NP-MRD: Showing NP-Card for 14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate (NP0270955)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 17:04:45 UTC

Updated at

2022-09-08 17:04:45 UTC

NP-MRD ID

NP0270955

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate

Description

14-Oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadecan-4-yl 3-hydroxyoct-5-enoate belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems. 14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate is found in Genista cinerea. 14-Oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadecan-4-yl 3-hydroxyoct-5-enoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161506112D          

 29 32  0  0  0  0            999 V2000
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    5.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383    5.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    5.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    6.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9134    6.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    7.0874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248    6.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1393    7.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1393    7.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248    8.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    7.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    8.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
 12 29  1  0  0  0  0
M  END

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    8.0545    1.5921   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1616    0.0548   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3389   -0.5100    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116   -1.2894    0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8669   -1.6855   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363   -1.1827   -0.8736 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9903   -1.5257   -2.1399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2927    0.2849   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8627    0.6433   -0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    1.1819   -1.9237 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8787    0.4362    0.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    0.7846   -0.0826 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0329    1.7192    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4465    1.8125    1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752    0.6319    0.9511 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5089    0.6596    1.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990   -0.6002    1.2701 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4813   -1.8574    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4869   -1.4857   -0.0416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0679   -0.7148   -1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4779   -0.4052   -1.0696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0910    0.1340   -2.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    0.3644   -3.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5356    0.4390   -2.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8453    1.0974   -0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4195    0.3138    0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2839   -0.6022    0.1067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5078   -0.5637    0.6910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2556   -0.4924   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8840    1.8457    0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2568    1.9708   -0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0004    2.0126   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2412   -0.2310   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8962   -0.2249   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6036   -0.2626    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7461   -1.6700    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7857   -2.8199   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -1.3381   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7716   -1.7334   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -1.8485   -2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9495    0.8644   -1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5285    0.5173    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915    1.2786   -1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4681    1.3811    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3853    2.7502    0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383    2.1931    2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8549    2.6015    0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0523    1.4260    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067    1.0784    2.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9126   -0.7571    2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1404   -2.6804    0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9181   -2.1264    1.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243   -2.3973   -0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    0.2638   -1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531   -1.3241   -2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8210    1.1942   -3.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1040   -0.4864   -2.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3729    2.0830   -0.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9617    1.2684   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2430    1.0072    1.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3191   -0.2851    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539   -1.6644    0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -1.0707    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4161   -1.3296    0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4919   -0.7210   -1.1854 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
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 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
 20 21  1  0
 21 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  2  0
 19 28  1  0
 28 29  1  0
 29 12  1  0
 28 15  1  0
 27 17  1  0
 22 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  1
  7 40  1  0
  8 41  1  0
  8 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  1
 18 51  1  0
 18 52  1  0
 19 53  1  6
 20 54  1  0
 20 55  1  0
 27 62  1  6
 26 60  1  0
 26 61  1  0
 25 58  1  0
 25 59  1  0
 24 56  1  0
 24 57  1  0
 28 63  1  1
 29 64  1  0
 29 65  1  0
M  END


  Mrv1533004161506112D          

 29 32  0  0  0  0            999 V2000
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    5.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383    5.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    5.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    6.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9134    6.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    7.0874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248    6.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1393    7.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1393    7.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248    8.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    7.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    8.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
 12 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0270955

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC=CCC(O)CC(=O)OC1CCN2CC3CC(CN4C3CCCC4=O)C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H36N2O4/c1-2-3-4-6-18(26)12-23(28)29-19-9-10-24-14-16-11-17(21(24)13-19)15-25-20(16)7-5-8-22(25)27/h3-4,16-21,26H,2,5-15H2,1H3

> <INCHI_KEY>
COEBHSNHYKFGAA-UHFFFAOYSA-N

> <FORMULA>
C23H36N2O4

> <MOLECULAR_WEIGHT>
404.551

> <EXACT_MASS>
404.267507647

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.30332968426026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
1.3153926316666653

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.944522532651774

> <JCHEM_PKA_STRONGEST_BASIC>
9.321872067088698

> <JCHEM_POLAR_SURFACE_AREA>
70.08000000000001

> <JCHEM_REFRACTIVITY>
112.44630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667   9.240   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.667   9.240   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.155   9.639   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.925  10.972   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.864  10.736   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.935  11.498   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.705  12.831   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       3.193  13.230   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       4.526  12.460   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.860  13.230   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.860  14.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.526  15.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.193  14.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.859  15.540   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   29                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   17   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
CONECT   28   19   15   29                                                  
CONECT   29   28   12                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
14-oxo-7,15-Diazatetracyclo[7.7.1.0,.0,]heptadecan-4-yl 3-hydroxyoct-5-enoic acid	Generator
14-oxo-7,15-Diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoic acid	Generator

Chemical Formula

C₂₃H₃₆N₂O₄

Average Mass

404.5510 Da

Monoisotopic Mass

404.26751 Da

IUPAC Name

14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate

Traditional Name

14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate

CAS Registry Number

Not Available

SMILES

CCC=CCC(O)CC(=O)OC1CCN2CC3CC(CN4C3CCCC4=O)C2C1

InChI Identifier

InChI=1S/C23H36N2O4/c1-2-3-4-6-18(26)12-23(28)29-19-9-10-24-14-16-11-17(21(24)13-19)15-25-20(16)7-5-8-22(25)27/h3-4,16-21,26H,2,5-15H2,1H3

InChI Key

COEBHSNHYKFGAA-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
Genista cinerea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Lupin alkaloids

Sub Class

Sparteine, lupanine, and related alkaloids

Direct Parent

Sparteine, lupanine, and related alkaloids

Alternative Parents

Substituents

Sparteine-lupanine skeleton
Quinolizidinone
Quinolizidine
Beta-hydroxy acid
Delta-lactam
Fatty acid ester
Piperidinone
Hydroxy acid
Piperidine
Fatty acyl
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Lactam
Tertiary aliphatic amine
Secondary alcohol
Tertiary amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
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	2.72	ALOGPS
logP	1.32	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	14.94	ChemAxon
pKa (Strongest Basic)	9.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	70.08 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	112.45 m³·mol⁻¹	ChemAxon
Polarizability	46.3 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73201070

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate (NP0270955)

MOL for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

3D MOL for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

3D SDF for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

3D-SDF for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

PDB for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

3D PDB for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

SMILES for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

INCHI for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

Structure for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)

3D Structure for NP0270955 (14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 3-hydroxyoct-5-enoate)