NP-MRD: Showing NP-Card for 5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate (NP0184773)

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Record Information

Version

2.0

Created at

2022-09-03 23:59:29 UTC

Updated at

2022-09-03 23:59:29 UTC

NP-MRD ID

NP0184773

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate

Description

5-Hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadecan-4-yl 2-methylbut-2-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. 5-Hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadecan-4-yl 2-methylbut-2-enoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251513202D          

 28 31  0  0  0  0            999 V2000
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   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
   -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 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5641   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5641   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 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  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 19 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  2  0  0  0  0
 10 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
    5.9947    1.6441   -0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8732    1.0197    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4301    0.1069    0.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3560   -0.5035    1.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0464   -0.3191    0.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6873   -1.2127    1.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    0.1746   -0.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7780   -0.3321    0.0082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7597    0.7205    0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744    0.3942   -0.1771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6914    1.1903    0.4899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2832    0.4403    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -0.7951    1.0932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8415   -1.7127    0.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1896   -1.0394   -0.1221 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284   -1.7957   -0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771   -2.9659   -1.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3946   -1.1044   -1.2646 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2501   -0.2148   -2.3102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158   -0.4872    0.0307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3380   -0.8413    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3628   -0.1338   -0.3575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5051   -0.8977   -0.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6118   -0.2871    0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8658    0.1585   -1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5449    0.8486   -1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9610    0.8526   -0.4349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    1.5803   -0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5698    2.4435   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365    2.1902   -0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461    0.9256   -1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9118    1.3121    0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0370    0.3333    2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7456   -0.7774    2.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9181   -1.3557    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -1.1090    0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6814    0.8244    1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0426    1.7248   -0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680    0.7050   -1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    2.0927    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    0.1175    2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811    1.1010    2.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4612   -1.3037    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4064   -2.1948    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966   -2.5039    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2278   -1.8413   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128   -0.5210   -3.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7218   -1.1771   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4994   -1.9232    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4362   -0.4529    1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6179    0.8398    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4589   -1.0129    0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5034   -0.0347    1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9381    0.6120   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9075   -0.7516   -2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6153    0.8694   -2.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706    1.8603   -2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8418    0.2394   -2.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163    1.6169   -1.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985    2.6630   -0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
  8 18  1  0
 18 19  1  0
 18 16  1  0
 16 17  2  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 20 27  1  0
 10 11  1  0
 16 15  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 22 51  1  1
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 28 59  1  0
 28 60  1  0
 11 40  1  1
 12 41  1  0
 12 42  1  0
 13 43  1  1
 14 44  1  0
 14 45  1  0
 10 39  1  6
  9 37  1  0
  9 38  1  0
  8 36  1  1
  4 33  1  0
  4 34  1  0
  4 35  1  0
  2 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 18 46  1  6
 19 47  1  0
 20 48  1  6
 21 49  1  0
 21 50  1  0
M  END


  Mrv1533004251513202D          

 28 31  0  0  0  0            999 V2000
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   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
   -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 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5641   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5641   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 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  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 19 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  2  0  0  0  0
 10 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184773

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CCN2CC3CC(CN4C3CC(OC(=O)C(C)=CC)C(O)C4=O)C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H32N2O5/c1-4-12(2)21(26)28-18-9-17-13-7-14(11-23(17)20(25)19(18)24)16-8-15(27-3)5-6-22(16)10-13/h4,13-19,24H,5-11H2,1-3H3

> <INCHI_KEY>
YVQJCCQBPAKQKB-UHFFFAOYSA-N

> <FORMULA>
C21H32N2O5

> <MOLECULAR_WEIGHT>
392.496

> <EXACT_MASS>
392.231122138

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.57528289291806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
0.38092097766666605

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.399928014899828

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.168781894599128

> <JCHEM_PKA_STRONGEST_BASIC>
9.374350668131239

> <JCHEM_POLAR_SURFACE_AREA>
79.31

> <JCHEM_REFRACTIVITY>
104.4219

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.089  -1.089   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.629  -1.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.394   0.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.089   2.629   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.629   2.629   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.718   1.540   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.718  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.052  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.385   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.719  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.719  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.385  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.053  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.053  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.386  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.386  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.385   1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.719   2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.052   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.052   3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   27                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19                                                            
CONECT   23   15   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   12   26                                                  
CONECT   26   25                                                            
CONECT   27   10    6   28                                                  
CONECT   28   27    3                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0,.0,]heptadecan-4-yl 2-methylbut-2-enoic acid	Generator
5-Hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₁H₃₂N₂O₅

Average Mass

392.4960 Da

Monoisotopic Mass

392.23112 Da

IUPAC Name

5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate

Traditional Name

5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC1CCN2CC3CC(CN4C3CC(OC(=O)C(C)=CC)C(O)C4=O)C2C1

InChI Identifier

InChI=1S/C21H32N2O5/c1-4-12(2)21(26)28-18-9-17-13-7-14(11-23(17)20(25)19(18)24)16-8-15(27-3)5-6-22(16)10-13/h4,13-19,24H,5-11H2,1-3H3

InChI Key

YVQJCCQBPAKQKB-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

Not Available

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
Delta-lactam
Fatty acid ester
Piperidinone
Fatty acyl
Piperidine
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary carboxylic acid amide
Lactam
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxide
Organonitrogen compound
Alcohol
Organooxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
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	1.47	ALOGPS
logP	0.38	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	9.37	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	79.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	104.42 m³·mol⁻¹	ChemAxon
Polarizability	42.58 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	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

73201088

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate (NP0184773)

MOL for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

3D MOL for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

3D SDF for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

3D-SDF for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

PDB for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

3D PDB for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

SMILES for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

INCHI for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

Structure for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)

3D Structure for NP0184773 (5-hydroxy-12-methoxy-6-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 2-methylbut-2-enoate)