NP-MRD: Showing NP-Card for n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid (NP0224051)

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Record Information

Version

2.0

Created at

2022-09-06 02:18:40 UTC

Updated at

2022-09-06 02:18:40 UTC

NP-MRD ID

NP0224051

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid

Description

N-{10-benzyl-1,8,11-trihydroxy-3-[(1H-indol-3-yl)methyl]-6,13-dimethyl-4,14-dioxo-3H,4H,6H,7H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl}propanimidic acid belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Based on a literature review very few articles have been published on N-{10-benzyl-1,8,11-trihydroxy-3-[(1H-indol-3-yl)methyl]-6,13-dimethyl-4,14-dioxo-3H,4H,6H,7H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl}propanimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062204182D          

 48 52  0  0  0  0            999 V2000
    2.7307  -10.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857   -9.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336   -8.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -8.7851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -7.8289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1365   -7.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -8.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678   -8.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746   -8.1720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -7.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2844   -7.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393   -8.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127   -9.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422   -9.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492  -10.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -9.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463   -8.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -6.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845   -6.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2255   -6.1612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4804   -5.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874   -5.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0716   -4.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786   -4.9350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1833   -3.9788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292   -3.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -2.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765   -2.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903   -3.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -4.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -5.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493   -4.2489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013   -4.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083   -4.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633   -3.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783   -3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633   -2.5710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768   -3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6464   -5.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394   -5.8181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -6.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -7.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4955   -7.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  4  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  4  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 38 43  1  0  0  0  0
 33 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
  6 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv1652309062204182D          

 48 52  0  0  0  0            999 V2000
    2.7307  -10.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857   -9.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336   -8.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6267   -8.7851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -7.8289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1365   -7.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -8.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678   -8.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746   -8.1720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -7.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2844   -7.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393   -8.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127   -9.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422   -9.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492  -10.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -9.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463   -8.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -6.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845   -6.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2255   -6.1612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4804   -5.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874   -5.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0716   -4.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786   -4.9350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1833   -3.9788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292   -3.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -2.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765   -2.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903   -3.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -4.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -5.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493   -4.2489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013   -4.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083   -4.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633   -3.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783   -3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633   -2.5710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768   -3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6464   -5.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394   -5.8181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -6.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -7.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4955   -7.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  4  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  4  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 38 43  1  0  0  0  0
 33 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
  6 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224051

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(O)=NC1C(C)OC(=O)C(CC2=CNC3=CC=CC=C23)N=C(O)C2CCCN2C(=O)C(C)N=C(O)C(CC2=CC=CC=C2)N=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H42N6O7/c1-4-29(42)40-30-21(3)48-35(47)27(18-23-19-36-25-14-9-8-13-24(23)25)39-32(44)28-15-10-16-41(28)34(46)20(2)37-31(43)26(38-33(30)45)17-22-11-6-5-7-12-22/h5-9,11-14,19-21,26-28,30,36H,4,10,15-18H2,1-3H3,(H,37,43)(H,38,45)(H,39,44)(H,40,42)

> <INCHI_KEY>
QSPXSYVWKDXNNL-UHFFFAOYSA-N

> <FORMULA>
C35H42N6O7

> <MOLECULAR_WEIGHT>
658.756

> <EXACT_MASS>
658.311497716

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
68.8930951741076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{10-benzyl-1,8,11-trihydroxy-3-[(1H-indol-3-yl)methyl]-6,13-dimethyl-4,14-dioxo-3H,4H,6H,7H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl}propanimidic acid

> <JCHEM_LOGP>
3.3171853548768047

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.403212749479517

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.241921727874037

> <JCHEM_PKA_STRONGEST_BASIC>
3.782992862565159

> <JCHEM_POLAR_SURFACE_AREA>
192.76

> <JCHEM_REFRACTIVITY>
176.32829999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[10-benzyl-1,8,11-trihydroxy-3-(1H-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3H,6H,7H,10H,13H,16H,17H,18H,18aH-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       5.097 -18.688   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.573 -17.223   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.543 -16.079   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.036 -16.399   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       5.019 -14.614   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.988 -13.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.512 -14.934   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.673 -16.466   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       2.006 -15.254   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.975 -14.110   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.531 -14.430   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.007 -15.895   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.024 -17.039   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.452 -18.504   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.959 -18.824   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.989 -17.680   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.513 -16.215   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.451 -12.645   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.958 -12.325   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       0.421 -11.501   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       0.897 -10.036   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.403  -9.716   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.134  -8.892   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.640  -9.212   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       0.342  -7.427   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -0.428  -6.094   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.603  -4.949   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.010  -5.575   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.849  -7.107   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.879  -8.251   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.355  -9.716   0.000  0.00  0.00           O+0
HETATM   32  N   UNK     0       4.385  -7.931   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       5.416  -9.076   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.922  -8.756   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.398  -7.291   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.493  -6.045   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       7.398  -4.799   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       8.863  -5.275   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.196  -4.505   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.530  -5.275   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.530  -6.815   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.196  -7.585   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.863  -6.815   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.940 -10.540   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       3.434 -10.861   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       5.970 -11.685   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       5.495 -13.149   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.525 -14.294   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   47                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25   30                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   44                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   43                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   35   38                                                  
CONECT   44   33   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46    6   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

View in JSmol

Synonyms

Value	Source
N-{10-benzyl-1,8,11-trihydroxy-3-[(1H-indol-3-yl)methyl]-6,13-dimethyl-4,14-dioxo-3H,4H,6H,7H,10H,13H,14H,16H,17H,18H,18ah-pyrrolo[2,1-F]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl}propanimidate	Generator

Chemical Formula

C₃₅H₄₂N₆O₇

Average Mass

658.7560 Da

Monoisotopic Mass

658.31150 Da

IUPAC Name

N-{10-benzyl-1,8,11-trihydroxy-3-[(1H-indol-3-yl)methyl]-6,13-dimethyl-4,14-dioxo-3H,4H,6H,7H,10H,13H,14H,16H,17H,18H,18aH-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl}propanimidic acid

Traditional Name

N-[10-benzyl-1,8,11-trihydroxy-3-(1H-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3H,6H,7H,10H,13H,16H,17H,18H,18aH-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid

CAS Registry Number

Not Available

SMILES

CCC(O)=NC1C(C)OC(=O)C(CC2=CNC3=CC=CC=C23)N=C(O)C2CCCN2C(=O)C(C)N=C(O)C(CC2=CC=CC=C2)N=C1O

InChI Identifier

InChI=1S/C35H42N6O7/c1-4-29(42)40-30-21(3)48-35(47)27(18-23-19-36-25-14-9-8-13-24(23)25)39-32(44)28-15-10-16-41(28)34(46)20(2)37-31(43)26(38-33(30)45)17-22-11-6-5-7-12-22/h5-9,11-14,19-21,26-28,30,36H,4,10,15-18H2,1-3H3,(H,37,43)(H,38,45)(H,39,44)(H,40,42)

InChI Key

QSPXSYVWKDXNNL-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolactam
Alpha-amino acid ester
3-alkylindole
Alpha-amino acid or derivatives
Indole or derivatives
Indole
Benzenoid
Substituted pyrrole
Monocyclic benzene moiety
Heteroaromatic compound
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	3.32	ChemAxon
pKa (Strongest Acidic)	2.24	ChemAxon
pKa (Strongest Basic)	3.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	192.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	176.33 m³·mol⁻¹	ChemAxon
Polarizability	68.89 Å³	ChemAxon
Number of Rings	5	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

162983947

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid (NP0224051)

MOL for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

3D MOL for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

3D SDF for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

3D-SDF for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

PDB for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

3D PDB for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

SMILES for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

INCHI for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

Structure for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)

3D Structure for NP0224051 (n-[10-benzyl-1,8,11-trihydroxy-3-(1h-indol-3-ylmethyl)-6,13-dimethyl-4,14-dioxo-3h,6h,7h,10h,13h,16h,17h,18h,18ah-pyrrolo[2,1-f]1-oxa-4,7,10,13-tetraazacyclohexadecan-7-yl]propanimidic acid)