NP-MRD: Showing NP-Card for paraisariamide A (NP0341806)

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Record Information

Version

2.0

Created at

2024-09-16 04:45:18 UTC

Updated at

2024-09-18 00:02:22 UTC

NP-MRD ID

NP0341806

Natural Product DOI

https://doi.org/10.57994/3292

Secondary Accession Numbers

None

Natural Product Identification

Common Name

paraisariamide A

Description

CHEMBL507000 belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. Based on a literature review very few articles have been published on CHEMBL507000.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05312307172D          

 61 63  0  0  1  0            999 V2000
    5.1424    3.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5003    2.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356    1.6847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313    1.8683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9881    2.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492    3.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6701    1.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9133    0.4752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2683   -0.0392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5003    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8553   -0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -1.1564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8409   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -1.9814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4447   -2.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -4.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8737   -2.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -1.9814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332   -2.4958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1102   -3.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7552   -3.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5232   -3.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6323   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0011   -2.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1241   -1.3786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5193   -0.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9284   -1.1950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4896   -1.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1716   -0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6104    0.1981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947    0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.9414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7911    1.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1490    1.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6843    2.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0423    3.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8650    3.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3297    2.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9717    1.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9759   -0.2231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6462   -2.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8737   -3.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462   -1.3694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8658    1.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3230    2.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7878    2.9863    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4298    3.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945    4.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6104    2.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9651    3.0480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    1.5614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5037    1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8616    2.3663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 33  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40 38  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 37 48  2  0  0  0  0
 32 49  2  0  0  0  0
 25 50  2  0  0  0  0
 14 51  2  0  0  0  0
  8 52  2  0  0  0  0
 53  2  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 54 57  1  6  0  0  0
 53 58  1  6  0  0  0
 53 59  1  0  0  0  0
 59 60  1  0  0  0  0
 40 60  1  0  0  0  0
 60 61  2  0  0  0  0
M  END


  Mrv2104 05312307172D          

 61 63  0  0  1  0            999 V2000
    5.1424    3.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5003    2.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356    1.6847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313    1.8683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9881    2.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5492    3.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6701    1.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9133    0.4752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2683   -0.0392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5003    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8553   -0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -1.1564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8409   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -1.9814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4447   -2.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -4.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303   -3.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8737   -2.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -1.9814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332   -2.4958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1102   -3.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7552   -3.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5232   -3.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6323   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0011   -2.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1241   -1.3786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5193   -0.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9284   -1.1950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4896   -1.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1716   -0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6104    0.1981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947    0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.9414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7911    1.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1490    1.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6843    2.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0423    3.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8650    3.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3297    2.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9717    1.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9759   -0.2231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6462   -2.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8737   -3.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462   -1.3694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8658    1.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3230    2.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7878    2.9863    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4298    3.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945    4.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6104    2.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9651    3.0480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    1.5614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5037    1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8616    2.3663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 15  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 33  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40 38  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 37 48  2  0  0  0  0
 32 49  2  0  0  0  0
 25 50  2  0  0  0  0
 14 51  2  0  0  0  0
  8 52  2  0  0  0  0
 53  2  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 54 57  1  6  0  0  0
 53 58  1  6  0  0  0
 53 59  1  0  0  0  0
 59 60  1  0  0  0  0
 40 60  1  0  0  0  0
 60 61  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0341806

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(NC(=O)[C@@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](C)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@@H](NC(=O)[C@H](NC1=O)C(C)C)C(C)C)[C@@H](C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C46H69N7O7/c1-13-30(8)39-43(57)48-37(28(4)5)42(56)49-38(29(6)7)46(60)53(12)35(25-32-20-16-14-17-21-32)40(54)47-34(24-27(2)3)45(59)51(10)31(9)44(58)52(11)36(41(55)50-39)26-33-22-18-15-19-23-33/h14-23,27-31,34-39H,13,24-26H2,1-12H3,(H,47,54)(H,48,57)(H,49,56)(H,50,55)/t30-,31-,34-,35-,36+,37+,38-,39+/m0/s1

> <INCHI_KEY>
OUZJUIMRRGWNSG-IAZXQVDXSA-N

> <FORMULA>
C46H69N7O7

> <MOLECULAR_WEIGHT>
832.1

> <EXACT_MASS>
831.52584759

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
90.0781042900331

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6S,9S,12S,15R,18R,21R)-9,21-dibenzyl-18-[(2S)-butan-2-yl]-1,3,4,10-tetramethyl-6-(2-methylpropyl)-12,15-bis(propan-2-yl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

> <JCHEM_LOGP>
4.589212436333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.330469324245612

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.833632721845543

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7251641809450025

> <JCHEM_POLAR_SURFACE_AREA>
177.32999999999998

> <JCHEM_REFRACTIVITY>
230.27130000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,12S,15R,18R,21R)-9,21-dibenzyl-18-[(2S)-butan-2-yl]-12,15-diisopropyl-1,3,4,10-tetramethyl-6-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-23         0                                  
HETATM    1  O   UNK     0       9.599   5.805   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.267   4.417   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       9.400   3.145   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.898   3.487   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.444   4.959   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.943   5.302   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.492   6.088   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.851   2.359   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.305   0.887   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.101  -0.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.667   0.489   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.463  -0.471   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.438   2.012   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.330  -1.596   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       7.764  -2.159   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       9.036  -1.291   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.764  -3.699   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.430  -4.469   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.430  -6.009   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.764  -6.779   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.764  -8.319   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.430  -9.089   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.097  -8.319   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.097  -6.779   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.098  -4.469   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      10.431  -3.699   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      11.635  -4.659   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.406  -6.182   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.610  -7.142   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.043  -6.579   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.380  -8.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.069  -4.096   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      13.298  -2.573   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      12.169  -1.526   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.800  -2.231   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.847  -3.360   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.254  -0.759   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      14.206   0.370   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      12.683   0.140   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.874   1.757   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.410   1.872   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.078   3.260   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.211   4.532   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.879   5.920   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.415   6.035   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      19.282   4.762   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      18.614   3.375   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      16.755  -0.416   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      14.273  -5.056   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       9.098  -6.009   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       5.126  -2.556   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       5.350   2.701   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      11.803   4.302   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      12.670   5.574   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      12.002   6.962   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      12.870   8.234   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      14.206   5.459   0.000  0.00  0.00           C+0
HETATM   58  H   UNK     0      11.135   5.690   0.000  0.00  0.00           H+0
HETATM   59  N   UNK     0      12.471   2.915   0.000  0.00  0.00           N+0
HETATM   60  C   UNK     0      14.007   3.030   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      14.675   4.417   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   53                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    4    9   52                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10   15   51                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   17   26   50                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33   49                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   48                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   60                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
CONECT   48   37                                                            
CONECT   49   32                                                            
CONECT   50   25                                                            
CONECT   51   14                                                            
CONECT   52    8                                                            
CONECT   53    2   54   58   59                                             
CONECT   54   53   55   57                                                  
CONECT   55   54   56                                                       
CONECT   56   55                                                            
CONECT   57   54                                                            
CONECT   58   53                                                            
CONECT   59   53   60                                                       
CONECT   60   59   40   61                                                  
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  126    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₆H₆₉N₇O₇

Average Mass

832.1000 Da

Monoisotopic Mass

831.52585 Da

IUPAC Name

(3S,6S,9S,12S,15R,18R,21R)-9,21-dibenzyl-18-[(2S)-butan-2-yl]-1,3,4,10-tetramethyl-6-(2-methylpropyl)-12,15-bis(propan-2-yl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

Traditional Name

(3S,6S,9S,12S,15R,18R,21R)-9,21-dibenzyl-18-[(2S)-butan-2-yl]-12,15-diisopropyl-1,3,4,10-tetramethyl-6-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

CAS Registry Number

Not Available

SMILES

[H][C@@]1(NC(=O)[C@@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](C)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@@H](NC(=O)[C@H](NC1=O)C(C)C)C(C)C)[C@@H](C)CC

InChI Identifier

InChI=1S/C46H69N7O7/c1-13-30(8)39-43(57)48-37(28(4)5)42(56)49-38(29(6)7)46(60)53(12)35(25-32-20-16-14-17-21-32)40(54)47-34(24-27(2)3)45(59)51(10)31(9)44(58)52(11)36(41(55)50-39)26-33-22-18-15-19-23-33/h14-23,27-31,34-39H,13,24-26H2,1-12H3,(H,47,54)(H,48,57)(H,49,56)(H,50,55)/t30-,31-,34-,35-,36+,37+,38-,39+/m0/s1

InChI Key

OUZJUIMRRGWNSG-IAZXQVDXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C2D6OS, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl3, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	rmtehan@utica.edu	Utica University, Oregon State University	Richard Tehan	2024-09-16	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
cascadensis		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Tertiary amine
Secondary carboxylic acid amide
Lactam
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.59	ChemAxon
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	177.33 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	230.27 m³·mol⁻¹	ChemAxon
Polarizability	90.08 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

44571805

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for paraisariamide A (NP0341806)

MOL for NP0341806 (paraisariamide A)

3D MOL for NP0341806 (paraisariamide A)

3D SDF for NP0341806 (paraisariamide A)

3D-SDF for NP0341806 (paraisariamide A)

PDB for NP0341806 (paraisariamide A)

3D PDB for NP0341806 (paraisariamide A)

SMILES for NP0341806 (paraisariamide A)

INCHI for NP0341806 (paraisariamide A)

Structure for NP0341806 (paraisariamide A)

3D Structure for NP0341806 (paraisariamide A)