NP-MRD: Showing NP-Card for 28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one (NP0219293)

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Record Information

Version

2.0

Created at

2022-09-05 20:14:15 UTC

Updated at

2022-09-05 20:14:15 UTC

NP-MRD ID

NP0219293

Secondary Accession Numbers

None

Natural Product Identification

Common Name

28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one

Description

28-Hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]Octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring. 28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one is found in Streptomyces diastaticus. Based on a literature review very few articles have been published on 28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]Octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052222142D          

 30 36  0  0  0  0            999 V2000
   -0.5495    2.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491    0.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5604    0.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249   -0.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539   -1.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580   -2.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1987   -3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595   -2.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636   -1.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -1.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5687   -0.6376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425   -0.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0152    0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    1.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5464    1.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087    1.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873    0.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4329    1.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115    0.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0445   -0.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988   -0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202    0.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746   -0.2966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1960    0.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003   -0.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919    0.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434    0.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
  2 15  1  0  0  0  0
 15 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
 19 20  2  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
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 18 27  2  0  0  0  0
 27 28  1  0  0  0  0
 13 28  1  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 46 52  0  0  0  0  0  0  0  0999 V2000
   -2.1455    3.3376   -2.7533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975    2.6093   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5961    2.9150   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    2.0764    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1827    0.9530    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952    0.1281    1.3034 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7424   -0.9729    1.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1239   -1.7808    2.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173   -2.9135    2.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148   -3.2277    2.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517   -2.4033    1.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6346   -1.2510    0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617   -0.4682   -0.2630 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0233    0.6416   -0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209    1.4933   -1.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5249    1.2128   -2.3820 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6104    1.9654   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768    1.0666   -0.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6608    1.5369   -0.4814 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4984    0.7847    0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7098    1.2646    0.7143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385    0.4578    1.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2107   -0.8418    1.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030   -1.3299    1.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1764   -0.5205    0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9996   -0.9741    0.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1609   -0.2265   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191   -0.7945   -1.0639 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3061   -0.2414   -2.4923 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3735   -0.8665   -3.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1628    3.8029   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8022    2.3237    0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0080   -1.5224    3.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -3.5525    3.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350   -4.1181    2.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0829   -2.6816    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    1.6211   -3.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2061    2.4157   -2.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649    2.7758   -1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9696    2.2844    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4874    0.8499    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8823   -1.4590    2.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7285   -2.3613    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -1.9075   -1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652   -0.4545   -3.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324   -1.6470   -2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 16  1  0
 16 17  1  0
 17 18  1  0
 18 27  2  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 27 28  1  0
 28 13  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 15  1  0
 15 14  2  0
 28 29  1  0
 14 13  1  0
 15 16  1  0
 19 18  1  0
  7 12  1  0
 14  5  1  0
 20 25  1  0
 30 46  1  0
 29 45  1  6
 16 37  1  6
 17 38  1  0
 17 39  1  0
 24 43  1  0
 23 42  1  0
 22 41  1  0
 21 40  1  0
 28 44  1  6
 11 36  1  0
 10 35  1  0
  9 34  1  0
  8 33  1  0
  4 32  1  0
  3 31  1  0
M  END


  Mrv1652309052222142D          

 30 36  0  0  0  0            999 V2000
   -0.5495    2.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491    0.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5604    0.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249   -0.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539   -1.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580   -2.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1987   -3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595   -2.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636   -1.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -1.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5687   -0.6376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425   -0.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0152    0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    1.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5464    1.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087    1.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873    0.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4329    1.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115    0.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0445   -0.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988   -0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202    0.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746   -0.2966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1960    0.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003   -0.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919    0.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434    0.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
  2 15  1  0  0  0  0
 15 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
 19 20  2  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
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 18 27  2  0  0  0  0
 27 28  1  0  0  0  0
 13 28  1  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219293

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C2CC3=C(N=C4C=CC=CC4=N3)C1N1C3=CC=CC=C3N=C3C=CC(=O)C2=C13

> <INCHI_IDENTIFIER>
InChI=1S/C24H16N4O2/c29-19-10-9-16-22-20(19)12-11-17-21(27-14-6-2-1-5-13(14)25-17)23(24(12)30)28(22)18-8-4-3-7-15(18)26-16/h1-10,12,23-24,30H,11H2

> <INCHI_KEY>
OQDMMLQMJGUYRL-UHFFFAOYSA-N

> <FORMULA>
C24H16N4O2

> <MOLECULAR_WEIGHT>
392.418

> <EXACT_MASS>
392.127325771

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
40.64448252275133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1^{2,14}.0^{3,12}.0^{5,10}.0^{19,27}.0^{21,26}]octacosa-3(12),4,6,8,10,15(27),17,19,21,23,25-undecaen-16-one

> <JCHEM_LOGP>
2.673568634333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.2955449213713

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.943850941601529

> <JCHEM_PKA_STRONGEST_BASIC>
2.56335210190512

> <JCHEM_POLAR_SURFACE_AREA>
78.68

> <JCHEM_REFRACTIVITY>
114.41100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1^{2,14}.0^{3,12}.0^{5,10}.0^{19,27}.0^{21,26}]octacosa-3(12),4,6,8,10,15(27),17,19,21,23,25-undecaen-16-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  O   UNK     0      -1.026   3.835   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.260   2.313   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.705   1.765   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.913   0.223   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.727  -0.812   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.875  -2.372   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.661  -3.340   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.855  -4.868   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.371  -5.800   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.791  -5.204   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.985  -3.676   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.759  -2.744   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.062  -1.190   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.266  -0.245   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.028   1.343   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.460   1.977   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.887   2.728   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.224   1.857   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.616   2.516   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       6.883   1.640   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.275   2.299   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.541   1.424   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.416  -0.111   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.024  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.758   0.105   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       5.366  -0.554   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       4.099   0.322   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.614  -0.517   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.038   0.674   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.641   0.027   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13    5   15                                                  
CONECT   15   14    2   16                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   18   28                                                  
CONECT   28   27   13   29                                                  
CONECT   29   28   16   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₁₆N₄O₂

Average Mass

392.4180 Da

Monoisotopic Mass

392.12733 Da

IUPAC Name

28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1^{2,14}.0^{3,12}.0^{5,10}.0^{19,27}.0^{21,26}]octacosa-3(12),4,6,8,10,15(27),17,19,21,23,25-undecaen-16-one

Traditional Name

28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1^{2,14}.0^{3,12}.0^{5,10}.0^{19,27}.0^{21,26}]octacosa-3(12),4,6,8,10,15(27),17,19,21,23,25-undecaen-16-one

CAS Registry Number

Not Available

SMILES

OC1C2CC3=C(N=C4C=CC=CC4=N3)C1N1C3=CC=CC=C3N=C3C=CC(=O)C2=C13

InChI Identifier

InChI=1S/C24H16N4O2/c29-19-10-9-16-22-20(19)12-11-17-21(27-14-6-2-1-5-13(14)25-17)23(24(12)30)28(22)18-8-4-3-7-15(18)26-16/h1-10,12,23-24,30H,11H2

InChI Key

OQDMMLQMJGUYRL-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
Streptomyces diastaticus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Phenazines and derivatives

Alternative Parents

Substituents

Phenazine
Pyrazine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Secondary alcohol
Azacycle
Alcohol
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
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	2.67	ChemAxon
pKa (Strongest Acidic)	13.94	ChemAxon
pKa (Strongest Basic)	2.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	78.68 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	114.41 m³·mol⁻¹	ChemAxon
Polarizability	40.64 Å³	ChemAxon
Number of Rings	7	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

76022430

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one (NP0219293)

MOL for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

3D MOL for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

3D SDF for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

3D-SDF for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

PDB for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

3D PDB for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

SMILES for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

INCHI for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

Structure for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)

3D Structure for NP0219293 (28-hydroxy-1,4,11,20-tetraazaheptacyclo[13.11.1.1²,¹⁴.0³,¹².0⁵,¹⁰.0¹⁹,²⁷.0²¹,²⁶]octacosa-3,5,7,9,11,15(27),17,19,21,23,25-undecaen-16-one)