NP-MRD: Showing NP-Card for Valhidepsin D (NP0333141)

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Record Information

Version

2.0

Created at

2024-05-11 09:12:28 UTC

Updated at

2024-09-03 04:21:17 UTC

NP-MRD ID

NP0333141

Natural Product DOI

https://doi.org/10.57994/2441

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valhidepsin D

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01232311482D          

 55 55  0  0  0  0            999 V2000
   12.1337   -9.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1956   -8.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5141   -8.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7707   -8.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0892   -8.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3458   -8.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6643   -7.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9209   -8.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2394   -7.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9391   -8.3099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6205   -8.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5586   -9.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2401  -10.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3640   -8.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0454   -8.8822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7889   -8.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8508   -7.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5943   -7.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1693   -7.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4703   -8.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2138   -8.6318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8953   -9.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8333   -9.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5148  -10.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2915  -10.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7960  -10.7593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3310  -11.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5392  -11.2091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6387   -8.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3202   -9.2041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0636   -8.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7451   -9.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4885   -8.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1700   -9.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1080  -10.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7895  -10.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5329  -10.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7275  -11.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9134   -9.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5949   -9.5260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3383   -9.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0198   -9.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7632   -9.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9578  -10.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4003   -8.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7188   -7.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1437   -7.9880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9754   -8.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6831  -10.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1255   -8.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8690   -7.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4441   -7.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7006   -7.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4084   -9.8122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4259   -7.5946    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
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  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  1  0  0  0  0
 27 28  2  0  0  0  0
 24 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 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
 36 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  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  1  0  0  0  0
 45 47  2  0  0  0  0
 39 48  2  0  0  0  0
 32 49  2  0  0  0  0
 31 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 29 53  2  0  0  0  0
 20 54  2  0  0  0  0
 14 55  2  0  0  0  0
M  END


  Mrv2104 01232311482D          

 55 55  0  0  0  0            999 V2000
   12.1337   -9.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1956   -8.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5141   -8.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7707   -8.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0892   -8.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3458   -8.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6643   -7.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9209   -8.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2394   -7.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9391   -8.3099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6205   -8.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5586   -9.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2401  -10.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3640   -8.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0454   -8.8822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7889   -8.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8508   -7.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5943   -7.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1693   -7.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4703   -8.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2138   -8.6318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8953   -9.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8333   -9.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5148  -10.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2915  -10.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7960  -10.7593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3310  -11.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5392  -11.2091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6387   -8.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3202   -9.2041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0636   -8.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7451   -9.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4885   -8.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1700   -9.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1080  -10.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7895  -10.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5329  -10.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7275  -11.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9134   -9.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5949   -9.5260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3383   -9.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0198   -9.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7632   -9.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9578  -10.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4003   -8.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7188   -7.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1437   -7.9880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9754   -8.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6831  -10.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1255   -8.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8690   -7.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4441   -7.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7006   -7.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4084   -9.8122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4259   -7.5946    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
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  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  1  0  0  0  0
 27 28  2  0  0  0  0
 24 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 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
 36 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  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  1  0  0  0  0
 45 47  2  0  0  0  0
 39 48  2  0  0  0  0
 32 49  2  0  0  0  0
 31 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 29 53  2  0  0  0  0
 20 54  2  0  0  0  0
 14 55  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333141

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(=O)NC(CO)C(=O)NC(C(C)C)C(=O)NC(CC1=CNC=N1)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C38H66N8O9/c1-10-11-12-13-14-15-29(48)41-28(19-47)35(51)45-31(23(6)7)37(53)43-27(17-25-18-39-20-40-25)34(50)44-30(22(4)5)36(52)42-26(16-21(2)3)33(49)46-32(24(8)9)38(54)55/h18,20-24,26-28,30-32,47H,10-17,19H2,1-9H3,(H,39,40)(H,41,48)(H,42,52)(H,43,53)(H,44,50)(H,45,51)(H,46,49)(H,54,55)

> <INCHI_KEY>
AGEHCILCCZUEJX-UHFFFAOYNA-N

> <FORMULA>
C38H66N8O9

> <MOLECULAR_WEIGHT>
778.993

> <EXACT_MASS>
778.495275737

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
84.80873305892266

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-(2-{2-[2-(3-hydroxy-2-octanamidopropanamido)-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido}-3-methylbutanamido)-4-methylpentanamido]-3-methylbutanoic acid

> <JCHEM_LOGP>
0.6611383709853529

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.585093199643694

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9282352764945263

> <JCHEM_PKA_STRONGEST_BASIC>
6.535095833782169

> <JCHEM_POLAR_SURFACE_AREA>
260.80999999999995

> <JCHEM_REFRACTIVITY>
203.26010000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(2-{2-[2-(3-hydroxy-2-octanamidopropanamido)-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido}-3-methylbutanamido)-4-methylpentanamido]-3-methylbutanoic acid

> <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      22.650 -17.715   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      22.765 -16.180   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.493 -15.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.105 -15.979   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.833 -15.111   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.446 -15.779   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.173 -14.911   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.786 -15.579   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.514 -14.711   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      24.153 -15.512   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      25.425 -16.380   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.309 -17.915   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      26.581 -18.783   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      26.813 -15.712   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      28.085 -16.580   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      29.473 -15.912   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.588 -14.377   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.976 -13.709   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.316 -13.509   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.745 -16.780   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      32.132 -16.113   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      33.404 -16.981   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      33.289 -18.516   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      34.561 -19.384   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.011 -18.865   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      36.952 -20.084   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      36.084 -21.356   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      34.606 -20.924   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      34.792 -16.313   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      36.064 -17.181   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      37.452 -16.513   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      38.724 -17.381   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      40.112 -16.714   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      41.384 -17.582   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      41.268 -19.117   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      42.540 -19.985   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      43.928 -19.318   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      42.425 -21.521   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      42.772 -16.914   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      44.044 -17.782   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      45.432 -17.114   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      46.704 -17.982   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      48.091 -17.315   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      46.588 -19.518   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      45.547 -15.579   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      44.275 -14.711   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      46.935 -14.911   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      42.887 -15.378   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      38.608 -18.917   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      37.568 -14.978   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      38.955 -14.310   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      36.296 -14.110   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      34.908 -14.777   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      30.629 -18.316   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      26.928 -14.177   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   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   55                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21   54                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24                                                       
CONECT   29   22   30   53                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   50                                                  
CONECT   32   31   33   49                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   34   40   48                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   45                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   41   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   39                                                            
CONECT   49   32                                                            
CONECT   50   31   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   29                                                            
CONECT   54   20                                                            
CONECT   55   14                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₆₆N₈O₉

Average Mass

778.9930 Da

Monoisotopic Mass

778.49528 Da

IUPAC Name

2-[2-(2-{2-[2-(3-hydroxy-2-octanamidopropanamido)-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido}-3-methylbutanamido)-4-methylpentanamido]-3-methylbutanoic acid

Traditional Name

2-[2-(2-{2-[2-(3-hydroxy-2-octanamidopropanamido)-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido}-3-methylbutanamido)-4-methylpentanamido]-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)NC(CO)C(=O)NC(C(C)C)C(=O)NC(CC1=CNC=N1)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(O)=O

InChI Identifier

InChI=1/C38H66N8O9/c1-10-11-12-13-14-15-29(48)41-28(19-47)35(51)45-31(23(6)7)37(53)43-27(17-25-18-39-20-40-25)34(50)44-30(22(4)5)36(52)42-26(16-21(2)3)33(49)46-32(24(8)9)38(54)55/h18,20-24,26-28,30-32,47H,10-17,19H2,1-9H3,(H,39,40)(H,41,48)(H,42,52)(H,43,53)(H,44,50)(H,45,51)(H,46,49)(H,54,55)

InChI Key

AGEHCILCCZUEJX-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

Classification

Not classified

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	0.66	ChemAxon
pKa (Strongest Acidic)	3.93	ChemAxon
pKa (Strongest Basic)	6.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	260.81 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	203.26 m³·mol⁻¹	ChemAxon
Polarizability	84.81 Å³	ChemAxon
Number of Rings	1	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

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 D (NP0333141)

MOL for NP0333141 (Valhidepsin D)

3D MOL for NP0333141 (Valhidepsin D)

3D SDF for NP0333141 (Valhidepsin D)

3D-SDF for NP0333141 (Valhidepsin D)

PDB for NP0333141 (Valhidepsin D)

3D PDB for NP0333141 (Valhidepsin D)

SMILES for NP0333141 (Valhidepsin D)

INCHI for NP0333141 (Valhidepsin D)

Structure for NP0333141 (Valhidepsin D)

3D Structure for NP0333141 (Valhidepsin D)