NP-MRD: Showing NP-Card for dihydrodiscorhabdin B (NP0039018)

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Record Information

Version

1.0

Created at

2021-06-20 21:33:53 UTC

Updated at

2021-06-30 00:12:07 UTC

NP-MRD ID

NP0039018

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dihydrodiscorhabdin B

Provided By

JEOL Database JEOL Logo

Description

dihydrodiscorhabdin B is found in Latrunculia. It was first documented in 2010 (Na. MK., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123333D          

 40 45  0  0  0  0            999 V2000
   -2.5897   -2.3428    1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725   -1.3050    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443   -0.8181    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    0.3453   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    1.3161   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054    2.5721   -1.0196 N   0  3  0  0  0  4  0  0  0  0  0  0
   -2.9045    3.4803   -1.2049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1928    2.7281   -1.6309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2682    1.3910   -0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2956    0.5410   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437   -0.5826   -0.0412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795   -0.4445   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.7499   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    0.6305   -0.7199 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0465    1.3987   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.6809   -2.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    3.6274   -3.5909 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    3.4714   -0.7245 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4661    4.2054   -0.5072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461    2.6015    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.3143    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8725    0.1702    1.7356 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834   -1.2664    0.6354 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6613   -0.6803   -0.7661 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0840   -1.6102    0.7443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093    3.0748   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    3.9821   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6274    4.2271   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0724    3.3358   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793    2.5839   -2.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    0.6194   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599   -1.3750    0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776    0.8754   -2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    4.1544   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    5.0515   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    3.0314    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1348   -2.1208    0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916   -1.3673   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227   -0.4936   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.4040    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
  5 13  1  0  0  0  0
 20 21  2  0  0  0  0
 12  2  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  2  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
  9 13  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  2  0  0  0  0
 14 15  1  0  0  0  0
 14 21  1  0  0  0  0
 15 16  2  0  0  0  0
 13 12  2  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  2  0  0  0  0
 16 18  1  0  0  0  0
 16 17  1  0  0  0  0
 18 20  1  0  0  0  0
 18 19  1  0  0  0  0
  3 25  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  0  0  0  0
  4 14  1  0  0  0  0
  2  1  2  0  0  0  0
 15 33  1  0  0  0  0
 18 34  1  0  0  0  0
 20 36  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
 23 37  1  0  0  0  0
 25 40  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  6 26  1  0  0  0  0
 11 32  1  0  0  0  0
 10 31  1  0  0  0  0
 19 35  1  0  0  0  0
M  CHG  1   6   1
M  END

     RDKit          3D

 40 45  0  0  0  0  0  0  0  0999 V2000
   -2.5897   -2.3428    1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725   -1.3050    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443   -0.8181    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    0.3453   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    1.3161   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054    2.5721   -1.0196 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.9045    3.4803   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928    2.7281   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2682    1.3910   -0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2956    0.5410   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437   -0.5826   -0.0412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795   -0.4445   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.7499   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    0.6305   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    1.3987   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.6809   -2.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    3.6274   -3.5909 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    3.4714   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661    4.2054   -0.5072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461    2.6015    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.3143    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8725    0.1702    1.7356 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834   -1.2664    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613   -0.6803   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840   -1.6102    0.7443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093    3.0748   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    3.9821   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6274    4.2271   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0724    3.3358   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793    2.5839   -2.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    0.6194   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599   -1.3750    0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776    0.8754   -2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    4.1544   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    5.0515   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    3.0314    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1348   -2.1208    0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916   -1.3673   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227   -0.4936   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.4040    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 24  1  0
 24 23  1  0
 23 25  1  0
  5 13  1  0
 20 21  2  0
 12  2  1  0
  5  4  1  0
  5  6  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  9 13  1  0
  3  2  1  0
  3  4  2  0
 14 15  1  0
 14 21  1  0
 15 16  2  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
 16 18  1  0
 16 17  1  0
 18 20  1  0
 18 19  1  0
  3 25  1  0
 21 22  1  0
 23 22  1  0
  4 14  1  0
  2  1  2  0
 15 33  1  0
 18 34  1  0
 20 36  1  0
 24 38  1  0
 24 39  1  0
 23 37  1  0
 25 40  1  0
  8 29  1  0
  8 30  1  0
  7 27  1  0
  7 28  1  0
  6 26  1  0
 11 32  1  0
 10 31  1  0
 19 35  1  0
M  CHG  1   6   1
M  END


  Mrv1652306202123333D          

 40 45  0  0  0  0            999 V2000
   -2.5897   -2.3428    1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725   -1.3050    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443   -0.8181    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    0.3453   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    1.3161   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054    2.5721   -1.0196 N   0  3  0  0  0  4  0  0  0  0  0  0
   -2.9045    3.4803   -1.2049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1928    2.7281   -1.6309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2682    1.3910   -0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2956    0.5410   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437   -0.5826   -0.0412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795   -0.4445   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.7499   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    0.6305   -0.7199 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0465    1.3987   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.6809   -2.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    3.6274   -3.5909 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    3.4714   -0.7245 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4661    4.2054   -0.5072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461    2.6015    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.3143    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8725    0.1702    1.7356 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834   -1.2664    0.6354 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6613   -0.6803   -0.7661 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0840   -1.6102    0.7443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093    3.0748   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    3.9821   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6274    4.2271   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0724    3.3358   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793    2.5839   -2.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    0.6194   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599   -1.3750    0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776    0.8754   -2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    4.1544   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    5.0515   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    3.0314    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1348   -2.1208    0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916   -1.3673   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227   -0.4936   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.4040    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
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 12  2  1  0  0  0  0
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  5  6  2  0  0  0  0
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  3  4  2  0  0  0  0
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 15 16  2  0  0  0  0
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  3 25  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  0  0  0  0
  4 14  1  0  0  0  0
  2  1  2  0  0  0  0
 15 33  1  0  0  0  0
 18 34  1  0  0  0  0
 20 36  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
 23 37  1  0  0  0  0
 25 40  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  6 26  1  0  0  0  0
 11 32  1  0  0  0  0
 10 31  1  0  0  0  0
 19 35  1  0  0  0  0
M  CHG  1   6   1
M  END
> <DATABASE_ID>
NP0039018

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])=C2S[C@@]3([H])N([H])C4=C(C5=[N+]([H])C([H])([H])C([H])([H])C6=C([H])N([H])C(=C56)C4=O)[C@]2(C([H])=C1Br)C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H14BrN3O2S/c19-8-4-18-5-11(25-10(18)3-9(8)23)22-16-13(18)14-12-7(1-2-20-14)6-21-15(12)17(16)24/h3-4,6,9,11,21-23H,1-2,5H2/p+1/t9-,11+,18+/m0/s1

> <INCHI_KEY>
NXXJJZNPPUNPTK-AJGILNDKSA-O

> <FORMULA>
C18H15BrN3O2S

> <MOLECULAR_WEIGHT>
417.3

> <EXACT_MASS>
416.006287

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
38.364026367855914

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,6S,10R)-5-bromo-6-hydroxy-13-oxo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(20),2(12),4,7,14(21),16-hexaen-20-ium

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
0.2408172503333328

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.58198391262831

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.979831768418137

> <JCHEM_PKA_STRONGEST_BASIC>
7.6922399849950835

> <JCHEM_POLAR_SURFACE_AREA>
79.09

> <JCHEM_REFRACTIVITY>
115.86749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6S,10R)-5-bromo-6-hydroxy-13-oxo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(20),2(12),4,7,14(21),16-hexaen-20-ium

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 45  0  0  0  0  0  0  0  0999 V2000
   -2.5897   -2.3428    1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725   -1.3050    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443   -0.8181    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    0.3453   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    1.3161   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054    2.5721   -1.0196 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.9045    3.4803   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928    2.7281   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2682    1.3910   -0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2956    0.5410   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437   -0.5826   -0.0412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795   -0.4445   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.7499   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    0.6305   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    1.3987   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.6809   -2.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    3.6274   -3.5909 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    3.4714   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661    4.2054   -0.5072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461    2.6015    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.3143    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8725    0.1702    1.7356 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834   -1.2664    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613   -0.6803   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840   -1.6102    0.7443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093    3.0748   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    3.9821   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6274    4.2271   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0724    3.3358   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793    2.5839   -2.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    0.6194   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599   -1.3750    0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776    0.8754   -2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    4.1544   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    5.0515   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    3.0314    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1348   -2.1208    0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916   -1.3673   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227   -0.4936   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.4040    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 24  1  0
 24 23  1  0
 23 25  1  0
  5 13  1  0
 20 21  2  0
 12  2  1  0
  5  4  1  0
  5  6  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  9 13  1  0
  3  2  1  0
  3  4  2  0
 14 15  1  0
 14 21  1  0
 15 16  2  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
 16 18  1  0
 16 17  1  0
 18 20  1  0
 18 19  1  0
  3 25  1  0
 21 22  1  0
 23 22  1  0
  4 14  1  0
  2  1  2  0
 15 33  1  0
 18 34  1  0
 20 36  1  0
 24 38  1  0
 24 39  1  0
 23 37  1  0
 25 40  1  0
  8 29  1  0
  8 30  1  0
  7 27  1  0
  7 28  1  0
  6 26  1  0
 11 32  1  0
 10 31  1  0
 19 35  1  0
M  CHG  1   6   1
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0      -2.590  -2.343   1.136  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.373  -1.305   0.524  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.944  -0.818   0.250  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.660   0.345  -0.411  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.769   1.316  -0.725  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.705   2.572  -1.020  0.00  0.00           N+1
HETATM    7  C   UNK     0      -2.905   3.480  -1.205  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.193   2.728  -1.631  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.268   1.391  -0.983  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.296   0.541  -0.638  0.00  0.00           C+0
HETATM   11  N   UNK     0      -4.744  -0.583  -0.041  0.00  0.00           N+0
HETATM   12  C   UNK     0      -3.380  -0.445  -0.015  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.082   0.750  -0.600  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.830   0.631  -0.720  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.046   1.399  -2.005  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.459   2.681  -2.001  0.00  0.00           C+0
HETATM   17 Br   UNK     0       1.713   3.627  -3.591  0.00  0.00          Br+0
HETATM   18  C   UNK     0       1.681   3.471  -0.725  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.466   4.205  -0.507  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.846   2.602   0.489  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.472   1.314   0.478  0.00  0.00           C+0
HETATM   22  S   UNK     0       1.873   0.170   1.736  0.00  0.00           S+0
HETATM   23  C   UNK     0       1.483  -1.266   0.635  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.661  -0.680  -0.766  0.00  0.00           C+0
HETATM   25  N   UNK     0       0.084  -1.610   0.744  0.00  0.00           N+0
HETATM   26  H   UNK     0      -0.809   3.075  -0.973  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.046   3.982  -0.242  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.627   4.227  -1.955  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.072   3.336  -1.393  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.179   2.584  -2.719  0.00  0.00           H+0
HETATM   31  H   UNK     0      -6.371   0.619  -0.749  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.260  -1.375   0.329  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.878   0.875  -2.945  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.532   4.154  -0.822  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.758   5.051  -0.107  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.342   3.031   1.356  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.135  -2.121   0.835  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.292  -1.367  -1.540  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.723  -0.494  -0.986  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.193  -2.404   1.326  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   12    3    1                                                  
CONECT    3    2    4   25                                                  
CONECT    4    5    3   14                                                  
CONECT    5   13    4    6                                                  
CONECT    6    5    7   26                                                  
CONECT    7    8    6   27   28                                             
CONECT    8    9    7   29   30                                             
CONECT    9    8   13   10                                                  
CONECT   10   11    9   31                                                  
CONECT   11   12   10   32                                                  
CONECT   12    2   13   11                                                  
CONECT   13    5    9   12                                                  
CONECT   14   24   15   21    4                                             
CONECT   15   14   16   33                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   16   20   19   34                                             
CONECT   19   18   35                                                       
CONECT   20   21   18   36                                                  
CONECT   21   20   14   22                                                  
CONECT   22   21   23                                                       
CONECT   23   24   25   22   37                                             
CONECT   24   14   23   38   39                                             
CONECT   25   23    3   40                                                  
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    8                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   15                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
CONECT   36   20                                                            
CONECT   37   23                                                            
CONECT   38   24                                                            
CONECT   39   24                                                            
CONECT   40   25                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

RDKit          3D

40 45  0  0  0  0  0  0  0  0999 V2000
   -2.5897   -2.3428    1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725   -1.3050    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443   -0.8181    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    0.3453   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    1.3161   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054    2.5721   -1.0196 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.9045    3.4803   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928    2.7281   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2682    1.3910   -0.9832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2956    0.5410   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437   -0.5826   -0.0412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795   -0.4445   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.7499   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    0.6305   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    1.3987   -2.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.6809   -2.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    3.6274   -3.5909 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    3.4714   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661    4.2054   -0.5072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461    2.6015    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.3143    0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8725    0.1702    1.7356 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834   -1.2664    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613   -0.6803   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840   -1.6102    0.7443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093    3.0748   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456    3.9821   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6274    4.2271   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0724    3.3358   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793    2.5839   -2.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    0.6194   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599   -1.3750    0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776    0.8754   -2.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5321    4.1544   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7577    5.0515   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    3.0314    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1348   -2.1208    0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916   -1.3673   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227   -0.4936   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.4040    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 24  1  0
 24 23  1  0
 23 25  1  0
  5 13  1  0
 20 21  2  0
 12  2  1  0
  5  4  1  0
  5  6  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  9 13  1  0
  3  2  1  0
  3  4  2  0
 14 15  1  0
 14 21  1  0
 15 16  2  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
 16 18  1  0
 16 17  1  0
 18 20  1  0
 18 19  1  0
  3 25  1  0
 21 22  1  0
 23 22  1  0
  4 14  1  0
  2  1  2  0
 15 33  1  0
 18 34  1  0
 20 36  1  0
 24 38  1  0
 24 39  1  0
 23 37  1  0
 25 40  1  0
  8 29  1  0
  8 30  1  0
  7 27  1  0
  7 28  1  0
  6 26  1  0
 11 32  1  0
 10 31  1  0
 19 35  1  0
M  CHG  1   6   1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₅BrN₃O₂S

Average Mass

417.3000 Da

Monoisotopic Mass

416.00629 Da

IUPAC Name

(3R,6S,10R)-5-bromo-6-hydroxy-13-oxo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(20),2(12),4,7,14(21),16-hexaen-20-ium

Traditional Name

(3R,6S,10R)-5-bromo-6-hydroxy-13-oxo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(20),2(12),4,7,14(21),16-hexaen-20-ium

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])=C2S[C@@]3([H])N([H])C4=C(C5=[N+]([H])C([H])([H])C([H])([H])C6=C([H])N([H])C(=C56)C4=O)[C@]2(C([H])=C1Br)C3([H])[H]

InChI Identifier

InChI=1S/C18H14BrN3O2S/c19-8-4-18-5-11(25-10(18)3-9(8)23)22-16-13(18)14-12-7(1-2-20-14)6-21-15(12)17(16)24/h3-4,6,9,11,21-23H,1-2,5H2/p+1/t9-,11+,18+/m0/s1

InChI Key

NXXJJZNPPUNPTK-AJGILNDKSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Latrunculia	JEOL database	Na. MK., et al, J. Nat. Prod. 73, 383 (2010).

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	1.28	ALOGPS
logP	0.24	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.98	ChemAxon
pKa (Strongest Basic)	7.69	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	79.09 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	115.87 m³·mol⁻¹	ChemAxon
Polarizability	38.36 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

Not Available

References

General References

Na. MK., et al. (2010). Na. MK., et al, J. Nat. Prod. 73, 383 (2010).. J. Nat. Prod..

Showing NP-Card for dihydrodiscorhabdin B (NP0039018)

MOL for NP0039018 (dihydrodiscorhabdin B)

3D MOL for NP0039018 (dihydrodiscorhabdin B)

3D SDF for NP0039018 (dihydrodiscorhabdin B)

3D-SDF for NP0039018 (dihydrodiscorhabdin B)

PDB for NP0039018 (dihydrodiscorhabdin B)

3D PDB for NP0039018 (dihydrodiscorhabdin B)

SMILES for NP0039018 (dihydrodiscorhabdin B)

INCHI for NP0039018 (dihydrodiscorhabdin B)

Structure for NP0039018 (dihydrodiscorhabdin B)

3D Structure for NP0039018 (dihydrodiscorhabdin B)