NP-MRD: Showing NP-Card for (3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone (NP0350971)

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Record Information

Version

2.0

Created at

2025-04-23 19:59:01 UTC

Updated at

2025-06-11 05:37:09 UTC

NP-MRD ID

NP0350971

Natural Product DOI

https://doi.org/10.57994/3957

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone

Description

(3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone 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 (3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02032322252D          

 53 57  0  0  1  0            999 V2000
    1.5241    2.5371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6735    1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889    0.8611    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2758    1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089    1.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6804    0.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1219    1.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    0.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -0.4979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -1.3229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6160   -1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -2.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -3.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -4.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -5.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0985   -3.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0985   -2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -0.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    1.9559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1651    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8597    3.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    3.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    4.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    4.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157    4.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144    1.2885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349    1.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    0.4486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2910    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759    1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4403    1.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9253    2.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7457    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0813    1.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5964    0.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9856   -0.2189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -1.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -1.5779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7155   -2.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5001   -2.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1132   -2.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979   -2.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0694   -3.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4563   -3.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6717   -3.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594   -1.3229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449   -1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449   -2.5604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417   -1.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198    1.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
  9 20  2  0  0  0  0
 21  2  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  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  2  0  0  0  0
 33 38  1  0  0  0  0
 31 39  1  0  0  0  0
 39 40  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
 41 49  1  0  0  0  0
 49 50  1  0  0  0  0
 11 50  1  0  0  0  0
 50 51  2  0  0  0  0
 40 52  2  0  0  0  0
 30 53  2  0  0  0  0
M  END


  Mrv2104 02032322252D          

 53 57  0  0  1  0            999 V2000
    1.5241    2.5371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6735    1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889    0.8611    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2758    1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089    1.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6804    0.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1219    1.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    0.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -0.4979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -1.3229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6160   -1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -2.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3304   -3.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -4.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -5.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0985   -3.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0985   -2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -0.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    1.9559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1651    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8597    3.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    3.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    4.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    4.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157    4.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144    1.2885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349    1.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    0.4486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2910    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759    1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4403    1.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9253    2.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7457    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0813    1.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5964    0.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9856   -0.2189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -1.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440   -1.5779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7155   -2.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5001   -2.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1132   -2.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979   -2.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0694   -3.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4563   -3.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6717   -3.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594   -1.3229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449   -1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449   -2.5604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417   -1.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198    1.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
  9 20  2  0  0  0  0
 21  2  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  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  2  0  0  0  0
 33 38  1  0  0  0  0
 31 39  1  0  0  0  0
 39 40  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
 41 49  1  0  0  0  0
 49 50  1  0  0  0  0
 11 50  1  0  0  0  0
 50 51  2  0  0  0  0
 40 52  2  0  0  0  0
 30 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0350971

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H]1OC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=C(O)C=C2)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C42H46N4O7/c1-27(2)22-37-41(51)45-35(25-31-18-20-32(47)21-19-31)39(49)43-33(23-28-12-6-3-7-13-28)38(48)44-34(24-29-14-8-4-9-15-29)40(50)46-36(42(52)53-37)26-30-16-10-5-11-17-30/h3-21,27,33-37,47H,22-26H2,1-2H3,(H,43,49)(H,44,48)(H,45,51)(H,46,50)/t33-,34-,35-,36-,37-/m0/s1

> <INCHI_KEY>
SLHRZMYDUSRMFW-LTLCPEALSA-N

> <FORMULA>
C42H46N4O7

> <MOLECULAR_WEIGHT>
718.851

> <EXACT_MASS>
718.336649837

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
74.9081018251332

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-[(4-hydroxyphenyl)methyl]-15-(2-methylpropyl)-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentone

> <JCHEM_LOGP>
5.622415922666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.572907821351755

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.45703151072165

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958331586829157

> <JCHEM_POLAR_SURFACE_AREA>
162.92999999999998

> <JCHEM_REFRACTIVITY>
198.66769999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-[(4-hydroxyphenyl)methyl]-15-(2-methylpropyl)-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-FEB-23         0                                  
HETATM    1  O   UNK     0       2.845   4.736   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.750   3.490   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.124   2.083   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.659   1.607   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.515   2.638   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.950   2.162   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.270   0.656   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.094   3.192   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.339   0.101   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.483  -0.930   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.483  -2.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.150  -3.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.150  -4.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.483  -5.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.483  -7.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.150  -7.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.150  -9.400   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.184  -7.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.184  -5.550   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.126  -0.375   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.282   3.651   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.908   5.058   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.003   6.304   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.471   6.143   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.566   7.389   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.193   8.796   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.724   8.957   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.629   7.711   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       6.187   2.405   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       7.719   2.244   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.345   0.837   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.876   0.676   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.782   1.922   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.155   3.329   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.060   4.575   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.592   4.414   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.218   3.007   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.313   1.761   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       7.440  -0.409   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       7.760  -1.915   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.615  -2.945   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.936  -4.452   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.400  -4.928   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.545  -3.897   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.009  -4.373   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.330  -5.879   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      10.185  -6.910   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.720  -6.434   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0       5.151  -2.470   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0       3.817  -3.240   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       3.817  -4.780   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       9.225  -2.391   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       8.624   3.490   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   50                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13                                                       
CONECT   20    9                                                            
CONECT   21    2   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   21   30                                                       
CONECT   30   29   31   53                                                  
CONECT   31   30   32   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   33                                                       
CONECT   39   31   40                                                       
CONECT   40   39   41   52                                                  
CONECT   41   40   42   49                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   43                                                       
CONECT   49   41   50                                                       
CONECT   50   49   11   51                                                  
CONECT   51   50                                                            
CONECT   52   40                                                            
CONECT   53   30                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₄₆N₄O₇

Average Mass

718.8510 Da

Monoisotopic Mass

718.33665 Da

IUPAC Name

(3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-[(4-hydroxyphenyl)methyl]-15-(2-methylpropyl)-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentone

Traditional Name

(3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-[(4-hydroxyphenyl)methyl]-15-(2-methylpropyl)-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentone

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1OC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=C(O)C=C2)NC1=O

InChI Identifier

InChI=1S/C42H46N4O7/c1-27(2)22-37-41(51)45-35(25-31-18-20-32(47)21-19-31)39(49)43-33(23-28-12-6-3-7-13-28)38(48)44-34(24-29-14-8-4-9-15-29)40(50)46-36(42(52)53-37)26-30-16-10-5-11-17-30/h3-21,27,33-37,47H,22-26H2,1-2H3,(H,43,49)(H,44,48)(H,45,51)(H,46,50)/t33-,34-,35-,36-,37-/m0/s1

InChI Key

SLHRZMYDUSRMFW-LTLCPEALSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	seetharamsing.b@ntu.edu.sg	Nanyang Technological University	Balamkundu Seetharamsing	2025-04-23	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

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
N-acyl-alpha amino acid or derivatives
Macrolactam
Alpha-amino acid ester
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
N-acyl-amine
Fatty amide
Monocyclic benzene moiety
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	5.62	ChemAxon
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.93 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	198.67 m³·mol⁻¹	ChemAxon
Polarizability	74.91 Å³	ChemAxon
Number of Rings	5	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

170990029

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone (NP0350971)

MOL for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

3D MOL for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

3D SDF for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

3D-SDF for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

PDB for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

3D PDB for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

SMILES for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

INCHI for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

Structure for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)

3D Structure for NP0350971 ((3S,6S,9S,12S,15S)-3,6,9-tribenzyl-12-(4-hydroxybenzyl)-15-isobutyl-1-oxa-4,7,10,13-tetraazacyclopentadecane-2,5,8,11,14-pentaone)