NP-MRD: Showing NP-Card for 3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one (NP0162252)

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Record Information

Version

2.0

Created at

2022-09-02 20:36:24 UTC

Updated at

2022-09-02 20:36:25 UTC

NP-MRD ID

NP0162252

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one

Description

3,5-Dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one 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. 3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one is found in Bryopsis pennata and Tsitsikamma pedunculata. 3,5-Dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241510462D          

 25 29  0  0  0  0            999 V2000
    4.5994   -0.9970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1705   -0.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3457   -0.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9168    0.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    1.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085    1.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4548    2.5267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879    1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.5761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025   -1.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -0.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    0.8699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383    1.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    1.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053    2.4886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1374    1.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5663    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    0.4506    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -1.0351    0.0000 Br  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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
  9 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  2  0  0  0  0
 11 21  1  0  0  0  0
 15 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
M  END

     RDKit          3D

 40 44  0  0  0  0  0  0  0  0999 V2000
   -2.4556    1.2432   -3.3168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9964    0.8325   -2.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5358    0.7258   -1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    0.2939   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9983   -0.1086    0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207   -0.5296    1.3923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162   -0.9164    2.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -0.8202    2.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3922   -0.3246    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5703   -0.0688    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2795    0.3981   -1.0329 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9385    0.4504   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.0064   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3575    0.1757   -0.5239 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6347    0.9891    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6464    0.7160    1.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680    1.7652    3.0650 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5631   -0.4377    1.2212 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1376   -0.8209    2.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7147   -1.5364    0.6477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176   -3.3270    1.0889 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7019   -1.2506   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3023    0.6667   -1.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7219    0.7147   -2.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3543    1.1038   -2.9823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2813   -0.3692    3.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028   -1.9990    2.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422   -1.8537    2.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685   -0.2369    3.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5456   -0.2197    0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391    0.6820   -1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0095    1.8374    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3786   -0.1442    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846   -0.1689    3.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -2.0174   -0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7186    1.6871   -1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1761   -0.0157   -1.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152    1.4517   -3.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8513   -0.2595   -3.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0071    1.6854   -3.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 14 22  1  1
 14 23  1  0
 23 24  1  0
 24 25  1  0
 25  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12  2  1  0
  2  1  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
  4 14  1  0
 13  5  1  0
  2  3  1  0
 13  9  1  0
 19 34  1  0
 18 33  1  6
 22 35  1  0
 23 36  1  0
 23 37  1  0
 24 38  1  0
 24 39  1  0
 25 40  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 15 32  1  0
M  END


  Mrv1533004241510462D          

 25 29  0  0  0  0            999 V2000
    4.5994   -0.9970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1705   -0.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3457   -0.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9168    0.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    1.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085    1.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4548    2.5267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590    1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879    1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.5761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025   -1.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -0.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    0.8699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383    1.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    1.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053    2.4886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1374    1.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5663    0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    0.4506    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -1.0351    0.0000 Br  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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
  9 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  2  0  0  0  0
 11 21  1  0  0  0  0
 15 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0162252

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(Br)=CC2(CCNC3=C2C2=NCCC4=CNC(=C24)C3=O)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C18H15Br2N3O2/c19-9-5-18(6-10(20)16(9)24)2-4-22-15-12(18)13-11-8(1-3-21-13)7-23-14(11)17(15)25/h5-7,16,22-24H,1-4H2

> <INCHI_KEY>
PYSBSZHLMZJQFU-UHFFFAOYSA-N

> <FORMULA>
C18H15Br2N3O2

> <MOLECULAR_WEIGHT>
465.145

> <EXACT_MASS>
462.953103

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
38.83376312135775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
0.8749988293333331

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.375077729929941

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.53148630797039

> <JCHEM_PKA_STRONGEST_BASIC>
7.495900007377872

> <JCHEM_POLAR_SURFACE_AREA>
77.47999999999999

> <JCHEM_REFRACTIVITY>
106.3965

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0       8.585  -1.861   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.785  -0.546   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.245  -0.581   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.445   0.734   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.184   2.086   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.923   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.122   4.752   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.582   4.717   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.843   3.365   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.644   2.050   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.905   0.699   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.388  -1.075   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.385  -2.243   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.871  -1.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.362  -0.505   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.059   0.089   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.066   1.624   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.565   1.979   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.304   3.330   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.503   4.645   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.365   0.663   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.723   2.121   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.524   0.806   0.000  0.00  0.00           C+0
HETATM   24 Br   UNK     0      10.063   0.841   0.000  0.00  0.00          Br+0
HETATM   25 Br   UNK     0       5.506  -1.932   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10   22                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18    9   20                                                  
CONECT   20   19                                                            
CONECT   21   18   11   15                                                  
CONECT   22    5   23                                                       
CONECT   23   22    2   24                                                  
CONECT   24   23                                                            
CONECT   25    3                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Value	Source
3-Hydroxydihydrodiscorhabdin	ChEMBL
3-Dihydrodiscorhabdin C	ChEMBL

Chemical Formula

C₁₈H₁₅Br₂N₃O₂

Average Mass

465.1450 Da

Monoisotopic Mass

462.95310 Da

IUPAC Name

3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one

Traditional Name

3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one

CAS Registry Number

Not Available

SMILES

OC1C(Br)=CC2(CCNC3=C2C2=NCCC4=CNC(=C24)C3=O)C=C1Br

InChI Identifier

InChI=1S/C18H15Br2N3O2/c19-9-5-18(6-10(20)16(9)24)2-4-22-15-12(18)13-11-8(1-3-21-13)7-23-14(11)17(15)25/h5-7,16,22-24H,1-4H2

InChI Key

PYSBSZHLMZJQFU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bryopsis pennata	LOTUS Database	35616633
Tsitsikamma pedunculata	LOTUS Database	35616633

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
Pyrrole
Heteroaromatic compound
Ketimine
Secondary alcohol
Bromohydrin
Ketone
Halohydrin
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Vinyl halide
Vinyl bromide
Secondary aliphatic amine
Enamine
Haloalkene
Bromoalkene
Hydrocarbon derivative
Organohalogen compound
Organobromide
Organonitrogen compound
Alcohol
Imine
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Amine
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	2.63	ALOGPS
logP	0.87	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.53	ChemAxon
pKa (Strongest Basic)	7.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.48 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	106.4 m³·mol⁻¹	ChemAxon
Polarizability	38.83 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one (NP0162252)

MOL for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

3D MOL for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

3D SDF for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

3D-SDF for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

PDB for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

3D PDB for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

SMILES for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

INCHI for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

Structure for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)

3D Structure for NP0162252 (3,5-dibromo-4-hydroxy-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaen-8'-one)