NP-MRD: Showing NP-Card for (1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol (NP0220744)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 22:08:41 UTC

Updated at

2022-09-05 22:08:42 UTC

NP-MRD ID

NP0220744

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol

Description

(1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]Tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol 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 (1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]Tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062200082D          

 37 41  0  0  1  0            999 V2000
   -0.6336    0.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170    1.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5618    1.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445    2.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    1.9149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935    0.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5037   -0.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029    1.1075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    0.7038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9325   -0.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6317    1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    1.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    2.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445    1.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408    0.9634    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3209    3.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0303    3.6173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014    3.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913    4.4248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3007    4.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906    5.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711    6.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610    6.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704    7.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898    6.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999    6.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718    4.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1625    4.4073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    4.8110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7824    5.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6073    5.6099    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    4.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142    4.7935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438    3.5648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0344    3.1436    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6851    3.5473    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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  4  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 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
 12 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  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
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  4  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
  4 36  1  0  0  0  0
 36 37  1  1  0  0  0
M  END


  Mrv1652309062200082D          

 37 41  0  0  1  0            999 V2000
   -0.6336    0.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170    1.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5618    1.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445    2.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    1.9149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935    0.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5037   -0.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029    1.1075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    0.7038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9325   -0.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6317    1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    1.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    2.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445    1.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408    0.9634    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3209    3.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0303    3.6173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014    3.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913    4.4248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3007    4.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906    5.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711    6.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610    6.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704    7.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898    6.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999    6.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718    4.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1625    4.4073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    4.8110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7824    5.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6073    5.6099    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    4.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142    4.7935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438    3.5648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0344    3.1436    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6851    3.5473    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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  4  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 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
 12 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  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
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  4  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
  4 36  1  0  0  0  0
 36 37  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0220744

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1N=C(O)[C@H]2CSC(=N2)[C@@H](CC2=CC=CC=C2)N=C(O)C2=CSC(=N2)[C@H](C)N=C(O)C2=C(C)OC1=N2

> <INCHI_IDENTIFIER>
InChI=1S/C25H26N6O4S2/c1-12-23-31-19(14(3)35-23)22(34)27-13(2)24-29-18(10-36-24)21(33)28-16(9-15-7-5-4-6-8-15)25-30-17(11-37-25)20(32)26-12/h4-8,10,12-13,16-17H,9,11H2,1-3H3,(H,26,32)(H,27,34)(H,28,33)/t12-,13+,16-,17-/m1/s1

> <INCHI_KEY>
CFWGJXVIHMKTMC-DLTLXFJOSA-N

> <FORMULA>
C25H26N6O4S2

> <MOLECULAR_WEIGHT>
538.64

> <EXACT_MASS>
538.145695689

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
54.79987236563876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1^{5,8}.1^{12,15}]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol

> <JCHEM_LOGP>
2.044259286928682

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
7.144475460516722

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4119394412731991

> <JCHEM_PKA_STRONGEST_BASIC>
5.411613699926378

> <JCHEM_POLAR_SURFACE_AREA>
149.05

> <JCHEM_REFRACTIVITY>
140.70489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1^{5,8}.1^{12,15}]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol

> <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      -1.183   0.555   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.405   1.885   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.049   3.284   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.083   4.328   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.426   3.575   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.445   2.035   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.788   1.281   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.807  -0.259   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       4.112   2.067   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.455   1.314   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.474  -0.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.779   2.100   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.760   3.640   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       8.085   4.426   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.043   3.141   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0       8.289   1.798   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0       8.066   5.966   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.390   6.752   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       6.723   6.720   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       6.704   8.260   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.028   9.046   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.009  10.586   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.666  11.339   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.647  12.879   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.971  13.666   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.314  12.912   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.333  11.372   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.361   9.013   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       4.037   8.227   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       2.694   8.981   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.327  10.453   0.000  0.00  0.00           C+0
HETATM   32  S   UNK     0       4.867  10.472   0.000  0.00  0.00           S+0
HETATM   33  C   UNK     0       1.369   8.194   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.026   8.948   0.000  0.00  0.00           O+0
HETATM   35  N   UNK     0       1.388   6.654   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       0.064   5.868   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.279   6.622   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   36                                                  
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   20   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31   28                                                       
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35    4   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆N₆O₄S₂

Average Mass

538.6400 Da

Monoisotopic Mass

538.14570 Da

IUPAC Name

(1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1^{5,8}.1^{12,15}]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol

Traditional Name

(1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1^{5,8}.1^{12,15}]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol

CAS Registry Number

Not Available

SMILES

C[C@H]1N=C(O)[C@H]2CSC(=N2)[C@@H](CC2=CC=CC=C2)N=C(O)C2=CSC(=N2)[C@H](C)N=C(O)C2=C(C)OC1=N2

InChI Identifier

InChI=1S/C25H26N6O4S2/c1-12-23-31-19(14(3)35-23)22(34)27-13(2)24-29-18(10-36-24)21(33)28-16(9-15-7-5-4-6-8-15)25-30-17(11-37-25)20(32)26-12/h4-8,10,12-13,16-17H,9,11H2,1-3H3,(H,26,32)(H,27,34)(H,28,33)/t12-,13+,16-,17-/m1/s1

InChI Key

CFWGJXVIHMKTMC-DLTLXFJOSA-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 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
2-heteroaryl carboxamide
Thiazolecarboxylic acid or derivatives
Monocyclic benzene moiety
Imidothiolactone
Benzenoid
Azole
Heteroaromatic compound
Oxazole
Thiazole
Meta-thiazoline
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
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	2.04	ChemAxon
pKa (Strongest Acidic)	1.41	ChemAxon
pKa (Strongest Basic)	5.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	149.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	140.7 m³·mol⁻¹	ChemAxon
Polarizability	54.8 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28289469

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57326917

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol (NP0220744)

MOL for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

3D MOL for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

3D SDF for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

3D-SDF for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

PDB for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

3D PDB for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

SMILES for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

INCHI for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

Structure for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)

3D Structure for NP0220744 ((1s,4r,11s,18r)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-2,5(24),7,9,12(23),14,16,19(22)-octaene-2,9,16-triol)