NP-MRD: Showing NP-Card for 5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone (NP0322166)

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Record Information

Version

2.0

Created at

2022-09-12 00:47:18 UTC

Updated at

2022-09-12 00:47:18 UTC

NP-MRD ID

NP0322166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone

Description

5,22-Dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]Docosane-2,8,12,16-tetrone belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone is found in Epicoccum nigrum. 5,22-Dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]Docosane-2,8,12,16-tetrone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241505252D          

 30 35  0  0  0  0            999 V2000
    4.4307    3.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841    3.2694    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    2.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8782    3.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6495    2.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6096    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3032    1.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2633    0.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0368    1.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0768    2.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3831    3.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231    4.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8135    1.8457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419    1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8939    0.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182    1.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197    0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819    1.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5941    1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5900    2.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7688    2.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    3.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    3.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919    2.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676    2.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9308    2.7547    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1511    1.8463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1661    1.7529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5378    2.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212    3.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 19 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

     RDKit          3D

 52 57  0  0  0  0  0  0  0  0999 V2000
    1.1176    3.7762    1.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3990    2.0210    1.7985 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9718    1.1032    0.2945 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9808    1.5133   -0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725    0.3326   -0.9307 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3151    0.6477   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7457    1.4781   -1.7413 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858   -0.0981    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7909   -1.5185    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2786   -1.7284    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8930   -2.3175   -0.9283 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -0.3910    0.4143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2358   -0.3307    0.4833 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043   -1.2568    0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -2.4564    0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2170   -0.8615    0.6086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9789   -1.8177   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9406   -0.9545   -1.1158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3014   -1.4812   -1.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6694   -2.1155   -2.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2344   -1.2509   -0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7415   -0.3224    0.9744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9325   -1.3184    2.2741 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431   -0.9447    2.3101 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8488    0.7762    0.4867 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6652    1.8367    0.0715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357    0.4120   -0.5100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4581    0.3972   -0.0254 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141    1.3552   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    2.5051   -0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8153    4.2223    0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927    3.9904    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2321    4.3484    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5322    2.4195   -0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    1.6529   -1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5591   -0.3838   -1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2208   -0.0676   -0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2035    0.3929    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2704   -1.8756    1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2456   -2.1684   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0797   -2.3804    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206   -2.4636   -1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142    0.2065    1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -2.3576   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5561   -2.5633    0.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5347   -0.9108   -2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2193   -0.9318   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4615   -2.2609    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6176    0.1574    1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129    1.1745    1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8964    1.6466   -0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830    1.1619   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5 12  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 16 14  1  1
 16 17  1  0
 17 18  1  0
 18 27  1  0
 27 25  1  0
 25 26  1  0
 25 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  2  0
 22 23  1  0
 23 24  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 13  3  1  0
 24 16  1  0
 29  3  1  0
  6  5  1  0
 28 16  1  0
 19 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  6
 12 43  1  1
 10 41  1  1
 11 42  1  0
  9 39  1  0
  9 40  1  0
  8 37  1  0
  8 38  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  6
 27 52  1  6
 25 50  1  1
 26 51  1  0
 22 49  1  1
 21 47  1  0
 21 48  1  0
M  END


  Mrv1533004241505252D          

 30 35  0  0  0  0            999 V2000
    4.4307    3.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841    3.2694    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    2.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8782    3.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6495    2.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6096    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3032    1.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2633    0.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0368    1.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0768    2.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3831    3.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231    4.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8135    1.8457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419    1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8939    0.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182    1.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197    0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819    1.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5941    1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5900    2.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7688    2.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    3.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    3.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919    2.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676    2.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9308    2.7547    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1511    1.8463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1661    1.7529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5378    2.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3212    3.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 19 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0322166

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC12CC3C(C(O)CCC3=O)N1C(=O)C13CC4C(C(O)C(CC4=O)SS1)N3C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N2O6S3/c1-28-18-5-7-9(22)2-3-10(23)13(7)20(18)17(27)19-6-8-11(24)4-12(29-30-19)15(25)14(8)21(19)16(18)26/h7-8,10,12-15,23,25H,2-6H2,1H3

> <INCHI_KEY>
IZVLOMZFKBEMKA-UHFFFAOYSA-N

> <FORMULA>
C19H22N2O6S3

> <MOLECULAR_WEIGHT>
470.57

> <EXACT_MASS>
470.063999958

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
44.554602334080016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone

> <ALOGPS_LOGP>
-0.41

> <JCHEM_LOGP>
0.3250901850000008

> <ALOGPS_LOGS>
-1.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.462350906692599

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.709965272906505

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0032483177357143

> <JCHEM_POLAR_SURFACE_AREA>
115.22

> <JCHEM_REFRACTIVITY>
112.13489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       8.271   7.398   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       7.437   6.103   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       8.141   4.734   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.106   5.934   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.546   5.388   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.471   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.766   3.016   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.691   1.478   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.135   3.720   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.210   5.259   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.915   6.092   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.990   7.631   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       8.985   3.445   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       8.291   2.070   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.135   0.782   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.754   1.984   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.077   1.432   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.886   2.740   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.842   3.577   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.835   5.267   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.302   5.118   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.737   5.763   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.798   5.781   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.972   4.198   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.433   4.137   0.000  0.00  0.00           O+0
HETATM   26  S   UNK     0       7.338   5.142   0.000  0.00  0.00           S+0
HETATM   27  S   UNK     0       7.749   3.446   0.000  0.00  0.00           S+0
HETATM   28  N   UNK     0       5.910   3.272   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       6.604   4.647   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.200   6.133   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13   29                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13    6    3   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   27   28                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24                                                            
CONECT   26   22   27                                                       
CONECT   27   26   16                                                       
CONECT   28   19   16   29                                                  
CONECT   29   28    3   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Value	Source
5,22-Dihydroxy-11-(methylsulphanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1,.0,.0,.0,]docosane-2,8,12,16-tetrone	Generator
5,22-Dihydroxy-11-(methylsulphanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone	Generator

Chemical Formula

C₁₉H₂₂N₂O₆S₃

Average Mass

470.5700 Da

Monoisotopic Mass

470.06400 Da

IUPAC Name

5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone

Traditional Name

5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone

CAS Registry Number

Not Available

SMILES

CSC12CC3C(C(O)CCC3=O)N1C(=O)C13CC4C(C(O)C(CC4=O)SS1)N3C2=O

InChI Identifier

InChI=1S/C19H22N2O6S3/c1-28-18-5-7-9(22)2-3-10(23)13(7)20(18)17(27)19-6-8-11(24)4-12(29-30-19)15(25)14(8)21(19)16(18)26/h7-8,10,12-15,23,25H,2-6H2,1H3

InChI Key

IZVLOMZFKBEMKA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Epicoccum nigrum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Indole or derivatives
Thiodioxopiperazine
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Cyclic alcohol
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Secondary alcohol
Lactam
Organic disulfide
Ketone
Azacycle
Sulfenyl compound
Hemithioaminal
Thioether
Dialkylthioether
Organoheterocyclic compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Alcohol
Organosulfur compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	-0.41	ALOGPS
logP	0.33	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	13.71	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	115.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	112.13 m³·mol⁻¹	ChemAxon
Polarizability	44.55 Å³	ChemAxon
Number of Rings	6	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

56664171

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone (NP0322166)

MOL for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

3D MOL for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

3D SDF for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

3D-SDF for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

PDB for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

3D PDB for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

SMILES for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

INCHI for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

Structure for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)

3D Structure for NP0322166 (5,22-dihydroxy-11-(methylsulfanyl)-19,20-dithia-3,13-diazahexacyclo[13.5.1.1¹⁴,¹⁸.0¹,¹³.0³,¹¹.0⁴,⁹]docosane-2,8,12,16-tetrone)