NP-MRD: Showing NP-Card for 1-Acetyl-discorhabdin L (NP0023955)

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Record Information

Version

2.0

Created at

2021-02-16 09:47:37 UTC

Updated at

2021-02-16 09:54:00 UTC

NP-MRD ID

NP0023955

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Acetyl-discorhabdin L

Description

Not Available

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652302162110472D          

 28 34  0  0  1  0            999 V2000
   -1.3213   -2.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -3.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8835   -3.5766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3613   -3.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2220   -4.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238   -3.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690   -2.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2893   -0.7907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430   -0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742   -0.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235   -1.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -1.3282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7148   -2.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2777   -3.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5469   -3.4729    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.6559   -2.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -2.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 18  1  0  0  0  0
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 27 28  1  0  0  0  0
 20 28  2  0  0  0  0
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M  CHG  1  26   1
M  END

NP0023955
     RDKit          3D

 44 50  0  0  0  0  0  0  0  0999 V2000
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 14  5  1  0
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 17 12  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
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  5 32  1  1
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  9 34  1  0
 12 35  1  1
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 17 38  1  0
 21 39  1  0
 22 40  1  0
 27 41  1  0
 27 42  1  0
 28 43  1  0
 28 44  1  0
M  CHG  1  26   1
M  END


  Mrv1652302162110472D          

 28 34  0  0  1  0            999 V2000
   -1.3213   -2.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -3.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8835   -3.5766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4481   -3.1532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7063   -3.8087    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1453   -4.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  1  26   1
M  END
> <DATABASE_ID>
NP0023955

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1[C@H]2C(=O)C=C3S[C@H]4C[C@@]13C1=C(N4)C(=O)C3=C4C(CC[N+]2=C14)=CN3

> <INCHI_IDENTIFIER>
InChI=1S/C20H15N3O4S/c1-7(24)27-19-16-9(25)4-10-20(19)5-11(28-10)22-15-13(20)17-12-8(2-3-23(16)17)6-21-14(12)18(15)26/h4,6,11,16,19H,2-3,5H2,1H3,(H,21,22,26)/p+1/t11-,16+,19-,20+/m0/s1

> <INCHI_KEY>
OLENPXKJLRVWRY-OLRRVVPYSA-O

> <FORMULA>
C20H16N3O4S

> <MOLECULAR_WEIGHT>
394.42

> <EXACT_MASS>
394.085603601

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
38.80445611798959

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,5S,10S)-4-(acetyloxy)-6,13-dioxo-9-thia-11,15,20lambda5-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(20),2(12),7,14(21),16-pentaen-20-ylium

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
-3.8901269434717456

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.166419974515303

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.150604366576836

> <JCHEM_PKA_STRONGEST_BASIC>
-6.667458518279808

> <JCHEM_POLAR_SURFACE_AREA>
91.27

> <JCHEM_REFRACTIVITY>
114.95989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,5S,10S)-4-(acetyloxy)-6,13-dioxo-9-thia-11,15,20lambda5-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(20),2(12),7,14(21),16-pentaen-20-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

NP0023955
     RDKit          3D

 44 50  0  0  0  0  0  0  0  0999 V2000
   -4.9666   -0.7107    1.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -0.6636    1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1685    1.5184   -1.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    3.2762   -1.4578 S   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7695    1.8085    0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2323   -1.6603   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -0.5043   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166   -0.3643   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4382   -1.4082   -0.5559 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9948   -2.7150   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622   -2.8588   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880    0.3048    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -1.3995    2.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4824   -1.0693    0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -0.5746    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567   -2.1563   -0.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    1.0229   -3.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0797    4.3666    0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957    2.4000    0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    1.9406    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    3.9945    1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4961    0.5119    0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698   -2.0488   -0.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4791   -3.3623    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6131   -3.1236   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -3.2546   -1.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341   -3.6619    0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 14  5  1  0
 25 15  1  0
 26  6  1  0
 14 10  1  6
 24 20  2  0
 17 12  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  1
  6 33  1  1
  9 34  1  0
 12 35  1  1
 13 36  1  0
 13 37  1  0
 17 38  1  0
 21 39  1  0
 22 40  1  0
 27 41  1  0
 27 42  1  0
 28 43  1  0
 28 44  1  0
M  CHG  1  26   1
M  END

HEADER    PROTEIN                                 16-FEB-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-FEB-21         0                                  
HETATM    1  C   UNK     0      -2.466  -4.224   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.283  -5.753   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.516  -6.676   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.674  -6.442   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.836  -5.886   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.319  -7.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.271  -7.555   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.414  -9.194   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.538  -6.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.249  -4.927   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      -2.057  -3.453   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -0.979  -2.167   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.301  -3.216   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.319  -4.522   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.817  -3.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.968  -2.307   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.540  -1.476   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.440  -1.766   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.685  -0.209   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.711  -2.679   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       6.263  -2.479   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       6.934  -3.887   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.814  -5.023   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.657  -6.603   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.252  -7.293   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.887  -6.483   0.000  0.00  0.00           N+1
HETATM   27  C   UNK     0       3.091  -4.872   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.487  -4.216   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13    5   10   15                                             
CONECT   15   14   16   27                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    6   27                                                  
CONECT   27   26   15   28                                                  
CONECT   28   27   20   23                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   68    0
END

COMPND    NP0023955
HETATM    1  C1  UNL     1      -4.967  -0.711   1.684  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.495  -0.664   1.511  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.785  -0.999   2.507  1.00  0.00           O  
HETATM    4  O2  UNL     1      -2.891  -0.275   0.325  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.509  -0.253   0.230  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.973  -1.223  -0.814  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.256  -0.735  -2.186  1.00  0.00           C  
HETATM    8  O3  UNL     1      -1.269  -1.569  -3.118  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.513   0.697  -2.436  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.168   1.518  -1.491  1.00  0.00           C  
HETATM   11  S1  UNL     1      -0.857   3.276  -1.458  1.00  0.00           S  
HETATM   12  C8  UNL     1      -0.651   3.440   0.367  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.444   2.205   0.790  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.933   1.097  -0.088  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.537   0.938   0.045  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.303   1.958   0.396  1.00  0.00           C  
HETATM   17  N1  UNL     1       0.738   3.240   0.663  1.00  0.00           N  
HETATM   18  C13 UNL     1       2.770   1.809   0.531  1.00  0.00           C  
HETATM   19  O4  UNL     1       3.517   2.748   0.859  1.00  0.00           O  
HETATM   20  C14 UNL     1       3.402   0.496   0.273  1.00  0.00           C  
HETATM   21  N2  UNL     1       4.644  -0.020   0.289  1.00  0.00           N  
HETATM   22  C15 UNL     1       4.566  -1.353  -0.059  1.00  0.00           C  
HETATM   23  C16 UNL     1       3.232  -1.660  -0.295  1.00  0.00           C  
HETATM   24  C17 UNL     1       2.541  -0.504  -0.084  1.00  0.00           C  
HETATM   25  C18 UNL     1       1.117  -0.364  -0.217  1.00  0.00           C  
HETATM   26  N3  UNL     1       0.438  -1.408  -0.556  1.00  0.00           N1+
HETATM   27  C19 UNL     1       0.995  -2.715  -0.689  1.00  0.00           C  
HETATM   28  C20 UNL     1       2.462  -2.859  -0.692  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.288   0.305   1.983  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.238  -1.400   2.498  1.00  0.00           H  
HETATM   31  H3  UNL     1      -5.482  -1.069   0.770  1.00  0.00           H  
HETATM   32  H4  UNL     1      -1.060  -0.575   1.191  1.00  0.00           H  
HETATM   33  H5  UNL     1      -1.557  -2.156  -0.686  1.00  0.00           H  
HETATM   34  H6  UNL     1      -1.964   1.023  -3.358  1.00  0.00           H  
HETATM   35  H7  UNL     1      -1.080   4.367   0.738  1.00  0.00           H  
HETATM   36  H8  UNL     1      -2.496   2.400   0.502  1.00  0.00           H  
HETATM   37  H9  UNL     1      -1.296   1.941   1.832  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.351   3.994   1.067  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.496   0.512   0.526  1.00  0.00           H  
HETATM   40  H12 UNL     1       5.370  -2.049  -0.140  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.479  -3.362   0.073  1.00  0.00           H  
HETATM   42  H14 UNL     1       0.613  -3.124  -1.672  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.867  -3.255  -1.666  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.734  -3.662   0.054  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   14   32
CONECT    6    7   26   33
CONECT    7    8    8    9
CONECT    9   10   10   34
CONECT   10   11   14
CONECT   11   12
CONECT   12   13   17   35
CONECT   13   14   36   37
CONECT   14   15
CONECT   15   16   16   25
CONECT   16   17   18
CONECT   17   38
CONECT   18   19   19   20
CONECT   20   21   24   24
CONECT   21   22   39
CONECT   22   23   23   40
CONECT   23   24   28
CONECT   24   25
CONECT   25   26   26
CONECT   26   27
CONECT   27   28   41   42
CONECT   28   43   44
END

NP0023955
     RDKit          3D

44 50  0  0  0  0  0  0  0  0999 V2000
   -4.9666   -0.7107    1.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -0.6636    1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7847   -0.9986    2.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8912   -0.2749    0.3254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5095   -0.2529    0.2300 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9728   -1.2235   -0.8139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2559   -0.7346   -2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688   -1.5695   -3.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5134    0.6972   -2.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1685    1.5184   -1.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    3.2762   -1.4578 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6515    3.4395    0.3670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4440    2.2054    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325    1.0968   -0.0881 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5369    0.9378    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3025    1.9584    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7380    3.2397    0.6635 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7695    1.8085    0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5168    2.7481    0.8590 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017    0.4957    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -0.0203    0.2891 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5665   -1.3529   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2323   -1.6603   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -0.5043   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166   -0.3643   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4382   -1.4082   -0.5559 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9948   -2.7150   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622   -2.8588   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880    0.3048    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -1.3995    2.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4824   -1.0693    0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -0.5746    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567   -2.1563   -0.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    1.0229   -3.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0797    4.3666    0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957    2.4000    0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    1.9406    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    3.9945    1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4961    0.5119    0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698   -2.0488   -0.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4791   -3.3623    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6131   -3.1236   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -3.2546   -1.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341   -3.6619    0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 14  5  1  0
 25 15  1  0
 26  6  1  0
 14 10  1  6
 24 20  2  0
 17 12  1  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  1
  6 33  1  1
  9 34  1  0
 12 35  1  1
 13 36  1  0
 13 37  1  0
 17 38  1  0
 21 39  1  0
 22 40  1  0
 27 41  1  0
 27 42  1  0
 28 43  1  0
 28 44  1  0
M  CHG  1  26   1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆N₃O₄S

Average Mass

394.4200 Da

Monoisotopic Mass

394.08560 Da

IUPAC Name

(3R,4R,5S,10S)-4-(acetyloxy)-6,13-dioxo-9-thia-11,15,20lambda5-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(20),2(12),7,14(21),16-pentaen-20-ylium

Traditional Name

(3R,4R,5S,10S)-4-(acetyloxy)-6,13-dioxo-9-thia-11,15,20lambda5-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(20),2(12),7,14(21),16-pentaen-20-ylium

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1[C@H]2C(=O)C=C3S[C@H]4C[C@@]13C1=C(N4)C(=O)C3=C4C(CC[N+]2=C14)=CN3

InChI Identifier

InChI=1S/C20H15N3O4S/c1-7(24)27-19-16-9(25)4-10-20(19)5-11(28-10)22-15-13(20)17-12-8(2-3-23(16)17)6-21-14(12)18(15)26/h4,6,11,16,19H,2-3,5H2,1H3,(H,21,22,26)/p+1/t11-,16+,19-,20+/m0/s1

InChI Key

OLENPXKJLRVWRY-OLRRVVPYSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600MHz, Methanol, simulated)	Fli			2021-02-16	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

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	0.02	ALOGPS
logP	-3.9	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	11.15	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.27 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	114.96 m³·mol⁻¹	ChemAxon
Polarizability	38.8 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

77005939

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

Not Available

Showing NP-Card for 1-Acetyl-discorhabdin L (NP0023955)

MOL for NP0023955 (1-Acetyl-discorhabdin L)

3D MOL for NP0023955 (1-Acetyl-discorhabdin L)

3D SDF for NP0023955 (1-Acetyl-discorhabdin L)

3D-SDF for NP0023955 (1-Acetyl-discorhabdin L)

PDB for NP0023955 (1-Acetyl-discorhabdin L)

3D PDB for NP0023955 (1-Acetyl-discorhabdin L)

SMILES for NP0023955 (1-Acetyl-discorhabdin L)

INCHI for NP0023955 (1-Acetyl-discorhabdin L)

Structure for NP0023955 (1-Acetyl-discorhabdin L)

3D Structure for NP0023955 (1-Acetyl-discorhabdin L)