NP-MRD: Showing NP-Card for (+)-(6S,8S,7ʹS*) discorhabdin K methyl ester (NP0331844)

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Record Information

Version

2.0

Created at

2023-09-26 16:28:49 UTC

Updated at

2024-09-03 04:18:01 UTC

NP-MRD ID

NP0331844

Natural Product DOI

https://doi.org/10.57994/1255

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-(6S,8S,7ʹS*) discorhabdin K methyl ester

Description

(+)-(6S,8S,7ʹS*) discorhabdin K methyl ester 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. (+)-(6S,8S,7ʹS*) discorhabdin K methyl ester was first documented in 2023 (PMID: 37755087). Based on a literature review very few articles have been published on (+)-(6S,8S,7ʹS*) discorhabdin K methyl ester.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09262316282D          

 38 44  0  0  1  0            999 V2000
    4.7067   -4.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9344   -3.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615   -2.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -3.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -2.0346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3898   -1.8354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0164   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158   -1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841   -1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.2867    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3836    0.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584   -0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -0.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822   -0.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092    0.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403    1.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881    2.0940    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    2.4077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3750    1.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    0.9430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5088    1.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0823    1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    2.4776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2778    1.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.4707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    1.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650    0.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075   -0.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -1.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184   -0.6327    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0900    0.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0431    0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504    0.8867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842   -1.5465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835   -2.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -2.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057   -3.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 21 32  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  2  0  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
  9 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
  8 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  CHG  1  31   1
M  END


  Mrv2104 09262316282D          

 38 44  0  0  1  0            999 V2000
    4.7067   -4.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9344   -3.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615   -2.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610   -3.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -2.0346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3898   -1.8354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0164   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158   -1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841   -1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.2867    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3836    0.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584   -0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155   -0.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822   -0.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092    0.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403    1.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881    2.0940    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    2.4077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3750    1.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    0.9430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5088    1.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0823    1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    2.4776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2778    1.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.4707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    1.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650    0.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075   -0.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -1.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184   -0.6327    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0900    0.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0431    0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504    0.8867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842   -1.5465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835   -2.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -2.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057   -3.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 21 32  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  2  0  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
  9 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
  8 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  CHG  1  31   1
M  END
> <DATABASE_ID>
NP0331844

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H](N)CC1=C(SC2=CC(=O)C=C3S[C@H]4C[C@@]23C2=C(N4)C(=O)C3=C4C(CC[NH+]=C24)=CN3)N=CN1C

> <INCHI_IDENTIFIER>
InChI=1S/C26H24N6O4S2/c1-32-10-30-24(14(32)7-13(27)25(35)36-2)38-16-6-12(33)5-15-26(16)8-17(37-15)31-22-19(26)20-18-11(3-4-28-20)9-29-21(18)23(22)34/h5-6,9-10,13,17,29,31H,3-4,7-8,27H2,1-2H3/p+1/t13-,17-,26-/m0/s1

> <INCHI_KEY>
XQCOYMGKBNPBHK-ZOXZPVQOSA-O

> <FORMULA>
C26H25N6O4S2

> <MOLECULAR_WEIGHT>
549.64

> <EXACT_MASS>
549.137322077

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
54.99818586326997

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,10S)-4-({5-[(2S)-2-amino-3-methoxy-3-oxopropyl]-1-methyl-1H-imidazol-4-yl}sulfanyl)-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_LOGP>
-0.296690983333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.67866088469889

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.28414202978382

> <JCHEM_PKA_STRONGEST_BASIC>
7.900855438750032

> <JCHEM_POLAR_SURFACE_AREA>
146.07

> <JCHEM_REFRACTIVITY>
162.14239999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,10S)-4-({5-[(2S)-2-amino-3-methoxy-3-oxopropyl]-1-methylimidazol-4-yl}sulfanyl)-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

$$$$

HEADER    PROTEIN                                 26-SEP-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-23         0                                  
HETATM    1  C   UNK     0       8.786  -7.867   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.211  -6.386   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.142  -5.278   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.647  -5.650   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.567  -3.798   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      10.061  -3.426   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.497  -2.690   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.003  -3.062   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.824  -2.071   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       4.932  -0.535   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       6.316   0.139   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.576  -0.793   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.989  -0.154   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.233  -1.061   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.164   1.379   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.915   2.288   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       8.004   3.909   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0       6.484   4.494   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.300   3.141   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.359   1.760   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.683   1.934   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.887   3.342   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       4.853   4.625   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       2.385   3.289   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.597   4.612   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.603   1.962   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.361   0.621   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.321  -0.514   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.784  -1.983   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.287  -2.316   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       4.328  -1.181   0.000  0.00  0.00           N+1
HETATM   32  C   UNK     0       3.901   0.608   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.080   0.125   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       0.094   1.655   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       3.517  -2.887   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       3.889  -4.381   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       5.425  -4.489   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       5.797  -5.984   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   37                                                  
CONECT    9    8   10   35                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   11   16   21                                             
CONECT   21   20   22   32                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   34                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   21   27                                                  
CONECT   33   28   34                                                       
CONECT   34   33   26                                                       
CONECT   35    9   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36    8   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₅N₆O₄S₂

Average Mass

549.6400 Da

Monoisotopic Mass

549.13732 Da

IUPAC Name

(3S,10S)-4-({5-[(2S)-2-amino-3-methoxy-3-oxopropyl]-1-methyl-1H-imidazol-4-yl}sulfanyl)-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)-4-({5-[(2S)-2-amino-3-methoxy-3-oxopropyl]-1-methylimidazol-4-yl}sulfanyl)-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

COC(=O)[C@@H](N)CC1=C(SC2=CC(=O)C=C3S[C@H]4C[C@@]23C2=C(N4)C(=O)C3=C4C(CC[NH+]=C24)=CN3)N=CN1C

InChI Identifier

InChI=1S/C26H24N6O4S2/c1-32-10-30-24(14(32)7-13(27)25(35)36-2)38-16-6-12(33)5-15-26(16)8-17(37-15)31-22-19(26)20-18-11(3-4-28-20)9-29-21(18)23(22)34/h5-6,9-10,13,17,29,31H,3-4,7-8,27H2,1-2H3/p+1/t13-,17-,26-/m0/s1

InChI Key

XQCOYMGKBNPBHK-ZOXZPVQOSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2024-05-03	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.314502325, C2D6OS, simulated)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO, simulated)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2023-09-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO, simulated)	maria.orfanoudaki@nih.gov	National Cancer Institute, MD, USA	Maria Orfanoudaki	2023-09-26	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
kaakaariki		Not Available

Chemical Taxonomy

Description

This compound 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
Pyrroloquinoline
Pyrrolo[4,3,2-de]quinoline
Alpha-amino acid ester
Alpha-amino acid or derivatives
Indole or derivatives
Aryl thioether
Aryl ketone
Tetrahydropyridine
Fatty acid ester
Vinylogous thioester
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Substituted pyrrole
N-substituted imidazole
Heteroaromatic compound
Alpha,beta-unsaturated ketone
Methyl ester
Thiolane
Secondary ketimine
Pyrrole
Enone
Azole
Acryloyl-group
Cyclic ketone
Thioenolether
Ketone
Carboxylic acid ester
Amino acid or derivatives
Formamidine
Azacycle
Sulfenyl compound
Carboximidamide
Hemithioaminal
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid derivative
Amidine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
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	-0.3	ChemAxon
pKa (Strongest Acidic)	13.28	ChemAxon
pKa (Strongest Basic)	7.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.07 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	162.14 m³·mol⁻¹	ChemAxon
Polarizability	55 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-(6S,8S,7ʹS*) discorhabdin K methyl ester (NP0331844)

MOL for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

3D MOL for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

3D SDF for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

3D-SDF for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

PDB for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

3D PDB for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

SMILES for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

INCHI for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

Structure for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )

3D Structure for NP0331844 ((+)-(6S,8S,7ʹS*) discorhabdin K methyl ester )