NP-MRD: Showing NP-Card for (3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone (NP0164617)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 23:32:23 UTC

Updated at

2022-09-02 23:32:23 UTC

NP-MRD ID

NP0164617

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone

Description

CHEBI:67339 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. (3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone is found in Oscillatoria margaritifera. Based on a literature review very few articles have been published on CHEBI:67339.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309032201322D          

 49 50  0  0  1  0            999 V2000
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8413   -0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6599   -1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5486   -2.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4669   -1.4830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0189   -0.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7726   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6863   -2.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794   -2.1975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3273   -2.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5046   -2.7495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9935   -4.1404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9756   -4.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7167   -3.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7346   -2.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3941   -5.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1947   -6.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8953   -4.2112    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  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 33 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 41 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  4  0  0  0
 46 48  1  0  0  0  0
  6 48  1  0  0  0  0
 48 49  1  1  0  0  0
M  END


  Mrv1652309032201322D          

 49 50  0  0  1  0            999 V2000
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8413   -0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6599   -1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5486   -2.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4669   -1.4830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0189   -0.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7726   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6863   -2.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794   -2.1975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3273   -2.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5046   -2.7495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9935   -4.1404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9756   -4.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7167   -3.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7346   -2.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3941   -5.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1947   -6.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8953   -4.2112    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  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 33 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 41 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  4  0  0  0
 46 48  1  0  0  0  0
  6 48  1  0  0  0  0
 48 49  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0164617

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H](N=C(O)[C@H]1C)C(C)C)[C@@H](C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C37H64N4O8/c1-13-15-16-19-27-25(10)32(42)38-28(21(3)4)34(44)40(12)30(23(7)8)37(47)49-31(24(9)14-2)35(45)41-20-17-18-26(41)33(43)39(11)29(22(5)6)36(46)48-27/h21-31H,13-20H2,1-12H3,(H,38,42)/t24-,25-,26-,27+,28-,29-,30-,31-/m0/s1

> <INCHI_KEY>
DOBIBZDFHDCVHA-AVCHBABLSA-N

> <FORMULA>
C37H64N4O8

> <MOLECULAR_WEIGHT>
692.939

> <EXACT_MASS>
692.472415037

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
76.90892881625442

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6R,7S,10S,13S,16S,21aS)-16-[(2S)-butan-2-yl]-8-hydroxy-2,7,12-trimethyl-6-pentyl-3,10,13-tris(propan-2-yl)-1H,2H,3H,4H,6H,7H,10H,11H,12H,13H,14H,16H,17H,19H,20H,21H,21aH-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
6.257416797333329

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.790021287226836

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.245410611316316

> <JCHEM_PKA_STRONGEST_BASIC>
1.6727144276303099

> <JCHEM_POLAR_SURFACE_AREA>
146.12

> <JCHEM_REFRACTIVITY>
185.99820000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6R,7S,10S,13S,16S,21aS)-16-[(2S)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3H,6H,7H,10H,13H,16H,19H,20H,21H,21aH-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      14.670  -2.310   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      14.637  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.165  -3.088   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      15.957  -4.614   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.671  -2.768   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.702  -1.624   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.109  -2.250   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.948  -3.782   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      18.441  -4.102   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      17.411  -5.246   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      15.875  -5.132   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.654  -7.729   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.621  -9.268   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.005  -6.988   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.038  -5.448   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      16.004  -7.700   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      17.338 -10.010   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.004 -10.780   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.536 -10.941   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      14.670 -11.550   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      15.297 -12.957   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      13.337 -13.860   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      12.003 -10.010   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       9.138  -7.861   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   48                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
CONECT   30   25   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   37                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   33   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   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   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46    6   49                                                  
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₆₄N₄O₈

Average Mass

692.9390 Da

Monoisotopic Mass

692.47242 Da

IUPAC Name

(3S,6R,7S,10S,13S,16S,21aS)-16-[(2S)-butan-2-yl]-8-hydroxy-2,7,12-trimethyl-6-pentyl-3,10,13-tris(propan-2-yl)-1H,2H,3H,4H,6H,7H,10H,11H,12H,13H,14H,16H,17H,19H,20H,21H,21aH-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone

Traditional Name

(3S,6R,7S,10S,13S,16S,21aS)-16-[(2S)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3H,6H,7H,10H,13H,16H,19H,20H,21H,21aH-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone

CAS Registry Number

Not Available

SMILES

CCCCC[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H](N=C(O)[C@H]1C)C(C)C)[C@@H](C)CC

InChI Identifier

InChI=1S/C37H64N4O8/c1-13-15-16-19-27-25(10)32(42)38-28(21(3)4)34(44)40(12)30(23(7)8)37(47)49-31(24(9)14-2)35(45)41-20-17-18-26(41)33(43)39(11)29(22(5)6)36(46)48-27/h21-31H,13-20H2,1-12H3,(H,38,42)/t24-,25-,26-,27+,28-,29-,30-,31-/m0/s1

InChI Key

DOBIBZDFHDCVHA-AVCHBABLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Oscillatoria margaritifera	LOTUS Database	35616633

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
Macrolide lactam
Alpha-amino acid ester
Macrolactam
Macrolide
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Secondary carboxylic acid amide
Oxacycle
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cyclodepsipeptide (CHEBI:67339 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.52	ALOGPS
logP	6.26	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	5.25	ChemAxon
pKa (Strongest Basic)	1.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	146.12 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	186 m³·mol⁻¹	ChemAxon
Polarizability	76.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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

26341557

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53355570

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone (NP0164617)

MOL for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

3D MOL for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

3D SDF for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

3D-SDF for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

PDB for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

3D PDB for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

SMILES for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

INCHI for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

Structure for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)

3D Structure for NP0164617 ((3s,6r,7s,10s,13s,16s,21as)-16-[(2s)-butan-2-yl]-8-hydroxy-3,10,13-triisopropyl-2,7,12-trimethyl-6-pentyl-3h,6h,7h,10h,13h,16h,19h,20h,21h,21ah-pyrrolo[2,1-f]1,10-dioxa-4,7,13,16-tetraazacyclononadecane-1,4,11,14,17-pentone)