NP-MRD: Showing NP-Card for 1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one (NP0300224)

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Record Information

Version

2.0

Created at

2022-09-10 12:30:35 UTC

Updated at

2022-09-10 12:30:35 UTC

NP-MRD ID

NP0300224

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one

Description

1,4,7,10,13-Pentahydroxy-15-[(4-hydroxyphenyl)methyl]-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-9-(propan-2-yl)-3H,6H,9H,12H,15H,16H,18H,19H,20H,20aH-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-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-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one is found in Annona glabra. Based on a literature review very few articles have been published on 1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-9-(propan-2-yl)-3H,6H,9H,12H,15H,16H,18H,19H,20H,20aH-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309102214302D          

 47 49  0  0  0  0            999 V2000
    7.6088    1.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2237    0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6631   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    0.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142   -0.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1898   -0.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7505    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1356    0.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9261    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410   -0.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7166   -0.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2773    0.1116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -1.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5317   -1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -2.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709   -2.0146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -2.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -2.7756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252   -3.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -4.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6157   -4.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2306   -4.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4062   -4.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331   -4.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -4.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519   -3.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764   -3.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -3.4112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889   -4.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -4.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133   -4.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3526   -4.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1770   -4.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676   -5.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069   -6.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1432   -5.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -3.3485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1228   -3.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5621   -4.0155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5079   -2.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3323   -2.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7173   -1.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716   -3.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0685   -1.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4536   -1.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2780   -1.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
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 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 18 20  1  0  0  0  0
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 23 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 29 20  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 38 32  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 45 41  1  4  0  0  0
 45 46  2  0  0  0  0
  5 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END


  Mrv1652309102214302D          

 47 49  0  0  0  0            999 V2000
    7.6088    1.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2237    0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6631   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    0.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142   -0.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1898   -0.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7505    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1356    0.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9261    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410   -0.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7166   -0.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2773    0.1116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -1.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5317   -1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -2.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709   -2.0146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -2.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -2.7756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252   -3.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -4.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6157   -4.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2306   -4.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4062   -4.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331   -4.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -4.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519   -3.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764   -3.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -3.4112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889   -4.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -4.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133   -4.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3526   -4.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1770   -4.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676   -5.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069   -6.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1432   -5.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984   -3.3485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1228   -3.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5621   -4.0155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5079   -2.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3323   -2.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7173   -1.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716   -3.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0685   -1.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4536   -1.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2780   -1.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 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
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 29 20  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 38 32  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 45 41  1  4  0  0  0
 45 46  2  0  0  0  0
  5 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0300224

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC1N=C(O)CN=C(O)C2CCCN2C(=O)C(CC2=CC=C(O)C=C2)N=C(O)C(N=C(O)C(N=C1O)C(C)C)C(C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C34H52N6O7/c1-18(2)15-24-30(43)38-28(20(5)6)32(45)39-29(21(7)19(3)4)33(46)37-25(16-22-10-12-23(41)13-11-22)34(47)40-14-8-9-26(40)31(44)35-17-27(42)36-24/h10-13,18-21,24-26,28-29,41H,8-9,14-17H2,1-7H3,(H,35,44)(H,36,42)(H,37,46)(H,38,43)(H,39,45)

> <INCHI_KEY>
LFELFTJBYYSIJD-UHFFFAOYSA-N

> <FORMULA>
C34H52N6O7

> <MOLECULAR_WEIGHT>
656.825

> <EXACT_MASS>
656.389748038

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
71.3847642929573

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-9-(propan-2-yl)-3H,6H,9H,12H,15H,16H,18H,19H,20H,20aH-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one

> <JCHEM_LOGP>
2.452902709344578

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.092610388956844

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.717080832965924

> <JCHEM_PKA_STRONGEST_BASIC>
8.965880806669423

> <JCHEM_POLAR_SURFACE_AREA>
203.48999999999998

> <JCHEM_REFRACTIVITY>
177.00240000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3H,6H,9H,12H,15H,18H,19H,20H,20aH-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      14.203   1.921   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.484   0.559   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.304  -0.744   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.945   0.501   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.227  -0.861   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.688  -0.920   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.868   0.384   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.586   1.746   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.329   0.325   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       6.610  -1.037   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.071  -1.095   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.251   0.208   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.352  -2.457   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.859  -2.834   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.756  -4.371   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.026  -4.795   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.172  -3.761   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.454  -5.123   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.915  -5.181   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.274  -6.426   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.555  -7.788   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.016  -7.846   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.297  -9.208   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.758  -9.267   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.062  -7.963   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.601  -8.022   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.657  -6.601   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.196  -6.543   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       6.813  -6.368   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       7.633  -7.671   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.914  -9.033   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       9.172  -7.613   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.992  -8.916   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.530  -8.858   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.273 -10.278   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.093 -11.581   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.734 -10.336   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       9.890  -6.251   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      11.429  -6.192   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      12.249  -7.496   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.148  -4.830   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.687  -4.772   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      14.406  -3.410   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.507  -6.075   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      11.328  -3.527   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      12.047  -2.165   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      13.586  -2.106   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   46                                                  
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   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   22                                                       
CONECT   29   20   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   38                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   32   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   45                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   41   46                                                       
CONECT   46   45    5   47                                                  
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₅₂N₆O₇

Average Mass

656.8250 Da

Monoisotopic Mass

656.38975 Da

IUPAC Name

1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-9-(propan-2-yl)-3H,6H,9H,12H,15H,16H,18H,19H,20H,20aH-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one

Traditional Name

1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3H,6H,9H,12H,15H,18H,19H,20H,20aH-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one

CAS Registry Number

Not Available

SMILES

CC(C)CC1N=C(O)CN=C(O)C2CCCN2C(=O)C(CC2=CC=C(O)C=C2)N=C(O)C(N=C(O)C(N=C1O)C(C)C)C(C)C(C)C

InChI Identifier

InChI=1S/C34H52N6O7/c1-18(2)15-24-30(43)38-28(20(5)6)32(45)39-29(21(7)19(3)4)33(46)37-25(16-22-10-12-23(41)13-11-22)34(47)40-14-8-9-26(40)31(44)35-17-27(42)36-24/h10-13,18-21,24-26,28-29,41H,8-9,14-17H2,1-7H3,(H,35,44)(H,36,42)(H,37,46)(H,38,43)(H,39,45)

InChI Key

LFELFTJBYYSIJD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Annona glabra	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
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Pyrrolidine
Tertiary carboxylic acid amide
Cyclic carboximidic acid
Carboxamide group
Lactam
Organoheterocyclic compound
Azacycle
Polyol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen 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	2.45	ChemAxon
pKa (Strongest Acidic)	0.72	ChemAxon
pKa (Strongest Basic)	8.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	203.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	177 m³·mol⁻¹	ChemAxon
Polarizability	71.38 Å³	ChemAxon
Number of Rings	3	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

162875581

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-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one (NP0300224)

MOL for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

3D MOL for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

3D SDF for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

3D-SDF for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

PDB for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

3D PDB for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

SMILES for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

INCHI for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

Structure for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)

3D Structure for NP0300224 (1,4,7,10,13-pentahydroxy-15-[(4-hydroxyphenyl)methyl]-9-isopropyl-12-(3-methylbutan-2-yl)-6-(2-methylpropyl)-3h,6h,9h,12h,15h,18h,19h,20h,20ah-pyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-16-one)