Np mrd loader

Showing NP-Card for bisdethiobis( methylthio)acetylaranotine (NP0333678)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-07-31 23:52:25 UTC
Updated at2024-09-16 10:46:52 UTC
NP-MRD IDNP0333678
Natural Product DOIhttps://doi.org/10.57994/3157
Secondary Accession NumbersNone
Natural Product Identification
Common Namebisdethiobis( methylthio)acetylaranotine
Description bisdethiobis( methylthio)acetylaranotine was first documented in 2022 (PMID: 36676948). Based on a literature review very few articles have been published on bisdethiobis( methylthio)acetylaranotine.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0333678 (bisdethiobis( methylthio)acetylaranotine)


  Mrv2104 04152302262D          

 36 40  0  0  0  0            999 V2000
    3.9676   -1.1478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -0.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408    0.2548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725    1.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873    1.8388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908    2.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6316    1.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3072    1.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0745    1.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7899    0.9497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9145    0.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3547   -0.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5318   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208   -1.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5348   -1.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -2.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3598   -1.8390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657    0.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0748   -1.0138    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6212    0.5702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964    0.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -0.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0722   -0.1247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    0.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    1.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412    1.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3272    2.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5022    2.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7382    3.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1627    1.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8945    1.9728    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
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
  3 18  1  0  0  0  0
  8 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 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
 19 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 23 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
 32 34  2  0  0  0  0
 22 35  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END
Download

3D MOL for NP0333678 (bisdethiobis( methylthio)acetylaranotine)

Download
3D SDF for NP0333678 (bisdethiobis( methylthio)acetylaranotine)

  Mrv2104 04152302262D          

 36 40  0  0  0  0            999 V2000
    3.9676   -1.1478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -0.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408    0.2548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725    1.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873    1.8388    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908    2.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6316    1.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3072    1.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0745    1.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7899    0.9497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9145    0.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3547   -0.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5318   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208   -1.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5348   -1.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -2.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3598   -1.8390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657    0.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0748   -1.0138    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6212    0.5702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964    0.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -0.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0722   -0.1247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    0.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    1.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412    1.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3272    2.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5022    2.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7382    3.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1627    1.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8945    1.9728    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
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
  3 18  1  0  0  0  0
  8 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 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
 19 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 23 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
 32 34  2  0  0  0  0
 22 35  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333678

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC12CC3=COC=CC(OC(C)=O)C3N1C(=O)C1(CC3=COC=CC(OC(C)=O)C3N1C2=O)SC

> <INCHI_IDENTIFIER>
InChI=1/C24H26N2O8S2/c1-13(27)33-17-5-7-31-11-15-9-23(35-3)22(30)26-20-16(12-32-8-6-18(20)34-14(2)28)10-24(26,36-4)21(29)25(23)19(15)17/h5-8,11-12,17-20H,9-10H2,1-4H3

> <INCHI_KEY>
MNIWVYZRLOFLBX-UHFFFAOYNA-N

> <FORMULA>
C24H26N2O8S2

> <MOLECULAR_WEIGHT>
534.6

> <EXACT_MASS>
534.113058153

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
51.22713309650001

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-(acetyloxy)-1,12-bis(methylsulfanyl)-2,13-dioxo-8,19-dioxa-3,14-diazapentacyclo[12.8.0.0^{3,12}.0^{4,10}.0^{15,21}]docosa-6,9,17,20-tetraen-5-yl acetate

> <JCHEM_LOGP>
1.0362829526666664

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7797331682659046

> <JCHEM_POLAR_SURFACE_AREA>
111.68

> <JCHEM_REFRACTIVITY>
131.9632

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
16-(acetyloxy)-1,12-bis(methylsulfanyl)-2,13-dioxo-8,19-dioxa-3,14-diazapentacyclo[12.8.0.0^{3,12}.0^{4,10}.0^{15,21}]docosa-6,9,17,20-tetraen-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0333678 (bisdethiobis( methylthio)acetylaranotine)
Download
PDB for NP0333678 (bisdethiobis( methylthio)acetylaranotine)
HEADER    PROTEIN                                 15-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-23         0                                  
HETATM    1  O   UNK     0       7.406  -2.143   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.905  -0.686   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.916   0.476   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.415   1.932   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       7.070   3.433   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       8.196   4.482   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.646   2.858   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.907   1.974   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.339   2.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.674   1.773   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.907   0.250   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.862  -0.881   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.326  -0.769   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.559  -2.104   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.332  -3.436   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.565  -4.771   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.872  -3.433   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.456   0.502   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.394  -0.392   0.000  0.00  0.00           C+0
HETATM   20  S   UNK     0       5.740  -1.893   0.000  0.00  0.00           S+0
HETATM   21  C   UNK     0       4.613  -2.942   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.893   1.064   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       3.353   1.038   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.902  -0.434   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.164  -1.318   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.470  -1.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.135  -0.233   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.098   1.290   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.947   2.421   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.483   2.309   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.250   3.644   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.477   4.976   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.937   4.973   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.245   6.311   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.904   2.226   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.403   3.683   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5    7   35                                             
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13    3    8                                                  
CONECT   19    2   20   22   25                                             
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   35                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   19                                                       
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   23   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   22    4   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

Download
3D PDB for NP0333678 (bisdethiobis( methylthio)acetylaranotine)
Download
SMILES for NP0333678 (bisdethiobis( methylthio)acetylaranotine)
CSC12CC3=COC=CC(OC(C)=O)C3N1C(=O)C1(CC3=COC=CC(OC(C)=O)C3N1C2=O)SC
Download
INCHI for NP0333678 (bisdethiobis( methylthio)acetylaranotine)
InChI=1/C24H26N2O8S2/c1-13(27)33-17-5-7-31-11-15-9-23(35-3)22(30)26-20-16(12-32-8-6-18(20)34-14(2)28)10-24(26,36-4)21(29)25(23)19(15)17/h5-8,11-12,17-20H,9-10H2,1-4H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC24H26N2O8S2
Average Mass534.6000 Da
Monoisotopic Mass534.11306 Da
IUPAC Name16-(acetyloxy)-1,12-bis(methylsulfanyl)-2,13-dioxo-8,19-dioxa-3,14-diazapentacyclo[12.8.0.0^{3,12}.0^{4,10}.0^{15,21}]docosa-6,9,17,20-tetraen-5-yl acetate
Traditional Name16-(acetyloxy)-1,12-bis(methylsulfanyl)-2,13-dioxo-8,19-dioxa-3,14-diazapentacyclo[12.8.0.0^{3,12}.0^{4,10}.0^{15,21}]docosa-6,9,17,20-tetraen-5-yl acetate
CAS Registry NumberNot Available
SMILES
CSC12CC3=COC=CC(OC(C)=O)C3N1C(=O)C1(CC3=COC=CC(OC(C)=O)C3N1C2=O)SC
InChI Identifier
InChI=1/C24H26N2O8S2/c1-13(27)33-17-5-7-31-11-15-9-23(35-3)22(30)26-20-16(12-32-8-6-18(20)34-14(2)28)10-24(26,36-4)21(29)25(23)19(15)17/h5-8,11-12,17-20H,9-10H2,1-4H3
InChI KeyMNIWVYZRLOFLBX-UHFFFAOYNA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 300 MHz, CDCl3, experimental)livia.soman@unifesp.brUnifesp - Universidade Federal de São PauloLívia Soman2024-07-31View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Penicillium setosum
      Not Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.04ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area111.68 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity131.96 m³·mol⁻¹ChemAxon
Polarizability51.23 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. de Carvalho AC, Lima CS, Torquato HFV, Domiciano AT, Silva SDC, de Abreu LM, Uemi M, Paredes-Gamero EJ, Vieira PC, Veiga TAM, de Medeiros LS: Chemodiversity and Anti-Leukemia Effect of Metabolites from Penicillium setosum CMLD 18. Metabolites. 2022 Dec 23;13(1):23. doi: 10.3390/metabo13010023. [PubMed:36676948  ] 
  2. DOI: 10.3390/metabo13010023
  3. PMID: 36676948