    0.2223    1.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    0.5934   -2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3924    1.9909   -2.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7067    1.7378   -3.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7552    3.2127   -1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1417    3.2754   -1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0909    2.5370    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4210   -0.1047    0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7114    1.2680    1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4921    1.3129   -0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5574    0.2699   -1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3569    2.3865   -1.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2791    1.6287    1.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7512    0.7741    1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201    3.7135    1.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    1.8228   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619    3.4415   -1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5286    4.3419   -0.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3642    4.8693   -1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752    5.9659   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6550    4.9639    1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2654    4.8376    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    0.5956   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179    0.5815   -1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5353    1.3477    0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6053    2.7918   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3445    1.2949   -0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3484    3.1621   -1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6106   -0.4621    0.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102   -1.8402    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928   -3.7367   -1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9170   -1.7599   -1.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1663   -1.3100   -1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125   -2.7651   -2.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6468   -3.2629   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7619   -4.7482   -0.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7389   -4.0505    0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1241   -3.6350    2.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7833   -4.7315    1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5642   -3.1660    2.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013   -1.9645    2.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567   -3.4067    3.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -3.7023   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -1.4893   -1.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744   -3.7780    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822   -3.8832   -1.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5873   -3.7671   -0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4522   -3.0396   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444   -0.9691    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 39 44  1  0
 44 45  1  0
 45 46  2  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 45  5  1  0
 17 13  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  0
  2 51  1  0
  3 52  1  1
  4 53  1  0
  4 54  1  0
  4 55  1  0
  5 56  1  6
  6 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  0
 13 61  1  6
 14 62  1  0
 14 63  1  0
 15 64  1  0
 15 65  1  0
 16 66  1  0
 16 67  1  0
 20 68  1  6
 24 74  1  0
 27 75  1  6
 31 83  1  0
 34 84  1  6
 35 85  1  0
 35 86  1  0
 35 87  1  0
 36 88  1  0
 39 89  1  6
 40 90  1  0
 40 91  1  0
 42 92  1  0
 42 93  1  0
 44 94  1  0
 28 76  1  6
 29 77  1  0
 29 78  1  0
 29 79  1  0
 30 80  1  0
 30 81  1  0
 30 82  1  0
 21 69  1  6
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
M  END


  Mrv1652304282218252D          

 46 47  0  0  1  0            999 V2000
    6.7707    4.8696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8877    5.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6534    5.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2389    6.1959    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4732    5.8889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9076    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1450    7.2796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1047    6.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    5.5100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    5.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753    6.1206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    4.6964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1622    4.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    3.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    3.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0659    2.5925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8890    2.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379    1.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812    1.1415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9435    1.5726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5002    2.1815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2704    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    1.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9116    2.4047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7827    3.2196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942    3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2116    3.2300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4881    4.4623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1996    4.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9170    4.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6285    4.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9231    3.6478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6818    2.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1925    0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9981    0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357    0.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    1.9075    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9695    1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830    1.9631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6623    3.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837    3.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9023    4.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3559    7.0126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7072    7.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1217    7.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7704    6.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  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
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 33  1  1  0  0  0
 20 34  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 16 37  1  1  0  0  0
 37 38  1  0  0  0  0
 37 39  1  1  0  0  0
 13 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 12 42  1  0  0  0  0
  4 43  1  1  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071027

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@@H]1NC(=O)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(N)=O)NC1=O)C(C)C)[C@@H](C)O

> <INCHI_IDENTIFIER>
InChI=1S/C29H48N8O9/c1-7-14(4)22-28(45)33-17(11-19(30)39)25(42)32-15(5)24(41)35-21(13(2)3)27(44)36-23(16(6)38)29(46)37-10-8-9-18(37)26(43)31-12-20(40)34-22/h13-18,21-23,38H,7-12H2,1-6H3,(H2,30,39)(H,31,43)(H,32,42)(H,33,45)(H,34,40)(H,35,41)(H,36,44)/t14-,15-,16+,17-,18-,21-,22-,23-/m0/s1

> <INCHI_KEY>
KNYHBNDPXXGZMW-SQRQUSDWSA-N

> <FORMULA>
C29H48N8O9

> <MOLECULAR_WEIGHT>
652.75

> <EXACT_MASS>
652.354425158

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
66.40171889872735

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(6S,9S,12S,15S,18S,23aS)-6-[(2S)-butan-2-yl]-18-[(1R)-1-hydroxyethyl]-12-methyl-1,4,7,10,13,16,19-heptaoxo-15-(propan-2-yl)-docosahydro-1H-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-9-yl]acetamide

> <ALOGPS_LOGP>
-0.92

> <JCHEM_LOGP>
-3.911262003999999

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.858497107024423

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.41843389386357

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9373071760397496

> <JCHEM_POLAR_SURFACE_AREA>
258.23

> <JCHEM_REFRACTIVITY>
160.6893

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(6S,9S,12S,15S,18S,23aS)-6-[(2S)-butan-2-yl]-18-[(1R)-1-hydroxyethyl]-15-isopropyl-12-methyl-1,4,7,10,13,16,19-heptaoxo-hexadecahydropyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-9-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  N   UNK     0      12.639   9.090   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      12.857  10.614   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      14.286  11.187   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.646  11.566   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      10.217  10.993   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.161  12.114   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.604  13.589   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.662  11.760   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.219  10.285   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.684  10.159   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.807  11.425   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.026   8.767   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.903   7.501   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.693   6.300   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.551   5.846   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.723   4.839   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       7.259   4.735   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       7.724   3.267   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.685   2.131   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.228   2.936   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      10.267   4.072   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      11.705   3.520   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.945   1.999   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.902   4.489   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      12.661   6.010   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      13.989   6.790   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      15.328   6.029   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.978   8.330   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.306   9.109   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.645   8.349   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      17.973   9.129   0.000  0.00  0.00           O+0
HETATM   32  N   UNK     0      16.656   6.809   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      14.339   3.937   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.693   1.467   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.196   1.136   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.653   0.331   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.865   3.561   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.543   2.178   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       3.328   3.665   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       4.970   6.276   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.516   6.784   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.551   8.324   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.864  13.090   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.653  14.041   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.294  13.663   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      14.505  12.712   0.000  0.00  0.00           C+0
CONECT    1    2   28                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   43                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   42                                                  
CONECT   13   12   14   40                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   37                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   34                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   33                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    1   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   24                                                            
CONECT   34   20   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   16   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   13   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   12                                                       
CONECT   43    4   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   94    0
END

View in JSmol

Synonyms

Value	Source
2-[(6S,9S,12S,15S,18S,23AS)-6-[(2S)-butan-2-yl]-1,4,7,10,13,16-hexahydroxy-18-[(1R)-1-hydroxyethyl]-12-methyl-19-oxo-15-(propan-2-yl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-9-yl]ethanimidate	Generator

Chemical Formula

C₂₉H₄₈N₈O₉

Average Mass

652.7500 Da

Monoisotopic Mass

652.35443 Da

IUPAC Name

2-[(6S,9S,12S,15S,18S,23aS)-6-[(2S)-butan-2-yl]-18-[(1R)-1-hydroxyethyl]-12-methyl-1,4,7,10,13,16,19-heptaoxo-15-(propan-2-yl)-docosahydro-1H-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-9-yl]acetamide

Traditional Name

2-[(6S,9S,12S,15S,18S,23aS)-6-[(2S)-butan-2-yl]-18-[(1R)-1-hydroxyethyl]-15-isopropyl-12-methyl-1,4,7,10,13,16,19-heptaoxo-hexadecahydropyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-9-yl]acetamide

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@@H]1NC(=O)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(N)=O)NC1=O)C(C)C)[C@@H](C)O

InChI Identifier

InChI=1S/C29H48N8O9/c1-7-14(4)22-28(45)33-17(11-19(30)39)25(42)32-15(5)24(41)35-21(13(2)3)27(44)36-23(16(6)38)29(46)37-10-8-9-18(37)26(43)31-12-20(40)34-22/h13-18,21-23,38H,7-12H2,1-6H3,(H2,30,39)(H,31,43)(H,32,42)(H,33,45)(H,34,40)(H,35,41)(H,36,44)/t14-,15-,16+,17-,18-,21-,22-,23-/m0/s1

InChI Key

KNYHBNDPXXGZMW-SQRQUSDWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Annona cherimola	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides 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
Alpha-amino acid or derivatives
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Secondary alcohol
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-0.92	ALOGPS
logP	-3.9	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	11.42	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	258.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	160.69 m³·mol⁻¹	ChemAxon
Polarizability	66.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

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

163104755

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cherimolacyclopeptide D (NP0071027)

MOL for NP0071027 (Cherimolacyclopeptide D)

3D MOL for NP0071027 (Cherimolacyclopeptide D)

3D SDF for NP0071027 (Cherimolacyclopeptide D)

3D-SDF for NP0071027 (Cherimolacyclopeptide D)

PDB for NP0071027 (Cherimolacyclopeptide D)

3D PDB for NP0071027 (Cherimolacyclopeptide D)

SMILES for NP0071027 (Cherimolacyclopeptide D)

INCHI for NP0071027 (Cherimolacyclopeptide D)

Structure for NP0071027 (Cherimolacyclopeptide D)

3D Structure for NP0071027 (Cherimolacyclopeptide D)