NP-MRD: Showing NP-Card for discorhabdin D (NP0038057)

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Record Information

Version

2.0

Created at

2021-06-20 20:50:37 UTC

Updated at

2021-06-30 00:10:38 UTC

NP-MRD ID

NP0038057

Secondary Accession Numbers

None

Natural Product Identification

Common Name

discorhabdin D

Provided By

JEOL Database JEOL Logo

Description

discorhabdin D is found in Latrunculia bellae, Latrunculia brevis, Latrunculia sp., Prianos sp. and Strongylodesma algoaensis. discorhabdin D was first documented in 1988 (Perry, N. B., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122503D          

 38 44  0  0  0  0            999 V2000
    0.8396    0.5315    3.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.4020    2.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.1296    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641   -0.0147    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.0298   -0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -0.3440   -1.6338 N   0  3  0  0  0  4  0  0  0  0  0  0
   -1.3300   -0.5310   -2.1366 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3972    0.2978   -1.3504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0570    0.4247    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549    0.7039    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    0.7302    2.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.4797    1.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    0.2844    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.7321   -2.5248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5112    0.0559   -2.1062 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8394   -0.3404   -0.6664 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1354    0.2679   -0.0998 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2846   -0.4429    1.2570 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1396   -0.0585    2.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -2.2229    0.7468 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -1.8352   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -2.7337   -1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723   -2.2406   -2.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -3.0415   -2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479   -0.2623   -3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.6017   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.1565   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    1.3071   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8055    0.8977    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    0.9128    3.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9952   -0.4989   -3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.1883   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    1.1375   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0528    1.3556    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991    0.0776   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -0.2362    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.0796    3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6301   -3.8057   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 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
  5 13  1  0  0  0  0
 12 13  2  0  0  0  0
 16 15  1  0  0  0  0
 12  2  1  0  0  0  0
  5  4  1  0  0  0  0
  3  2  1  0  0  0  0
  5  6  2  0  0  0  0
 13  9  1  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
  3  4  2  0  0  0  0
 12 11  1  0  0  0  0
 16 21  1  6  0  0  0
  9 10  2  0  0  0  0
 11 10  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 22  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 14  1  0  0  0  0
 22 21  2  0  0  0  0
 18 36  1  1  0  0  0
  3 19  1  0  0  0  0
 14 31  1  6  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 22 38  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 19 37  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
 11 30  1  0  0  0  0
 10 29  1  0  0  0  0
M  CHG  1   6   1
M  END

     RDKit          3D

 38 44  0  0  0  0  0  0  0  0999 V2000
    0.8396    0.5315    3.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.4020    2.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.1296    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641   -0.0147    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.0298   -0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -0.3440   -1.6338 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3300   -0.5310   -2.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3972    0.2978   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570    0.4247    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549    0.7039    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    0.7302    2.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.4797    1.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    0.2844    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.7321   -2.5248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5112    0.0559   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8394   -0.3404   -0.6664 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1354    0.2679   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846   -0.4429    1.2570 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1396   -0.0585    2.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -2.2229    0.7468 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -1.8352   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -2.7337   -1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723   -2.2406   -2.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -3.0415   -2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479   -0.2623   -3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.6017   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.1565   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    1.3071   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8055    0.8977    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    0.9128    3.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9952   -0.4989   -3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.1883   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    1.1375   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0528    1.3556    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991    0.0776   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -0.2362    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.0796    3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6301   -3.8057   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  5 13  1  0
 12 13  2  0
 16 15  1  0
 12  2  1  0
  5  4  1  0
  3  2  1  0
  5  6  2  0
 13  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  3  4  2  0
 12 11  1  0
 16 21  1  6
  9 10  2  0
 11 10  1  0
 15 14  1  0
  2  1  2  0
 14 23  1  0
 23 24  2  0
 23 22  1  0
 18 20  1  0
 20 21  1  0
  6 14  1  0
 22 21  2  0
 18 36  1  1
  3 19  1  0
 14 31  1  6
 15 32  1  0
 15 33  1  0
 22 38  1  0
 17 34  1  0
 17 35  1  0
 19 37  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
 11 30  1  0
 10 29  1  0
M  CHG  1   6   1
M  END


  Mrv1652306202122503D          

 38 44  0  0  0  0            999 V2000
    0.8396    0.5315    3.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.4020    2.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.1296    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641   -0.0147    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.0298   -0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -0.3440   -1.6338 N   0  3  0  0  0  4  0  0  0  0  0  0
   -1.3300   -0.5310   -2.1366 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3972    0.2978   -1.3504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0570    0.4247    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549    0.7039    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    0.7302    2.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.4797    1.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    0.2844    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.7321   -2.5248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5112    0.0559   -2.1062 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8394   -0.3404   -0.6664 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1354    0.2679   -0.0998 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2846   -0.4429    1.2570 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1396   -0.0585    2.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -2.2229    0.7468 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -1.8352   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -2.7337   -1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723   -2.2406   -2.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -3.0415   -2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479   -0.2623   -3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.6017   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.1565   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    1.3071   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8055    0.8977    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    0.9128    3.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9952   -0.4989   -3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.1883   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    1.1375   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0528    1.3556    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991    0.0776   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -0.2362    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.0796    3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6301   -3.8057   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 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
  5 13  1  0  0  0  0
 12 13  2  0  0  0  0
 16 15  1  0  0  0  0
 12  2  1  0  0  0  0
  5  4  1  0  0  0  0
  3  2  1  0  0  0  0
  5  6  2  0  0  0  0
 13  9  1  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
  3  4  2  0  0  0  0
 12 11  1  0  0  0  0
 16 21  1  6  0  0  0
  9 10  2  0  0  0  0
 11 10  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 22  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 14  1  0  0  0  0
 22 21  2  0  0  0  0
 18 36  1  1  0  0  0
  3 19  1  0  0  0  0
 14 31  1  6  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 22 38  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 19 37  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
 11 30  1  0  0  0  0
 10 29  1  0  0  0  0
M  CHG  1   6   1
M  END
> <DATABASE_ID>
NP0038057

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C2C3=C1C(=O)C1=C4C3=[N+](C([H])([H])C2([H])[H])[C@]2([H])C(=O)C([H])=C3S[C@]([H])(N1[H])C([H])([H])[C@]43C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H13N3O2S/c22-9-3-10-18-4-8(9)21-2-1-7-6-19-14-12(7)16(21)13(18)15(17(14)23)20-11(5-18)24-10/h3,6,8,11H,1-2,4-5H2,(H,19,20,23)/p+1/t8-,11-,18-/m0/s1

> <INCHI_KEY>
QYJUINXANIOBKV-XYVASLDOSA-O

> <FORMULA>
C18H14N3O2S

> <MOLECULAR_WEIGHT>
336.39

> <EXACT_MASS>
336.080124297

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.87145423590481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,5S,10S)-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>
-1.11

> <JCHEM_LOGP>
-3.412256206805078

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.207225629107125

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.09270669125047

> <JCHEM_PKA_STRONGEST_BASIC>
-6.653818467564371

> <JCHEM_POLAR_SURFACE_AREA>
64.97

> <JCHEM_REFRACTIVITY>
104.60089999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5S,10S)-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

$$$$

     RDKit          3D

 38 44  0  0  0  0  0  0  0  0999 V2000
    0.8396    0.5315    3.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.4020    2.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.1296    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641   -0.0147    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.0298   -0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -0.3440   -1.6338 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3300   -0.5310   -2.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3972    0.2978   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570    0.4247    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549    0.7039    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    0.7302    2.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.4797    1.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    0.2844    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.7321   -2.5248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5112    0.0559   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8394   -0.3404   -0.6664 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1354    0.2679   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846   -0.4429    1.2570 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1396   -0.0585    2.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -2.2229    0.7468 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -1.8352   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -2.7337   -1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723   -2.2406   -2.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -3.0415   -2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479   -0.2623   -3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.6017   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.1565   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    1.3071   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8055    0.8977    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    0.9128    3.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9952   -0.4989   -3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.1883   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    1.1375   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0528    1.3556    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991    0.0776   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -0.2362    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.0796    3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6301   -3.8057   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  5 13  1  0
 12 13  2  0
 16 15  1  0
 12  2  1  0
  5  4  1  0
  3  2  1  0
  5  6  2  0
 13  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  3  4  2  0
 12 11  1  0
 16 21  1  6
  9 10  2  0
 11 10  1  0
 15 14  1  0
  2  1  2  0
 14 23  1  0
 23 24  2  0
 23 22  1  0
 18 20  1  0
 20 21  1  0
  6 14  1  0
 22 21  2  0
 18 36  1  1
  3 19  1  0
 14 31  1  6
 15 32  1  0
 15 33  1  0
 22 38  1  0
 17 34  1  0
 17 35  1  0
 19 37  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
 11 30  1  0
 10 29  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       0.840   0.532   3.721  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.678   0.402   2.515  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.859   0.130   1.569  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.664  -0.015   0.236  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.328  -0.030  -0.403  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.106  -0.344  -1.634  0.00  0.00           N+1
HETATM    7  C   UNK     0      -1.330  -0.531  -2.137  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.397   0.298  -1.350  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.057   0.425   0.097  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.755   0.704   1.251  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.856   0.730   2.314  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.593   0.480   1.836  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.727   0.284   0.490  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.261  -0.732  -2.525  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.511   0.056  -2.106  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.839  -0.340  -0.666  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.135   0.268  -0.100  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.285  -0.443   1.257  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.140  -0.059   2.078  0.00  0.00           N+0
HETATM   20  S   UNK     0       4.143  -2.223   0.747  0.00  0.00           S+0
HETATM   21  C   UNK     0       3.075  -1.835  -0.581  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.485  -2.734  -1.379  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.472  -2.241  -2.360  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.742  -3.042  -2.937  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.348  -0.262  -3.197  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.539  -1.602  -2.037  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.385  -0.157  -1.484  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.442   1.307  -1.779  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.805   0.898   1.435  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.090   0.913   3.285  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.995  -0.499  -3.561  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.347  -0.188  -2.775  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.339   1.137  -2.187  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.053   1.356   0.022  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.999   0.078  -0.751  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.235  -0.236   1.755  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.227  -0.080   3.096  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.630  -3.806  -1.298  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   12    3    1                                                  
CONECT    3    2    4   19                                                  
CONECT    4   16    5    3                                                  
CONECT    5   13    4    6                                                  
CONECT    6    5    7   14                                                  
CONECT    7    8    6   25   26                                             
CONECT    8    9    7   27   28                                             
CONECT    9   13    8   10                                                  
CONECT   10    9   11   29                                                  
CONECT   11   12   10   30                                                  
CONECT   12   13    2   11                                                  
CONECT   13    5   12    9                                                  
CONECT   14   15   23    6   31                                             
CONECT   15   16   14   32   33                                             
CONECT   16    4   17   15   21                                             
CONECT   17   16   18   34   35                                             
CONECT   18   17   19   20   36                                             
CONECT   19   18    3   37                                                  
CONECT   20   18   21                                                       
CONECT   21   16   20   22                                                  
CONECT   22   23   21   38                                                  
CONECT   23   14   24   22                                                  
CONECT   24   23                                                            
CONECT   25    7                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

RDKit          3D

38 44  0  0  0  0  0  0  0  0999 V2000
    0.8396    0.5315    3.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    0.4020    2.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.1296    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6641   -0.0147    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.0298   -0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -0.3440   -1.6338 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3300   -0.5310   -2.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3972    0.2978   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570    0.4247    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549    0.7039    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    0.7302    2.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.4797    1.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    0.2844    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.7321   -2.5248 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5112    0.0559   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8394   -0.3404   -0.6664 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1354    0.2679   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846   -0.4429    1.2570 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1396   -0.0585    2.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -2.2229    0.7468 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0752   -1.8352   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -2.7337   -1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723   -2.2406   -2.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422   -3.0415   -2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479   -0.2623   -3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.6017   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3849   -0.1565   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417    1.3071   -1.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8055    0.8977    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    0.9128    3.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9952   -0.4989   -3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.1883   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    1.1375   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0528    1.3556    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9991    0.0776   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -0.2362    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.0796    3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6301   -3.8057   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  5 13  1  0
 12 13  2  0
 16 15  1  0
 12  2  1  0
  5  4  1  0
  3  2  1  0
  5  6  2  0
 13  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  3  4  2  0
 12 11  1  0
 16 21  1  6
  9 10  2  0
 11 10  1  0
 15 14  1  0
  2  1  2  0
 14 23  1  0
 23 24  2  0
 23 22  1  0
 18 20  1  0
 20 21  1  0
  6 14  1  0
 22 21  2  0
 18 36  1  1
  3 19  1  0
 14 31  1  6
 15 32  1  0
 15 33  1  0
 22 38  1  0
 17 34  1  0
 17 35  1  0
 19 37  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
 11 30  1  0
 10 29  1  0
M  CHG  1   6   1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄N₃O₂S

Average Mass

336.3900 Da

Monoisotopic Mass

336.08012 Da

IUPAC Name

(3R,5S,10S)-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,5S,10S)-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

[H]N1C([H])=C2C3=C1C(=O)C1=C4C3=[N+](C([H])([H])C2([H])[H])[C@]2([H])C(=O)C([H])=C3S[C@]([H])(N1[H])C([H])([H])[C@]43C2([H])[H]

InChI Identifier

InChI=1S/C18H13N3O2S/c22-9-3-10-18-4-8(9)21-2-1-7-6-19-14-12(7)16(21)13(18)15(17(14)23)20-11(5-18)24-10/h3,6,8,11H,1-2,4-5H2,(H,19,20,23)/p+1/t8-,11-,18-/m0/s1

InChI Key

QYJUINXANIOBKV-XYVASLDOSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD (H) / DMSO-d6 (C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD (H) / DMSO-d6 (C), 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 bellae	-	KNApSAcK
Latrunculia brevis	JEOL database	Perry, N. B., et al, J. Org. Chem. 53, 4127 (1988)
Latrunculia sp.	-	KNApSAcK
Prianos sp.	JEOL database	Perry, N. B., et al, J. Org. Chem. 53, 4127 (1988)
Strongylodesma algoaensis	-	KNApSAcK

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
Naphthyridine
Indole or derivatives
Aryl ketone
Cyclohexenone
Tetrahydropyridine
Vinylogous thioester
Heteroaromatic compound
Thiolane
Pyrrole
Thioenolether
Ketone
Azacycle
Hemithioaminal
Enamine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
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	-3.4	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.09	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.97 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	104.6 m³·mol⁻¹	ChemAxon
Polarizability	33.87 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

10471553

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135846979

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Perry, N. B., et al. (1988). Perry, N. B., et al, J. Org. Chem. 53, 4127 (1988). J. Org. Chem..

Showing NP-Card for discorhabdin D (NP0038057)

MOL for NP0038057 (discorhabdin D)

3D MOL for NP0038057 (discorhabdin D)

3D SDF for NP0038057 (discorhabdin D)

3D-SDF for NP0038057 (discorhabdin D)

PDB for NP0038057 (discorhabdin D)

3D PDB for NP0038057 (discorhabdin D)

SMILES for NP0038057 (discorhabdin D)

INCHI for NP0038057 (discorhabdin D)

Structure for NP0038057 (discorhabdin D)

3D Structure for NP0038057 (discorhabdin D)