NP-MRD: Showing NP-Card for Valhidepsin C (NP0333140)

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Record Information

Version

2.0

Created at

2024-05-11 09:06:10 UTC

Updated at

2024-09-03 04:21:17 UTC

NP-MRD ID

NP0333140

Natural Product DOI

https://doi.org/10.57994/2440

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valhidepsin C

Description

Valhidepsin C 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. Valhidepsin C was first documented in 2023 (PMID: 36745695). Based on a literature review very few articles have been published on Valhidepsin C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01232311422D          

 54 55  0  0  0  0            999 V2000
   -0.7636    1.1681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9070   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3359   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0504    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7649   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491   -0.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0356    0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479    1.6397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1707    1.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913    0.7837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -0.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895   -0.8576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2418   -0.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -1.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7008   -1.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054   -0.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6577   -0.1596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5326   -1.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -1.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977   -1.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6274   -1.7005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3151   -2.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4923   -2.4031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0735    0.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622    0.8506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6145    1.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5031    2.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    2.4856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0873    1.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759    2.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6282    3.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5169    4.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3918    2.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    2.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714    1.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078    2.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    3.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4773    3.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123    3.1102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1554    2.6784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3781    1.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303    1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4894    0.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8371   -0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.2607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848   -1.0645    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 26 30  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 14 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 41 47  2  0  0  0  0
 34 48  2  0  0  0  0
 33 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 31 52  2  0  0  0  0
 22 53  2  0  0  0  0
 16 54  2  0  0  0  0
M  END


  Mrv2104 01232311422D          

 54 55  0  0  0  0            999 V2000
   -0.7636    1.1681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9070   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3359   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0504    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7649   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491   -0.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6654    0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0356    0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479    1.6397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1707    1.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913    0.7837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -0.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895   -0.8576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2418   -0.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3531   -1.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7008   -1.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054   -0.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6577   -0.1596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5326   -1.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -1.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977   -1.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6274   -1.7005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3151   -2.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4923   -2.4031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0735    0.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622    0.8506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6145    1.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5031    2.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    2.4856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0873    1.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759    2.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6282    3.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5169    4.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3918    2.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    2.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714    1.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078    2.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    3.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4773    3.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123    3.1102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1554    2.6784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3781    1.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303    1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4894    0.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8371   -0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.2607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848   -1.0645    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 26 30  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 14 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 41 47  2  0  0  0  0
 34 48  2  0  0  0  0
 33 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 31 52  2  0  0  0  0
 22 53  2  0  0  0  0
 16 54  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333140

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(=O)NC1COC(=O)C(NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CC2=CNC=N2)NC(=O)C(NC1=O)C(C)C)C(C)C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1/C38H64N8O8/c1-10-11-12-13-14-15-29(47)41-28-19-54-38(53)32(24(8)9)46-33(48)26(16-21(2)3)42-36(51)30(22(4)5)44-34(49)27(17-25-18-39-20-40-25)43-37(52)31(23(6)7)45-35(28)50/h18,20-24,26-28,30-32H,10-17,19H2,1-9H3,(H,39,40)(H,41,47)(H,42,51)(H,43,52)(H,44,49)(H,45,50)(H,46,48)

> <INCHI_KEY>
DOBHZMKTDHRVMA-UHFFFAOYNA-N

> <FORMULA>
C38H64N8O8

> <MOLECULAR_WEIGHT>
760.978

> <EXACT_MASS>
760.484711053

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
118

> <JCHEM_AVERAGE_POLARIZABILITY>
83.51630610139887

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{12-[(1H-imidazol-4-yl)methyl]-6-(2-methylpropyl)-2,5,8,11,14,17-hexaoxo-3,9,15-tris(propan-2-yl)-1-oxa-4,7,10,13,16-pentaazacyclononadecan-18-yl}octanamide

> <JCHEM_LOGP>
2.582756218333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.81973798870297

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.415297943719224

> <JCHEM_PKA_STRONGEST_BASIC>
6.534016032646339

> <JCHEM_POLAR_SURFACE_AREA>
229.57999999999996

> <JCHEM_REFRACTIVITY>
199.76790000000017

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[12-(1H-imidazol-4-ylmethyl)-3,9,15-triisopropyl-6-(2-methylpropyl)-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaazacyclononadecan-18-yl]octanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JAN-23         0                                  
HETATM    1  O   UNK     0      -1.425   2.180   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.425   0.640   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.759  -0.130   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.093   0.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.426  -0.130   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.760   0.640   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.094  -0.130   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.427   0.640   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.761  -0.130   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.092  -0.130   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.242   0.640   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.067   1.635   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.650   3.061   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.185   2.947   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.597   1.463   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.542  -1.018   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.967  -1.601   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.185  -0.658   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.392  -2.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.818  -2.767   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.175  -3.127   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.610  -1.241   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       6.828  -0.298   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       8.253  -0.881   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.461  -2.407   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.886  -2.990   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.196  -2.179   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      12.371  -3.174   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      11.788  -4.600   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      10.252  -4.486   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       9.471   0.062   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       9.263   1.588   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      10.480   2.531   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.273   4.057   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       8.847   4.640   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       7.630   3.697   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.422   5.223   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.639   6.166   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.432   7.692   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.065   5.583   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.204   4.280   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       4.987   3.337   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0       3.561   3.920   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.387   5.450   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.974   6.064   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.624   6.366   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       5.996   5.806   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      11.490   5.000   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      11.906   1.948   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      13.123   2.891   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      12.114   0.422   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      10.896  -0.521   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       6.675  -2.353   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.345  -1.987   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    2   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   43                                                  
CONECT   15   14                                                            
CONECT   16   11   17   54                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23   53                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   26                                                       
CONECT   31   24   32   52                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   49                                                  
CONECT   34   33   35   48                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   36   42   47                                                  
CONECT   42   41   43                                                       
CONECT   43   42   14   44                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   41                                                            
CONECT   48   34                                                            
CONECT   49   33   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   31                                                            
CONECT   53   22                                                            
CONECT   54   16                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₆₄N₈O₈

Average Mass

760.9780 Da

Monoisotopic Mass

760.48471 Da

IUPAC Name

N-{12-[(1H-imidazol-4-yl)methyl]-6-(2-methylpropyl)-2,5,8,11,14,17-hexaoxo-3,9,15-tris(propan-2-yl)-1-oxa-4,7,10,13,16-pentaazacyclononadecan-18-yl}octanamide

Traditional Name

N-[12-(1H-imidazol-4-ylmethyl)-3,9,15-triisopropyl-6-(2-methylpropyl)-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentaazacyclononadecan-18-yl]octanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)NC1COC(=O)C(NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CC2=CNC=N2)NC(=O)C(NC1=O)C(C)C)C(C)C)C(C)C

InChI Identifier

InChI=1/C38H64N8O8/c1-10-11-12-13-14-15-29(47)41-28-19-54-38(53)32(24(8)9)46-33(48)26(16-21(2)3)42-36(51)30(22(4)5)44-34(49)27(17-25-18-39-20-40-25)43-37(52)31(23(6)7)45-35(28)50/h18,20-24,26-28,30-32H,10-17,19H2,1-9H3,(H,39,40)(H,41,47)(H,42,51)(H,43,52)(H,44,49)(H,45,50)(H,46,48)

InChI Key

DOBHZMKTDHRVMA-UHFFFAOYNA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	etienne.richard@novartis.com	Not Available	Not Available	2024-05-11	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	etienne.richard@novartis.com	Not Available	Not Available	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	etienne.richard@novartis.com	Not Available	Not Available	2024-05-11	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	etienne.richard@novartis.com	Not Available	Not Available	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	etienne.richard@novartis.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	etienne.richard@novartis.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	etienne.richard@novartis.com	Not Available	Not Available	2024-05-11	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
vaccinii		Not Available

Chemical Taxonomy

Description

This compound 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
Leucine or derivatives
Valine or derivatives
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
Fatty acid ester
Fatty acyl
N-acyl-amine
Fatty amide
Heteroaromatic compound
Imidazole
Azole
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Formamidine
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Amidine
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	2.58	ChemAxon
pKa (Strongest Acidic)	11.42	ChemAxon
pKa (Strongest Basic)	6.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	229.58 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	199.77 m³·mol⁻¹	ChemAxon
Polarizability	83.52 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pistorius D, Buntin K, Richard E, Rust M, Bouquet C, Wollbrett S, Weber E, Dietschin D, Bruccoleri R, Oakeley E, Petersen F: Valhidepsin Lipopeptides from Chromobacterium vaccinii: Structures, Biosynthesis, and Coregulation with FR900359 Production. J Nat Prod. 2023 Feb 24;86(2):246-255. doi: 10.1021/acs.jnatprod.2c00825. Epub 2023 Feb 6. [PubMed:36745695 ]

Showing NP-Card for Valhidepsin C (NP0333140)

MOL for NP0333140 (Valhidepsin C)

3D MOL for NP0333140 (Valhidepsin C)

3D SDF for NP0333140 (Valhidepsin C)

3D-SDF for NP0333140 (Valhidepsin C)

PDB for NP0333140 (Valhidepsin C)

3D PDB for NP0333140 (Valhidepsin C)

SMILES for NP0333140 (Valhidepsin C)

INCHI for NP0333140 (Valhidepsin C)

Structure for NP0333140 (Valhidepsin C)

3D Structure for NP0333140 (Valhidepsin C)