NP-MRD: Showing NP-Card for discorhabdin I (NP0039020)

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Record Information

Version

2.0

Created at

2021-06-20 21:33:58 UTC

Updated at

2021-06-30 00:12:07 UTC

NP-MRD ID

NP0039020

Secondary Accession Numbers

None

Natural Product Identification

Common Name

discorhabdin I

Provided By

JEOL Database JEOL Logo

Description

discorhabdin I is found in Latrunculia brevis. discorhabdin I was first documented in 2004 (Reyes, F., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123333D          

 38 43  0  0  0  0            999 V2000
    1.9859   -0.9946   -4.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.5953   -3.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -2.7372   -2.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -3.0561   -1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -2.3488   -1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1950   -3.3990   -1.8839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4598   -2.5469   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5975   -1.8695   -0.7340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.3298   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -1.4643   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1343   -0.6947    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.4662   -0.2340 N   0  3  0  0  0  4  0  0  0  0  0  0
    2.0645    0.4490    0.4580 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8322    0.5760    1.9849 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3811    0.5448    2.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795    1.0142    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.6744    3.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718   -0.0112    1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0957    1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9021   -0.5565    1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642   -0.4487    1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -1.3240   -3.3132 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -1.5227   -3.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649   -1.1544   -3.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1869   -3.2426   -2.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -3.8822   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.0419   -2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -4.0635   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -3.1236   -2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -1.6335   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -0.7970   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.0499    0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631    1.4209   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    1.4922    2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -0.2689    2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.5593    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    0.8951    3.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5558   -0.5876   -4.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
 19 18  2  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
 15 19  1  0  0  0  0
  7  8  1  0  0  0  0
 20 21  2  0  0  0  0
 11 19  1  0  0  0  0
  7 22  1  0  0  0  0
 18 20  1  0  0  0  0
  5 23  1  0  0  0  0
 23 22  1  0  0  0  0
 11 10  1  0  0  0  0
 23 24  2  0  0  0  0
  9 20  1  0  0  0  0
  5  4  1  6  0  0  0
  9 10  2  0  0  0  0
 24  2  1  0  0  0  0
 11 12  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
 15 14  1  0  0  0  0
  2  1  2  0  0  0  0
 14 13  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  6  0  0  0
  8 30  1  0  0  0  0
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 13 33  1  0  0  0  0
 12 31  1  0  0  0  0
 17 37  1  0  0  0  0
 16 36  1  0  0  0  0
 24 38  1  0  0  0  0
  4 26  1  0  0  0  0
  3 25  1  0  0  0  0
M  CHG  1  12   1
M  END

     RDKit          3D

 38 43  0  0  0  0  0  0  0  0999 V2000
    1.9859   -0.9946   -4.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.5953   -3.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -2.7372   -2.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -3.0561   -1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -2.3488   -1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1950   -3.3990   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598   -2.5469   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5975   -1.8695   -0.7340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.3298   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -1.4643   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1343   -0.6947    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.4662   -0.2340 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.0645    0.4490    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8322    0.5760    1.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811    0.5448    2.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795    1.0142    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.6744    3.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718   -0.0112    1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0957    1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9021   -0.5565    1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642   -0.4487    1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -1.3240   -3.3132 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -1.5227   -3.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649   -1.1544   -3.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1869   -3.2426   -2.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -3.8822   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.0419   -2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -4.0635   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -3.1236   -2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -1.6335   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -0.7970   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.0499    0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631    1.4209   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    1.4922    2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -0.2689    2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.5593    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    0.8951    3.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5558   -0.5876   -4.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 19 18  2  0
  9  8  1  0
 10  5  1  0
  5  6  1  0
  7  6  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 19  1  0
  7  8  1  0
 20 21  2  0
 11 19  1  0
  7 22  1  0
 18 20  1  0
  5 23  1  0
 23 22  1  0
 11 10  1  0
 23 24  2  0
  9 20  1  0
  5  4  1  6
  9 10  2  0
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 11 12  2  0
  3  2  1  0
  4  3  2  0
 15 14  1  0
  2  1  2  0
 14 13  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  6
  8 30  1  0
 14 34  1  0
 14 35  1  0
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 13 33  1  0
 12 31  1  0
 17 37  1  0
 16 36  1  0
 24 38  1  0
  4 26  1  0
  3 25  1  0
M  CHG  1  12   1
M  END


  Mrv1652306202123333D          

 38 43  0  0  0  0            999 V2000
    1.9859   -0.9946   -4.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.5953   -3.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -2.7372   -2.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -3.0561   -1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -2.3488   -1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1950   -3.3990   -1.8839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4598   -2.5469   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5975   -1.8695   -0.7340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.3298   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -1.4643   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1343   -0.6947    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.4662   -0.2340 N   0  3  0  0  0  4  0  0  0  0  0  0
    2.0645    0.4490    0.4580 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8322    0.5760    1.9849 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3811    0.5448    2.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795    1.0142    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.6744    3.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718   -0.0112    1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0957    1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9021   -0.5565    1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642   -0.4487    1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -1.3240   -3.3132 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -1.5227   -3.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649   -1.1544   -3.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1869   -3.2426   -2.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -3.8822   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.0419   -2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -4.0635   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -3.1236   -2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -1.6335   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -0.7970   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.0499    0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631    1.4209   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    1.4922    2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -0.2689    2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.5593    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    0.8951    3.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5558   -0.5876   -4.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
 19 18  2  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
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  7  6  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
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 18 20  1  0  0  0  0
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  9 20  1  0  0  0  0
  5  4  1  6  0  0  0
  9 10  2  0  0  0  0
 24  2  1  0  0  0  0
 11 12  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
 15 14  1  0  0  0  0
  2  1  2  0  0  0  0
 14 13  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  6  0  0  0
  8 30  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 12 31  1  0  0  0  0
 17 37  1  0  0  0  0
 16 36  1  0  0  0  0
 24 38  1  0  0  0  0
  4 26  1  0  0  0  0
  3 25  1  0  0  0  0
M  CHG  1  12   1
M  END
> <DATABASE_ID>
NP0039020

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C2C3=C1C(=O)C1=C(C3=[N+]([H])C([H])([H])C2([H])[H])[C@]23C([H])=C([H])C(=O)C([H])=C2S[C@]([H])(N1[H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H13N3O2S/c22-9-1-3-18-6-11(24-10(18)5-9)21-16-13(18)14-12-8(2-4-19-14)7-20-15(12)17(16)23/h1,3,5,7,11,20-21H,2,4,6H2/p+1/t11-,18-/m0/s1

> <INCHI_KEY>
XLFZHGPPKSMYOB-VOJFVSQTSA-O

> <FORMULA>
C18H14N3O2S

> <MOLECULAR_WEIGHT>
336.39

> <EXACT_MASS>
336.080124297

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
34.09867239662381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,10S)-6,13-dioxo-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>
1.10

> <JCHEM_LOGP>
0.4545223766666668

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.208065805910156

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.286991666956371

> <JCHEM_PKA_STRONGEST_BASIC>
8.005573829989528

> <JCHEM_POLAR_SURFACE_AREA>
75.93

> <JCHEM_REFRACTIVITY>
107.56659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,10S)-6,13-dioxo-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

 38 43  0  0  0  0  0  0  0  0999 V2000
    1.9859   -0.9946   -4.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.5953   -3.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -2.7372   -2.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -3.0561   -1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -2.3488   -1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1950   -3.3990   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598   -2.5469   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5975   -1.8695   -0.7340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.3298   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -1.4643   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1343   -0.6947    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.4662   -0.2340 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.0645    0.4490    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8322    0.5760    1.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811    0.5448    2.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795    1.0142    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.6744    3.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718   -0.0112    1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0957    1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9021   -0.5565    1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642   -0.4487    1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -1.3240   -3.3132 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -1.5227   -3.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649   -1.1544   -3.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1869   -3.2426   -2.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -3.8822   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.0419   -2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -4.0635   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -3.1236   -2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -1.6335   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -0.7970   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.0499    0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631    1.4209   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    1.4922    2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -0.2689    2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.5593    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    0.8951    3.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5558   -0.5876   -4.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 19 18  2  0
  9  8  1  0
 10  5  1  0
  5  6  1  0
  7  6  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 19  1  0
  7  8  1  0
 20 21  2  0
 11 19  1  0
  7 22  1  0
 18 20  1  0
  5 23  1  0
 23 22  1  0
 11 10  1  0
 23 24  2  0
  9 20  1  0
  5  4  1  6
  9 10  2  0
 24  2  1  0
 11 12  2  0
  3  2  1  0
  4  3  2  0
 15 14  1  0
  2  1  2  0
 14 13  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  6
  8 30  1  0
 14 34  1  0
 14 35  1  0
 13 32  1  0
 13 33  1  0
 12 31  1  0
 17 37  1  0
 16 36  1  0
 24 38  1  0
  4 26  1  0
  3 25  1  0
M  CHG  1  12   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       1.986  -0.995  -4.082  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.024  -1.595  -3.630  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.227  -2.737  -2.698  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.277  -3.056  -1.804  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.058  -2.349  -1.750  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.195  -3.399  -1.884  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.460  -2.547  -2.001  0.00  0.00           C+0
HETATM    8  N   UNK     0      -3.598  -1.869  -0.734  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.533  -1.330  -0.025  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.252  -1.464  -0.488  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.134  -0.695   0.180  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.069  -0.466  -0.234  0.00  0.00           N+1
HETATM   13  C   UNK     0       2.064   0.449   0.458  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.832   0.576   1.985  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.381   0.545   2.308  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.380   1.014   3.355  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.701   0.674   3.115  0.00  0.00           N+0
HETATM   18  C   UNK     0      -1.772  -0.011   1.929  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.507  -0.096   1.430  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.902  -0.557   1.248  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.064  -0.449   1.617  0.00  0.00           O+0
HETATM   22  S   UNK     0      -3.020  -1.324  -3.313  0.00  0.00           S+0
HETATM   23  C   UNK     0      -1.308  -1.523  -3.005  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.365  -1.154  -3.879  0.00  0.00           C+0
HETATM   25  H   UNK     0       2.187  -3.243  -2.750  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.450  -3.882  -1.115  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.068  -4.042  -2.767  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.236  -4.064  -1.010  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.351  -3.124  -2.260  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.534  -1.634  -0.395  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.377  -0.797  -1.146  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.062   0.050   0.251  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.963   1.421  -0.037  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.303   1.492   2.357  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.316  -0.269   2.491  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.118   1.559   4.255  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.492   0.895   3.712  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.556  -0.588  -4.783  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   24    3    1                                                  
CONECT    3    2    4   25                                                  
CONECT    4    5    3   26                                                  
CONECT    5   10    6   23    4                                             
CONECT    6    5    7   27   28                                             
CONECT    7    6    8   22   29                                             
CONECT    8    9    7   30                                                  
CONECT    9    8   20   10                                                  
CONECT   10    5   11    9                                                  
CONECT   11   19   10   12                                                  
CONECT   12   13   11   31                                                  
CONECT   13   12   14   32   33                                             
CONECT   14   15   13   34   35                                             
CONECT   15   16   19   14                                                  
CONECT   16   17   15   36                                                  
CONECT   17   18   16   37                                                  
CONECT   18   19   17   20                                                  
CONECT   19   18   15   11                                                  
CONECT   20   21   18    9                                                  
CONECT   21   20                                                            
CONECT   22    7   23                                                       
CONECT   23    5   22   24                                                  
CONECT   24   23    2   38                                                  
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   24                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

RDKit          3D

38 43  0  0  0  0  0  0  0  0999 V2000
    1.9859   -0.9946   -4.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.5953   -3.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272   -2.7372   -2.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -3.0561   -1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -2.3488   -1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1950   -3.3990   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598   -2.5469   -2.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5975   -1.8695   -0.7340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.3298   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -1.4643   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1343   -0.6947    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.4662   -0.2340 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.0645    0.4490    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8322    0.5760    1.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811    0.5448    2.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795    1.0142    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.6744    3.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718   -0.0112    1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.0957    1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9021   -0.5565    1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642   -0.4487    1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -1.3240   -3.3132 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -1.5227   -3.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649   -1.1544   -3.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1869   -3.2426   -2.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -3.8822   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.0419   -2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -4.0635   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -3.1236   -2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -1.6335   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -0.7970   -1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.0499    0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631    1.4209   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    1.4922    2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -0.2689    2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.5593    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    0.8951    3.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5558   -0.5876   -4.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 19 18  2  0
  9  8  1  0
 10  5  1  0
  5  6  1  0
  7  6  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 19  1  0
  7  8  1  0
 20 21  2  0
 11 19  1  0
  7 22  1  0
 18 20  1  0
  5 23  1  0
 23 22  1  0
 11 10  1  0
 23 24  2  0
  9 20  1  0
  5  4  1  6
  9 10  2  0
 24  2  1  0
 11 12  2  0
  3  2  1  0
  4  3  2  0
 15 14  1  0
  2  1  2  0
 14 13  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  6
  8 30  1  0
 14 34  1  0
 14 35  1  0
 13 32  1  0
 13 33  1  0
 12 31  1  0
 17 37  1  0
 16 36  1  0
 24 38  1  0
  4 26  1  0
  3 25  1  0
M  CHG  1  12   1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄N₃O₂S

Average Mass

336.3900 Da

Monoisotopic Mass

336.08012 Da

IUPAC Name

(3S,10S)-6,13-dioxo-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

(3S,10S)-6,13-dioxo-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]N1C([H])=C2C3=C1C(=O)C1=C(C3=[N+]([H])C([H])([H])C2([H])[H])[C@]23C([H])=C([H])C(=O)C([H])=C2S[C@]([H])(N1[H])C3([H])[H]

InChI Identifier

InChI=1S/C18H13N3O2S/c22-9-1-3-18-6-11(24-10(18)5-9)21-16-13(18)14-12-8(2-4-19-14)7-20-15(12)17(16)23/h1,3,5,7,11,20-21H,2,4,6H2/p+1/t11-,18-/m0/s1

InChI Key

XLFZHGPPKSMYOB-VOJFVSQTSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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 brevis	JEOL database	Reyes, F., et al, J. Nat. Prod. 67, 463 (2004)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Phenanthrolines

Sub Class

Not Available

Direct Parent

Phenanthrolines

Alternative Parents

Substituents

1,7-phenanthroline
Pyrrolo[4,3,2-de]quinoline
Pyrroloquinoline
Indole or derivatives
Aryl ketone
Tetrahydropyridine
Vinylogous thioester
Heteroaromatic compound
Thiolane
Pyrrole
Cyclic ketone
Thioenolether
Ketone
Azacycle
Secondary aliphatic amine
Hemithioaminal
Enamine
Secondary amine
Amine
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.1	ALOGPS
logP	0.45	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.29	ChemAxon
pKa (Strongest Basic)	8.01	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	75.93 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	107.57 m³·mol⁻¹	ChemAxon
Polarizability	34.1 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

23106537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44566712

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Reyes, F., et al. (2004). Reyes, F., et al, J. Nat. Prod. 67, 463 (2004). J. Nat. Prod..

Showing NP-Card for discorhabdin I (NP0039020)

MOL for NP0039020 (discorhabdin I)

3D MOL for NP0039020 (discorhabdin I)

3D SDF for NP0039020 (discorhabdin I)

3D-SDF for NP0039020 (discorhabdin I)

PDB for NP0039020 (discorhabdin I)

3D PDB for NP0039020 (discorhabdin I)

SMILES for NP0039020 (discorhabdin I)

INCHI for NP0039020 (discorhabdin I)

Structure for NP0039020 (discorhabdin I)

3D Structure for NP0039020 (discorhabdin I)