NP-MRD: Showing NP-Card for (1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione (NP0182186)

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Record Information

Version

2.0

Created at

2022-09-03 20:49:31 UTC

Updated at

2022-09-03 20:49:32 UTC

NP-MRD ID

NP0182186

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione

Description

Melicobisquinolinone B belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine. (1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione is found in Melicope pteleifolia and Melicope denhamii. Based on a literature review very few articles have been published on Melicobisquinolinone B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032222492D          

 32 37  0  0  1  0            999 V2000
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368   -1.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0421    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  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
  3  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
  2 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  2  0  0  0  0
 32 21  1  1  0  0  0
  5 32  1  0  0  0  0
 17 32  1  0  0  0  0
M  END

     RDKit          3D

 56 61  0  0  0  0  0  0  0  0999 V2000
   -1.8186   -3.2797    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -1.8367    0.5800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7030   -1.1541    0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441   -1.8111    0.2870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769    0.2155    0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832    0.8604    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0850    0.1502    0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    0.8207    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4483    0.1332    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4116   -1.2464    1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350   -1.9543    0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627   -1.2400    0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8444    2.2514    0.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0573    2.8375   -0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7726    4.2672   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    2.9416   -1.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2264    2.1185   -0.7399 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4875    1.7354   -2.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998    0.7409   -2.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9602   -0.0318   -1.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259    0.2467   -0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741   -0.3304    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2722   -0.0759    2.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0465   -0.6840    3.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0483   -1.5696    2.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2484   -1.8236    1.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760   -1.2188    0.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016   -1.4967   -0.7639 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7721   -2.4425   -1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9736   -0.9294   -1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -1.1841   -2.9429 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5537    1.0566    0.2732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2020   -3.7066   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687   -3.7270    1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611   -3.6401    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2618    1.8962    0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4162    0.6395    1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3100   -1.8301    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2178   -3.0392    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    4.8561    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    4.2396    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0461    4.6923   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9456    1.9800   -2.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335    3.7200   -2.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9964    3.1086   -1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815    2.8948   -0.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251    2.3166   -2.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4611    0.5164   -3.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095    0.5932    2.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9242   -0.5145    4.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6729   -2.0626    3.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359   -2.5204    1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135   -3.4092   -0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8210   -2.5783   -2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7588   -2.0598   -0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284    1.5676    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 30  1  0
 30 31  2  0
 30 20  1  0
 20 21  2  0
 21 32  1  0
 32 17  1  0
 17 18  1  0
 18 19  2  0
 17 14  1  0
 14 15  1  0
 14 16  1  0
 14 13  1  0
 13  6  1  0
  6  5  2  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
  2 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 19 20  1  0
  7  6  1  0
 27 22  1  0
  5 32  1  0
  7 12  1  0
 29 53  1  0
 29 54  1  0
 29 55  1  0
 32 56  1  1
 17 46  1  1
 18 47  1  0
 19 48  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
 11 39  1  0
 10 38  1  0
  9 37  1  0
  8 36  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
 26 52  1  0
M  END


  Mrv1652309032222492D          

 32 37  0  0  1  0            999 V2000
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368   -1.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0421    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  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
  3  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
  2 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  2  0  0  0  0
 32 21  1  1  0  0  0
  5 32  1  0  0  0  0
 17 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182186

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(=O)C2=C([C@H]3[C@@H](C=C2)C(C)(C)OC2=C3C(=O)N(C)C3=CC=CC=C23)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C27H24N2O3/c1-27(2)18-14-13-17-21(15-9-5-7-11-19(15)28(3)25(17)30)22(18)23-24(32-27)16-10-6-8-12-20(16)29(4)26(23)31/h5-14,18,22H,1-4H3/t18-,22-/m1/s1

> <INCHI_KEY>
DDSKJOGDKJUJHO-XMSQKQJNSA-N

> <FORMULA>
C27H24N2O3

> <MOLECULAR_WEIGHT>
424.5

> <EXACT_MASS>
424.178692641

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
46.45823082137909

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,14R)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0^{2,11}.0^{3,8}.0^{17,26}.0^{18,23}]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione

> <JCHEM_LOGP>
2.513861500333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.88662258557346

> <JCHEM_PKA_STRONGEST_BASIC>
0.261362075645699

> <JCHEM_POLAR_SURFACE_AREA>
49.85

> <JCHEM_REFRACTIVITY>
125.68669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,14R)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0^{2,11}.0^{3,8}.0^{17,26}.0^{18,23}]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       8.002  -3.080   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.042  -3.717   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.679   3.490   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.658   3.490   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   32                                                  
CONECT    6    5    7   13                                                  
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    2                                                  
CONECT   13    6   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   32                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   30                                                  
CONECT   21   20   22   32                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   20   31                                                  
CONECT   31   30                                                            
CONECT   32   21    5   17                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₄N₂O₃

Average Mass

424.5000 Da

Monoisotopic Mass

424.17869 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN1C(=O)C2=C([C@H]3[C@@H](C=C2)C(C)(C)OC2=C3C(=O)N(C)C3=CC=CC=C23)C2=CC=CC=C12

InChI Identifier

InChI=1S/C27H24N2O3/c1-27(2)18-14-13-17-21(15-9-5-7-11-19(15)28(3)25(17)30)22(18)23-24(32-27)16-10-6-8-12-20(16)29(4)26(23)31/h5-14,18,22H,1-4H3/t18-,22-/m1/s1

InChI Key

DDSKJOGDKJUJHO-XMSQKQJNSA-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
Evodia lepta	LOTUS Database	35616633
Melicope denhamii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Pyranoquinolines

Alternative Parents

Substituents

Benzoquinoline
Phenanthridine
Pyranoquinoline
Dihydroquinolone
Isoquinolone
Dihydroquinoline
Pyranopyridine
Alkyl aryl ether
Pyridinone
Pyran
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous ester
Lactam
Azacycle
Oxacycle
Ether
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00026460

Chemspider ID

4477659

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319348

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione (NP0182186)

MOL for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

3D MOL for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

3D SDF for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

3D-SDF for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

PDB for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

3D PDB for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

SMILES for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

INCHI for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

Structure for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)

3D Structure for NP0182186 ((1r,14r)-9,15,15,24-tetramethyl-16-oxa-9,24-diazahexacyclo[12.12.0.0²,¹¹.0³,⁸.0¹⁷,²⁶.0¹⁸,²³]hexacosa-2(11),3,5,7,12,17(26),18,20,22-nonaene-10,25-dione)