NP-MRD: Showing NP-Card for 12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate (NP0172878)

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Record Information

Version

2.0

Created at

2022-09-03 09:54:21 UTC

Updated at

2022-09-03 09:54:22 UTC

NP-MRD ID

NP0172878

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate

Description

Calpaurine 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. 12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate is found in Calpurnia aurea. Calpaurine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191522072D          

 28 32  0  0  0  0            999 V2000
    7.5558    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558   -0.4125    0.0000 O   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
    2.7062   -0.4125    0.0000 C   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
    1.9917    0.8250    0.0000 C   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
    3.4207    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4765   -2.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3304   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -1.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1909   -1.3144    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  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 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
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    4.7183    1.8960    1.2591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331    0.9230    0.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890    0.4039   -0.0656 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3817    0.8578    0.1835 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7017    1.3934   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033    2.1888   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411    1.5456    0.4583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    1.7893    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4419    0.8323   -0.3818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5433   -0.0563   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6211   -0.7743   -0.2637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4499   -1.8251    0.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8621   -1.4725    0.3681 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717   -2.4228    0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6505   -3.6227    0.3835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -2.0744   -0.4821 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3823   -2.6680   -1.7195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -0.5800   -0.6729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6906   -0.2438   -0.6542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584    0.2016    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2036   -0.0918    0.5696 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0551    0.1785    0.7110 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4966   -0.1683    0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1747    0.4093    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5080   -0.6394   -0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8783   -0.8248   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3741    0.1556    0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3383    0.8706    0.6646 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4768    1.7188    0.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406    2.1149   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064    0.5551   -1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9437    3.1307   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.5688   -1.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077    2.8125    0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623    1.8389    1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    1.3445   -1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0491    0.4495   -2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056   -0.8489   -1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504   -1.3072   -0.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2530   -2.8435    0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1184   -1.8189    1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9669   -2.4327    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8233   -2.1882   -2.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9163   -0.2522   -1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0871   -0.1351   -1.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7647    1.2762    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2138    0.0659    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414    0.1394    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972   -0.0642    1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7090   -1.1454    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -0.3096    1.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7971   -1.2329   -1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4529   -1.5598   -1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4396    0.2690    0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4205    1.6732    1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  0
 20 21  1  0
 21  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 11 22  1  0
 22 23  1  0
 23  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 16 18  1  0
  7 22  1  0
 28 24  1  0
 13 21  1  0
  8  9  1  0
 19 45  1  0
 18 44  1  6
 20 46  1  0
 20 47  1  0
 21 48  1  1
  9 36  1  6
 10 37  1  0
 10 38  1  0
 11 39  1  6
 12 40  1  0
 12 41  1  0
 16 42  1  1
 17 43  1  0
 22 49  1  1
 23 50  1  0
 23 51  1  0
  4 29  1  1
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
M  END


  Mrv1533004191522072D          

 28 32  0  0  0  0            999 V2000
    7.5558    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5558   -0.4125    0.0000 O   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
    2.7062   -0.4125    0.0000 C   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
    1.9917    0.8250    0.0000 C   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
    3.4207    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0040    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5628   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4765   -2.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3304   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -1.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1909   -1.3144    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  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 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
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0172878

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2C3CC(CN2C(=O)C1O)C1CC(CCN1C3)OC(=O)C1=CC=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C20H27N3O5/c24-17-8-16-11-6-12(10-23(16)19(26)18(17)25)15-7-13(3-5-22(15)9-11)28-20(27)14-2-1-4-21-14/h1-2,4,11-13,15-18,21,24-25H,3,5-10H2

> <INCHI_KEY>
JCBFTVVDJBFDDD-UHFFFAOYSA-N

> <FORMULA>
C20H27N3O5

> <MOLECULAR_WEIGHT>
389.452

> <EXACT_MASS>
389.195070981

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.27058029056395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
0.41

> <JCHEM_LOGP>
-0.9799576756666679

> <ALOGPS_LOGS>
-1.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.770403060583153

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.062019617370218

> <JCHEM_PKA_STRONGEST_BASIC>
9.183793352210047

> <JCHEM_POLAR_SURFACE_AREA>
106.1

> <JCHEM_REFRACTIVITY>
100.2992

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1H-pyrrole-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  O   UNK     0      14.104   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.770   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.437   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.103   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.014   2.629   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.709   0.577   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.474  -1.089   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.014  -1.089   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      10.103  -0.000   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.437  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.437  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.770  -0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.104  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.385  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.052  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.718   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.718   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.052   2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.385   1.540   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       7.474   2.629   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.384  -0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.384  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.718  -3.080   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.051  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.890  -4.612   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.617  -4.932   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.387  -3.598   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      -0.356  -2.454   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    2   13                                                  
CONECT   13   12                                                            
CONECT   14    7   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19    5                                                       
CONECT   21   16   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₇N₃O₅

Average Mass

389.4520 Da

Monoisotopic Mass

389.19507 Da

IUPAC Name

12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1H-pyrrole-2-carboxylate

Traditional Name

12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1H-pyrrole-2-carboxylate

CAS Registry Number

Not Available

SMILES

OC1CC2C3CC(CN2C(=O)C1O)C1CC(CCN1C3)OC(=O)C1=CC=CN1

InChI Identifier

InChI=1S/C20H27N3O5/c24-17-8-16-11-6-12(10-23(16)19(26)18(17)25)15-7-13(3-5-22(15)9-11)28-20(27)14-2-1-4-21-14/h1-2,4,11-13,15-18,21,24-25H,3,5-10H2

InChI Key

JCBFTVVDJBFDDD-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
Calpurnia aurea	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
Pyrrole-2-carboxylic acid or derivatives
Delta-lactam
Piperidinone
Piperidine
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Tertiary carboxylic acid amide
1,2-diol
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Lactam
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.41	ALOGPS
logP	-0.98	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	12.06	ChemAxon
pKa (Strongest Basic)	9.18	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.1 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.3 m³·mol⁻¹	ChemAxon
Polarizability	40.27 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

190617

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate (NP0172878)

MOL for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

3D MOL for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

3D SDF for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

3D-SDF for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

PDB for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

3D PDB for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

SMILES for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

INCHI for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

Structure for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)

3D Structure for NP0172878 (12,13-dihydroxy-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-4-yl 1h-pyrrole-2-carboxylate)