NP-MRD: Showing NP-Card for Valhidepsin B (NP0333139)

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Record Information

Version

1.0

Created at

2024-05-11 09:00:53 UTC

Updated at

2024-05-13 01:13:27 UTC

NP-MRD ID

NP0333139

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valhidepsin B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01232311372D          

 57 57  0  0  0  0            999 V2000
    4.6515   -6.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7352   -5.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0662   -4.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -5.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2300   -6.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -6.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8153   -7.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4843   -7.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4007   -8.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -9.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860  -10.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4878   -5.1393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1568   -5.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -6.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421   -6.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9094   -5.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5783   -5.7669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -5.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4146   -4.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1672   -4.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456   -4.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9999   -5.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7525   -5.5738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4215   -6.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3379   -6.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0069   -7.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7907   -7.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2777   -7.7686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7949   -8.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0095   -8.1851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1741   -5.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8431   -6.2014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5957   -5.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2647   -6.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0173   -6.0083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6862   -6.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6026   -7.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2716   -7.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0242   -7.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1880   -8.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4389   -6.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1078   -6.6360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8604   -6.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5294   -6.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2820   -6.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4458   -7.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9441   -5.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2751   -4.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6967   -5.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5225   -5.3324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1810   -7.1670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6793   -5.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4319   -4.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0103   -4.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2577   -4.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9163   -6.7325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930   -4.4634    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  2  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 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
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 43 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 41 50  2  0  0  0  0
 34 51  2  0  0  0  0
 33 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 31 55  2  0  0  0  0
 22 56  2  0  0  0  0
 16 57  2  0  0  0  0
M  END


  Mrv2104 01232311372D          

 57 57  0  0  0  0            999 V2000
    4.6515   -6.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7352   -5.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0662   -4.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -5.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2300   -6.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -6.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8153   -7.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4843   -7.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4007   -8.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -9.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860  -10.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4878   -5.1393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1568   -5.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -6.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421   -6.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9094   -5.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5783   -5.7669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -5.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4146   -4.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1672   -4.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456   -4.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9999   -5.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7525   -5.5738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4215   -6.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3379   -6.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0069   -7.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7907   -7.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2777   -7.7686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7949   -8.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0095   -8.1851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1741   -5.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8431   -6.2014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5957   -5.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2647   -6.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0173   -6.0083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6862   -6.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6026   -7.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2716   -7.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0242   -7.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1880   -8.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4389   -6.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1078   -6.6360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8604   -6.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5294   -6.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2820   -6.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4458   -7.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9441   -5.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2751   -4.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6967   -5.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5225   -5.3324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1810   -7.1670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6793   -5.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4319   -4.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0103   -4.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2577   -4.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9163   -6.7325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930   -4.4634    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  2  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 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
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 43 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 41 50  2  0  0  0  0
 34 51  2  0  0  0  0
 33 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 31 55  2  0  0  0  0
 22 56  2  0  0  0  0
 16 57  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333139

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C/CC(=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/C40H68N8O9/c1-10-11-12-13-14-15-16-17-31(50)43-30(21-49)37(53)47-33(25(6)7)39(55)45-29(19-27-20-41-22-42-27)36(52)46-32(24(4)5)38(54)44-28(18-23(2)3)35(51)48-34(26(8)9)40(56)57/h15-16,20,22-26,28-30,32-34,49H,10-14,17-19,21H2,1-9H3,(H,41,42)(H,43,50)(H,44,54)(H,45,55)(H,46,52)(H,47,53)(H,48,51)(H,56,57)/b16-15-

> <INCHI_KEY>
LMTGORJWNHBBDL-NXVVXOECNA-N

> <FORMULA>
C40H68N8O9

> <MOLECULAR_WEIGHT>
805.031

> <EXACT_MASS>
804.510925802

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
125

> <JCHEM_AVERAGE_POLARIZABILITY>
87.58099458390627

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-{2-[2-(2-{2-[(3Z)-dec-3-enamido]-3-hydroxypropanamido}-3-methylbutanamido)-3-(1H-imidazol-4-yl)propanamido]-3-methylbutanamido}-4-methylpentanamido)-3-methylbutanoic acid

> <JCHEM_LOGP>
1.1883540377189665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.563430281214803

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.928235275859145

> <JCHEM_PKA_STRONGEST_BASIC>
6.5350955775865165

> <JCHEM_POLAR_SURFACE_AREA>
260.80999999999995

> <JCHEM_REFRACTIVITY>
213.5787000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
27

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-{2-[2-(2-{2-[(3Z)-dec-3-enamido]-3-hydroxypropanamido}-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       8.683 -11.756   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.839 -10.224   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.590  -9.323   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.185  -9.954   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.029 -11.486   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.278 -12.387   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.122 -13.919   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.371 -14.820   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.215 -16.352   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.463 -17.254   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.307 -18.786   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      10.244  -9.593   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      11.493 -10.495   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.337 -12.027   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.585 -12.928   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.897  -9.864   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      14.146 -10.765   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      15.551 -10.134   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.707  -8.602   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.112  -7.971   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.458  -7.701   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.800 -11.035   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      18.205 -10.404   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      19.453 -11.306   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.297 -12.838   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.546 -13.739   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.009 -13.258   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      22.918 -14.501   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      22.017 -15.750   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      20.551 -15.279   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      20.858 -10.675   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      22.107 -11.576   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      23.512 -10.945   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.761 -11.846   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      26.166 -11.216   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      27.414 -12.117   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      27.258 -13.649   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      28.507 -14.550   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      29.912 -13.919   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.351 -16.082   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      28.819 -11.486   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      30.068 -12.387   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      31.473 -11.756   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      32.722 -12.657   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      34.126 -12.027   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      32.565 -14.190   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      31.629 -10.224   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      30.380  -9.323   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      33.034  -9.593   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      28.975  -9.954   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      24.605 -13.378   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      23.668  -9.413   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      25.073  -8.782   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      22.419  -8.512   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      21.014  -9.143   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      16.644 -12.567   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      13.054  -8.332   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
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   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    2   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   57                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23   56                                                  
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   55                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   52                                                  
CONECT   34   33   35   51                                                  
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   50                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   47                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   43   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   41                                                            
CONECT   51   34                                                            
CONECT   52   33   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52                                                            
CONECT   55   31                                                            
CONECT   56   22                                                            
CONECT   57   16                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₆₈N₈O₉

Average Mass

805.0310 Da

Monoisotopic Mass

804.51093 Da

IUPAC Name

2-(2-{2-[2-(2-{2-[(3Z)-dec-3-enamido]-3-hydroxypropanamido}-3-methylbutanamido)-3-(1H-imidazol-4-yl)propanamido]-3-methylbutanamido}-4-methylpentanamido)-3-methylbutanoic acid

Traditional Name

2-(2-{2-[2-(2-{2-[(3Z)-dec-3-enamido]-3-hydroxypropanamido}-3-methylbutanamido)-3-(1H-imidazol-4-yl)propanamido]-3-methylbutanamido}-4-methylpentanamido)-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/CC(=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/C40H68N8O9/c1-10-11-12-13-14-15-16-17-31(50)43-30(21-49)37(53)47-33(25(6)7)39(55)45-29(19-27-20-41-22-42-27)36(52)46-32(24(4)5)38(54)44-28(18-23(2)3)35(51)48-34(26(8)9)40(56)57/h15-16,20,22-26,28-30,32-34,49H,10-14,17-19,21H2,1-9H3,(H,41,42)(H,43,50)(H,44,54)(H,45,55)(H,46,52)(H,47,53)(H,48,51)(H,56,57)/b16-15-

InChI Key

LMTGORJWNHBBDL-NXVVXOECNA-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

Not Available

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	1.19	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	27	ChemAxon
Refractivity	213.58 m³·mol⁻¹	ChemAxon
Polarizability	87.58 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 B (NP0333139)

MOL for NP0333139 (Valhidepsin B)

3D MOL for NP0333139 (Valhidepsin B)

3D SDF for NP0333139 (Valhidepsin B)

3D-SDF for NP0333139 (Valhidepsin B)

PDB for NP0333139 (Valhidepsin B)

3D PDB for NP0333139 (Valhidepsin B)

SMILES for NP0333139 (Valhidepsin B)

INCHI for NP0333139 (Valhidepsin B)

Structure for NP0333139 (Valhidepsin B)

3D Structure for NP0333139 (Valhidepsin B)