NP-MRD: Showing NP-Card for Violaceotide C (NP0332296)

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Record Information

Version

2.0

Created at

2024-01-03 04:00:43 UTC

Updated at

2024-09-03 04:18:44 UTC

NP-MRD ID

NP0332296

Natural Product DOI

https://doi.org/10.57994/1498

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Violaceotide C

Description

Based on a literature review very few articles have been published on Violaceotide C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01032404002D          

 32 33  0  0  1  0            999 V2000
    3.7934    2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.0461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925    0.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    1.0461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8414    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.3829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -1.2079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -1.2079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -1.2079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9204   -1.9224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7454   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.0461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    1.4586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2224    2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.2211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.4934    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
  5  3  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  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
 11 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 17 23  2  0  0  0  0
  7 24  2  0  0  0  0
 25  2  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END


  Mrv2104 01032404002D          

 32 33  0  0  1  0            999 V2000
    3.7934    2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.0461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925    0.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    1.0461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8414    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.3829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -1.2079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -1.2079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -1.2079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9204   -1.9224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7454   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.0461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    1.4586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2224    2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.2211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.4934    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
  5  3  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  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
 11 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 17 23  2  0  0  0  0
  7 24  2  0  0  0  0
 25  2  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332296

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@@H]1NC(=O)[C@@H](NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](C)N(C)C1=O)[C@@H](C)O

> <INCHI_IDENTIFIER>
InChI=1S/C23H34N4O5/c1-6-13(2)18-23(32)27(5)14(3)20(29)24-17(12-16-10-8-7-9-11-16)21(30)26-19(15(4)28)22(31)25-18/h7-11,13-15,17-19,28H,6,12H2,1-5H3,(H,24,29)(H,25,31)(H,26,30)/t13-,14-,15+,17-,18-,19-/m0/s1

> <INCHI_KEY>
RHROVHYZLLFMHQ-TYHLISGHSA-N

> <FORMULA>
C23H34N4O5

> <MOLECULAR_WEIGHT>
446.548

> <EXACT_MASS>
446.252920211

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
47.32649337409652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6S,9S,12S)-9-benzyl-3-[(2S)-butan-2-yl]-6-[(1R)-1-hydroxyethyl]-1,12-dimethyl-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

> <JCHEM_LOGP>
0.43565538833333206

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.288312121376874

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.708317273528973

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9371195733873368

> <JCHEM_POLAR_SURFACE_AREA>
127.84

> <JCHEM_REFRACTIVITY>
118.26439999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,12S)-9-benzyl-3-[(2S)-butan-2-yl]-6-[(1R)-1-hydroxyethyl]-1,12-dimethyl-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JAN-24         0                                  
HETATM    1  O   UNK     0       7.081   4.263   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.081   2.723   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.747   1.953   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.146   0.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.207   1.953   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.437   3.286   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.437   0.619   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.207  -0.715   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       4.207  -2.255   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.874  -3.025   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.207  -5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.207  -6.875   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874  -7.645   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.540  -6.875   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540  -5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.541  -3.025   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.875  -2.255   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       8.415  -2.255   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.185  -3.588   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.725  -3.588   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.415  -4.922   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.541  -4.565   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.897   0.619   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.415   1.953   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.748   2.723   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.748   4.263   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.082   1.953   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.416   2.723   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       8.415   0.413   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       9.185  -0.921   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.725  -0.921   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    9   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   31                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17                                                            
CONECT   24    7                                                            
CONECT   25    2   26   30                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
CONECT   30   25   31                                                       
CONECT   31   30   19   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₄N₄O₅

Average Mass

446.5480 Da

Monoisotopic Mass

446.25292 Da

IUPAC Name

(3S,6S,9S,12S)-9-benzyl-3-[(2S)-butan-2-yl]-6-[(1R)-1-hydroxyethyl]-1,12-dimethyl-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

Traditional Name

(3S,6S,9S,12S)-9-benzyl-3-[(2S)-butan-2-yl]-6-[(1R)-1-hydroxyethyl]-1,12-dimethyl-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@@H]1NC(=O)[C@@H](NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](C)N(C)C1=O)[C@@H](C)O

InChI Identifier

InChI=1S/C23H34N4O5/c1-6-13(2)18-23(32)27(5)14(3)20(29)24-17(12-16-10-8-7-9-11-16)21(30)26-19(15(4)28)22(31)25-18/h7-11,13-15,17-19,28H,6,12H2,1-5H3,(H,24,29)(H,25,31)(H,26,30)/t13-,14-,15+,17-,18-,19-/m0/s1

InChI Key

RHROVHYZLLFMHQ-TYHLISGHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	ganml@imb.pumc.edu.cn	Not Available	Not Available	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C2D6OS, experimental)	ganml@imb.pumc.edu.cn	Not Available	Not Available	2024-05-03	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
insulicola IMB18-072		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	0.44	ChemAxon
pKa (Strongest Acidic)	10.71	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	127.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	118.26 m³·mol⁻¹	ChemAxon
Polarizability	47.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Li Q, Li S, Li S, Hao X, Wang A, Si S, Xu Y, Shu J, Gan M: Antimicrobial and Anti-inflammatory Cyclic Tetrapeptides from the Co-cultures of Two Marine-Derived Fungi. J Nat Prod. 2024 Feb 23;87(2):365-370. doi: 10.1021/acs.jnatprod.3c01115. Epub 2024 Jan 26. [PubMed:38276888 ]

Showing NP-Card for Violaceotide C (NP0332296)

MOL for NP0332296 (Violaceotide C)

3D MOL for NP0332296 (Violaceotide C)

3D SDF for NP0332296 (Violaceotide C)

3D-SDF for NP0332296 (Violaceotide C)

PDB for NP0332296 (Violaceotide C)

3D PDB for NP0332296 (Violaceotide C)

SMILES for NP0332296 (Violaceotide C)

INCHI for NP0332296 (Violaceotide C)

Structure for NP0332296 (Violaceotide C)

3D Structure for NP0332296 (Violaceotide C)