NP-MRD: Showing NP-Card for (1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione (NP0319963)

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Record Information

Version

2.0

Created at

2022-09-11 21:16:20 UTC

Updated at

2022-09-11 21:16:20 UTC

NP-MRD ID

NP0319963

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione

Description

(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]Tricosa-7(12),9-diene-8,11-dione belongs to the class of organic compounds known as isoquinoline quinones. These are isoquinoline derivative with a structure containing a 5,8-dihydroisoquinoline-5,8-dione skeleton. It was first documented in 2002 (PMID: 31593387). Based on a literature review a significant number of articles have been published on (1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]Tricosa-7(12),9-diene-8,11-dione (PMID: 27253005) (PMID: 27583328) (PMID: 36127157) (PMID: 36127156) (PMID: 36127155) (PMID: 36127154).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112223162D          

 28 34  0  0  1  0            999 V2000
    1.3860    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198   -0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -1.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3335    0.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    1.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.4506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0648    2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8980    2.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    1.6172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0608    1.1291    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6865    0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202   -0.2952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4865    0.1671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3369    0.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976    0.3448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1347   -0.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5352   -0.9871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687   -2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6280   -1.7537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3601   -0.9734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6275    1.1206    0.0000 N   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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  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  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 16 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 23  1  1  0  0  0
 21 28  1  6  0  0  0
 12 28  1  6  0  0  0
 15 28  1  6  0  0  0
M  END

     RDKit          3D

 51 57  0  0  0  0  0  0  0  0999 V2000
    5.4219   -0.9197   -1.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397   -1.1154    0.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257   -0.7131    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588    0.4767    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    1.3237    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929    0.9046    1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9222    2.0459    1.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    0.0422    0.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1109   -1.1370    0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138   -1.5716   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -2.6906   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0051   -1.9887   -0.2213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4085   -1.9817   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070   -2.1868   -1.6762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2138   -2.2586   -0.3417 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5615   -1.6501   -0.1093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6512   -0.4352   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528    0.6472   -0.1248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7621    0.0243    1.1876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6722   -1.1193    1.2302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3473   -0.5414    1.1906 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4099    0.5878    0.9695 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7439    1.5124   -0.0436 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7242    2.8877    0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0416    3.4082   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3063    2.5505   -1.2661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    1.2722   -0.8119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2121   -1.5885    0.3489 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3846    0.1608   -1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7627   -1.4361   -2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508   -1.2657   -1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3516    2.3848    1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350    1.0090    0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8433    1.2372    2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1943   -3.0544    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125   -1.0822   -2.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -2.8646   -2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470   -3.3346    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3642   -2.3814   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0340   -0.5551   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6872   -0.2484   -1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939    1.3847    0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025    0.7031    2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3502   -1.7795    1.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989   -0.8834    2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3538    1.1712    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0787    3.4431   -0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    3.0740    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8275    3.3875    0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262    4.4378   -0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296    0.7069   -1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 21 28  1  0
  9 10  1  0
 10 11  2  0
 10  3  1  0
 22  8  1  0
 27 23  1  0
 28 12  1  0
 28 15  1  0
 20 16  1  0
 27 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
 12 35  1  1
 13 36  1  0
 13 37  1  0
 15 38  1  1
 16 39  1  6
 17 40  1  0
 17 41  1  0
 18 42  1  1
 19 43  1  1
 20 44  1  0
 21 45  1  1
 22 46  1  1
 24 47  1  0
 24 48  1  0
 25 49  1  0
 25 50  1  0
 27 51  1  6
M  END


  Mrv1652309112223162D          

 28 34  0  0  1  0            999 V2000
    1.3860    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198   -0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -1.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3335    0.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    1.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.4506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0648    2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8980    2.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    1.6172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0608    1.1291    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6865    0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202   -0.2952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4865    0.1671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3369    0.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976    0.3448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1347   -0.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5352   -0.9871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687   -2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6280   -1.7537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3601   -0.9734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6275    1.1206    0.0000 N   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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  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  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 16 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 23  1  1  0  0  0
 21 28  1  6  0  0  0
 12 28  1  6  0  0  0
 15 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0319963

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(=O)C2=C([C@@H]3CO[C@@H]4[C@@H]5C[C@H]6[C@@H](N5)[C@H]([C@@H]2N2CCO[C@H]62)N34)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23N3O5/c1-7-16(24)12-11(17(25)18(7)26-2)10-6-28-20-9-5-8-13(21-9)15(23(10)20)14(12)22-3-4-27-19(8)22/h8-10,13-15,19-21H,3-6H2,1-2H3/t8-,9-,10-,13+,14+,15+,19+,20+/m0/s1

> <INCHI_KEY>
SUTMOLYEXFFQAC-OPERTHDMSA-N

> <FORMULA>
C20H23N3O5

> <MOLECULAR_WEIGHT>
385.42

> <EXACT_MASS>
385.163770853

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.57241576273145

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),9-diene-8,11-dione

> <JCHEM_LOGP>
0.46642019133333357

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.620276896446143

> <JCHEM_POLAR_SURFACE_AREA>
80.34

> <JCHEM_REFRACTIVITY>
97.9577

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),9-diene-8,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       2.587   0.862   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.795   1.818   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.226   1.250   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.450  -0.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.243  -1.229   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.882  -0.841   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.106  -2.365   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.089   0.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.865   1.638   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.434   2.206   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.210   3.730   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.079   2.708   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.454   4.238   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.010   4.454   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.744   3.019   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.180   2.108   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.348   1.103   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.104  -0.551   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.108   0.312   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      13.695   0.441   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      10.635   0.644   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.585  -0.463   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      10.332  -1.843   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       9.881  -3.315   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.142  -4.199   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.372  -3.274   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.872  -1.817   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      10.505   2.092   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   22                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   16                                                       
CONECT   21   19   22   28                                                  
CONECT   22   21    8   23                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   18   23                                                  
CONECT   28   21   12   15                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₃N₃O₅

Average Mass

385.4200 Da

Monoisotopic Mass

385.16377 Da

IUPAC Name

(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),9-diene-8,11-dione

Traditional Name

(1R,3R,6R,13R,18R,19S,21S,23R)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-7(12),9-diene-8,11-dione

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)C2=C([C@@H]3CO[C@@H]4[C@@H]5C[C@H]6[C@@H](N5)[C@H]([C@@H]2N2CCO[C@H]62)N34)C1=O

InChI Identifier

InChI=1S/C20H23N3O5/c1-7-16(24)12-11(17(25)18(7)26-2)10-6-28-20-9-5-8-13(21-9)15(23(10)20)14(12)22-3-4-27-19(8)22/h8-10,13-15,19-21H,3-6H2,1-2H3/t8-,9-,10-,13+,14+,15+,19+,20+/m0/s1

InChI Key

SUTMOLYEXFFQAC-OPERTHDMSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinoline quinones. These are isoquinoline derivative with a structure containing a 5,8-dihydroisoquinoline-5,8-dione skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinoline quinones

Direct Parent

Isoquinoline quinones

Alternative Parents

Substituents

Isoquinoline quinone
Isoquinolone
Diazanaphthalene
Naphthyridine
Piperazino-3,4-b-piperidine
Azepane
N-alkylpiperazine
1,4-diazinane
Piperazine
Piperidine
Vinylogous ester
Pyrrolidine
Oxazolidine
Hemiaminal
Ketone
Secondary amine
Azacycle
Secondary aliphatic amine
Oxacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.47	ChemAxon
pKa (Strongest Basic)	8.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.34 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.96 m³·mol⁻¹	ChemAxon
Polarizability	38.57 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

163028206

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Childhood Vascular Tumors Treatment (PDQ(R)): Patient Version. 2002. [PubMed:27253005 ]
Authors unspecified: Childhood Esophageal Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:31593387 ]
Authors unspecified: Financial Toxicity and Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:27583328 ]
Gadot R, Najera R, Hirani S, Anand A, Storch E, Goodman WK, Shofty B, Sheth SA: Efficacy of deep brain stimulation for treatment-resistant obsessive-compulsive disorder: systematic review and meta-analysis. J Neurol Neurosurg Psychiatry. 2022 Sep 20. pii: jnnp-2021-328738. doi: 10.1136/jnnp-2021-328738. [PubMed:36127157 ]
Koggel LM, Lantinga MA, Buchner FL, Drenth JPH, Frankema JS, Heeregrave EJ, Heringa M, Numans ME, Siersema PD: Predictors for inappropriate proton pump inhibitor use: observational study in primary care. Br J Gen Pract. 2022 Jun 24. pii: BJGP.2022.0178. doi: 10.3399/BJGP.2022.0178. [PubMed:36127156 ]
Lynch C, Harrison S, Emery JD, Clelland C, Dorman L, Collins C, Johansen ML, Lawrenson R, Surgey A, Weller D, Jarbol DE, Balasubramaniam K, Nicholson BD: Variation in suspected cancer referral pathways in primary care: comparative analysis across the International Benchmarking Cancer Partnership. Br J Gen Pract. 2022 Jun 22. pii: BJGP.2022.0110. doi: 10.3399/BJGP.2022.0110. [PubMed:36127155 ]
Barends H, Botman F, Walstock E, Dessel NC, van der Wouden JC, Olde Hartman T, Dekker J, van der Horst HE: Lost in fragmentation - care coordination when somatic symptoms persist: a qualitative study of patients' experiences. Br J Gen Pract. 2022 Oct 27;72(724):e790-e798. doi: 10.3399/BJGP.2021.0566. Print 2022 Nov. [PubMed:36127154 ]
Donaghy E, Huang H, Henderson D, Wang HH, Guthrie B, Thompson A, Mercer SW: Primary care transformation in Scotland: qualitative evaluation of the views of national senior stakeholders and cluster quality leads. Br J Gen Pract. 2022 Jul 20. pii: BJGP.2022.0186. doi: 10.3399/BJGP.2022.0186. [PubMed:36127153 ]
Rondas GA, Macri EM, Oei EH, Bierma-Zeinstra SM, Rijkels-Otters HB, Runhaar J: Association between hip pain and radiographic hip osteoarthritis in primary care: the CHECK cohort. Br J Gen Pract. 2022 Jul 26. pii: BJGP.2021.0547. doi: 10.3399/BJGP.2021.0547. [PubMed:36127152 ]
Oetker-Black SL, Stickley G, Fox JL: Psychometric Evaluation of the Addiction Self-Efficacy Scale. J Nurs Meas. 2022 Sep 1;30(3):508-517. doi: 10.1891/JNM-D-21-00004. [PubMed:36127151 ]
LOTUS database [Link]

Showing NP-Card for (1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione (NP0319963)

MOL for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

3D MOL for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

3D SDF for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

3D-SDF for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

PDB for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

3D PDB for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

SMILES for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

INCHI for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

Structure for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)

3D Structure for NP0319963 ((1r,3r,6r,13r,18r,19s,21s,23r)-9-methoxy-10-methyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-7(12),9-diene-8,11-dione)