NP-MRD: Showing NP-Card for 1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one (NP0223918)

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Record Information

Version

2.0

Created at

2022-09-06 02:08:40 UTC

Updated at

2022-09-06 02:08:40 UTC

NP-MRD ID

NP0223918

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one

Description

1,4,7,10,13,16-Hexahydroxy-18-(1-hydroxyethyl)-3-[(1H-indol-3-yl)methyl]-9,12,15-tris(2-methylpropyl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23aH-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. 1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one is found in Jatropha integerrima. 1,4,7,10,13,16-Hexahydroxy-18-(1-hydroxyethyl)-3-[(1H-indol-3-yl)methyl]-9,12,15-tris(2-methylpropyl)-3H,6H,9H,12H,15H,18H,19H,21H,22H,23H,23aH-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004261502292D          

 56 59  0  0  0  0            999 V2000
   10.6146   -2.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6105   -1.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3230   -0.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8940   -0.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1816   -1.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4651   -0.8517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5841   -0.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3505    0.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365    0.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1700    0.1707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6059    0.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452    1.5622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8025    0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2384    1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4777    1.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2571    2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2407    3.0720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4512    3.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1007    4.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787    4.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8071    3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1576    2.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9796    2.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -0.2044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409   -0.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2728    0.4093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866   -1.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958   -1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752   -2.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0056   -2.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8547   -1.6945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3933   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5928   -2.5779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7549   -3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -3.1775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8249   -3.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668   -4.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6301   -4.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8772   -4.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3190   -5.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5661   -6.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -5.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1883   -3.5368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9577   -3.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0847   -4.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6002   -3.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3697   -3.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4966   -4.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2661   -4.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8542   -4.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4732   -2.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1857   -2.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9022   -2.4946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935   -3.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4705   -3.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551   -4.5454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  4  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
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 19 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
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 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 38 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 46 51  1  0  0  0  0
 51 52  1  0  0  0  0
  5 52  1  0  0  0  0
 52 53  2  0  0  0  0
 34 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
M  END


  Mrv1533004261502292D          

 56 59  0  0  0  0            999 V2000
   10.6146   -2.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6105   -1.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3230   -0.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8940   -0.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1816   -1.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4651   -0.8517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5841   -0.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3505    0.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365    0.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1700    0.1707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6059    0.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452    1.5622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8025    0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2384    1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4777    1.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2571    2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2407    3.0720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4512    3.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1007    4.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787    4.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8071    3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1576    2.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9796    2.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -0.2044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409   -0.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2728    0.4093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866   -1.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958   -1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752   -2.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0056   -2.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8547   -1.6945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3933   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5928   -2.5779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7549   -3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -3.1775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8249   -3.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668   -4.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6301   -4.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8772   -4.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3190   -5.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5661   -6.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -5.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1883   -3.5368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9577   -3.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0847   -4.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6002   -3.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3697   -3.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4966   -4.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2661   -4.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8542   -4.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4732   -2.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1857   -2.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9022   -2.4946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4705   -3.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551   -4.5454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  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  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
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 38 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
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 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
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 48 50  1  0  0  0  0
 46 51  1  0  0  0  0
 51 52  1  0  0  0  0
  5 52  1  0  0  0  0
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 34 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223918

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC1NC(=O)CNC(=O)C(CC2=CNC3=CC=CC=C23)NC(=O)C2CCCN2C(=O)C(NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC1=O)C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C40H60N8O8/c1-21(2)15-28-36(52)44-29(16-22(3)4)37(53)45-30(17-23(5)6)38(54)47-34(24(7)49)40(56)48-14-10-13-32(48)39(55)46-31(35(51)42-20-33(50)43-28)18-25-19-41-27-12-9-8-11-26(25)27/h8-9,11-12,19,21-24,28-32,34,41,49H,10,13-18,20H2,1-7H3,(H,42,51)(H,43,50)(H,44,52)(H,45,53)(H,46,55)(H,47,54)

> <INCHI_KEY>
MUYJIBHYNYIVBX-UHFFFAOYSA-N

> <FORMULA>
C40H60N8O8

> <MOLECULAR_WEIGHT>
780.968

> <EXACT_MASS>
780.453410924

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
116

> <JCHEM_AVERAGE_POLARIZABILITY>
84.19856372678174

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
18-(1-hydroxyethyl)-3-[(1H-indol-3-yl)methyl]-9,12,15-tris(2-methylpropyl)-docosahydro-1H-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosane-1,4,7,10,13,16,19-heptone

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
0.8353522416666657

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.964113605110693

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.567344719945448

> <JCHEM_PKA_STRONGEST_BASIC>
-2.937307102337547

> <JCHEM_POLAR_SURFACE_AREA>
230.92999999999998

> <JCHEM_REFRACTIVITY>
206.96580000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-(1-hydroxyethyl)-3-(1H-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-hexadecahydropyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosane-1,4,7,10,13,16,19-heptone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      19.814  -3.880   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.806  -2.340   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.136  -1.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.469  -1.577   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.139  -2.353   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      15.802  -1.590   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      16.024  -0.066   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      17.454   0.504   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.815   0.888   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      13.384   0.319   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      12.331   1.442   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.778   2.916   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.831   1.092   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.778   2.216   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.225   3.690   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.680   4.195   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      11.649   5.734   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      10.176   6.181   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.521   7.575   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.987   7.706   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.107   6.442   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.761   5.048   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.295   4.917   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      10.385  -0.382   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.850  -0.504   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.976   0.764   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.188  -1.895   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.712  -2.334   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.674  -3.874   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.477  -4.462   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       9.062  -3.163   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       8.201  -4.440   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.707  -4.812   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.876  -5.824   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      10.412  -5.931   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      10.873  -7.401   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.831  -8.535   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      12.376  -7.736   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.837  -9.205   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.796 -10.339   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.257 -11.809   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.292 -10.004   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      13.418  -6.602   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      14.854  -7.158   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      15.091  -8.679   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      16.054  -6.191   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      17.490  -6.747   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      17.727  -8.269   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      19.163  -8.824   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      16.528  -9.235   0.000  0.00  0.00           C+0
HETATM   51  N   UNK     0      15.817  -4.670   0.000  0.00  0.00           N+0
HETATM   52  C   UNK     0      17.147  -3.893   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      18.484  -4.657   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       8.015  -7.101   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       6.478  -6.993   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       8.690  -8.485   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   52                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   15   18                                                  
CONECT   24   13   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   27   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   54                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   38   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   51                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   46   52                                                       
CONECT   52   51    5   53                                                  
CONECT   53   52                                                            
CONECT   54   34   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₆₀N₈O₈

Average Mass

780.9680 Da

Monoisotopic Mass

780.45341 Da

IUPAC Name

18-(1-hydroxyethyl)-3-[(1H-indol-3-yl)methyl]-9,12,15-tris(2-methylpropyl)-docosahydro-1H-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosane-1,4,7,10,13,16,19-heptone

Traditional Name

18-(1-hydroxyethyl)-3-(1H-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-hexadecahydropyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosane-1,4,7,10,13,16,19-heptone

CAS Registry Number

Not Available

SMILES

CC(C)CC1NC(=O)CNC(=O)C(CC2=CNC3=CC=CC=C23)NC(=O)C2CCCN2C(=O)C(NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC1=O)C(C)O

InChI Identifier

InChI=1S/C40H60N8O8/c1-21(2)15-28-36(52)44-29(16-22(3)4)37(53)45-30(17-23(5)6)38(54)47-34(24(7)49)40(56)48-14-10-13-32(48)39(55)46-31(35(51)42-20-33(50)43-28)18-25-19-41-27-12-9-8-11-26(25)27/h8-9,11-12,19,21-24,28-32,34,41,49H,10,13-18,20H2,1-7H3,(H,42,51)(H,43,50)(H,44,52)(H,45,53)(H,46,55)(H,47,54)

InChI Key

MUYJIBHYNYIVBX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Jatropha integerrima	LOTUS Database	35616633

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
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Pyrrolidine
Heteroaromatic compound
Tertiary carboxylic acid amide
Cyclic carboximidic acid
Carboxamide group
Lactam
Secondary alcohol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Azacycle
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Alcohol
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.63	ALOGPS
logP	0.84	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.57	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	230.93 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	206.97 m³·mol⁻¹	ChemAxon
Polarizability	84.2 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

73240787

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one (NP0223918)

MOL for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

3D MOL for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

3D SDF for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

3D-SDF for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

PDB for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

3D PDB for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

SMILES for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

INCHI for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

Structure for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)

3D Structure for NP0223918 (1,4,7,10,13,16-hexahydroxy-18-(1-hydroxyethyl)-3-(1h-indol-3-ylmethyl)-9,12,15-tris(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,22h,23h,23ah-pyrrolo[1,2-a]1,4,7,10,13,16,19-heptaazacyclohenicosan-19-one)