NP-MRD: Showing NP-Card for methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate (NP0280047)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 05:38:50 UTC

Updated at

2022-09-09 05:38:50 UTC

NP-MRD ID

NP0280047

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate

Description

AC1L40O0 belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids. AC1L40O0 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161522132D          

 27 31  0  0  0  0            999 V2000
    1.3509    2.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    1.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330    0.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309    0.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -0.0386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659   -0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -1.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198   -1.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8354   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746   -1.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2291   -1.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386   -1.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2575   -0.9738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046   -1.8535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570   -2.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988   -1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3946   -1.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810   -1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7717   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9760   -0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -0.6098    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  4  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 12 19  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 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
 10 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
   -4.0869   -2.6934   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1619   -2.2846    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1510   -1.4688    0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2570   -1.0962    1.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1338   -0.4048    1.2884 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -1.3623    0.3452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3668   -1.3122   -0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908   -0.8301   -0.5881 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6705    0.6451   -0.3029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6320    1.4161   -1.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188    2.7820   -1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8786    1.1404    0.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190    0.4109    0.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    2.4796    0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794    3.0048    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760    0.8191    0.6047 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7127    1.3909   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    0.5552   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8324   -0.7961    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0416   -1.3482    0.0587 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3501   -2.7361    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9272   -0.3659   -0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148   -0.3423   -0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066    0.8292   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2957    2.0206   -0.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9216    2.0381   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    0.8499   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -3.0021    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036   -1.8670   -0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6715   -3.5705   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3486   -2.6970    1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694   -0.5300    2.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8712   -2.0466    2.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4867   -2.3336    0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0964   -0.7493   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881   -2.3677   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4783   -1.0877   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    1.2977   -2.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    1.0197   -2.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0924    3.3191   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2052    2.5405    2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628    4.0843    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0254    2.8986    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520    1.5334    1.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    2.4149    0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5307    1.6289   -1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8257   -3.1744    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -3.2523   -0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4522   -2.8936    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8788   -1.2640   -0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0822    0.8580   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7771    2.9730   -0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    2.9269   -0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
  9 12  1  1
  9 10  1  0
 10 11  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19  6  1  0
  6  7  1  0
  7  8  1  0
  8  3  1  0
  3  4  1  0
  4  5  1  0
  3  2  2  0
  2  1  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  8  9  1  0
 27 22  1  0
  5 16  1  0
 27 18  1  0
  5  6  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
  6 34  1  1
  7 35  1  0
  7 36  1  0
  8 37  1  6
  4 32  1  0
  4 33  1  0
  2 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
M  END


  Mrv1533004161522132D          

 27 31  0  0  0  0            999 V2000
    1.3509    2.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    1.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330    0.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309    0.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -0.0386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659   -0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -1.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198   -1.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8354   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746   -1.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2291   -1.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386   -1.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2575   -0.9738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046   -1.8535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570   -2.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988   -1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3946   -1.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810   -1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7717   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9760   -0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -0.6098    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  4  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 12 19  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 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
 10 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0280047

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(CO)C2CC3=C(C4CC1C(CN24)=CC)N(C)C1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O3/c1-4-13-11-24-18-10-16(13)22(12-25,21(26)27-3)19(24)9-15-14-7-5-6-8-17(14)23(2)20(15)18/h4-8,16,18-19,25H,9-12H2,1-3H3

> <INCHI_KEY>
IWEYXWIPVZEVPT-UHFFFAOYSA-N

> <FORMULA>
C22H26N2O3

> <MOLECULAR_WEIGHT>
366.461

> <EXACT_MASS>
366.194342705

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.00365299501631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.2620616713333326

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.808028891587885

> <JCHEM_PKA_STRONGEST_BASIC>
6.14218520841752

> <JCHEM_POLAR_SURFACE_AREA>
54.7

> <JCHEM_REFRACTIVITY>
105.0467

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate

> <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       2.522   4.061   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.020   2.605   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.030   1.443   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.542   1.736   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.528  -0.013   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.178   0.727   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.139  -0.072   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.058  -0.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.598   0.110   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.656  -1.050   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.097  -2.484   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.405  -2.895   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.650  -2.448   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.559  -1.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.633  -2.745   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.428  -3.704   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.005  -3.140   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.235  -3.196   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.214  -1.818   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       7.289  -3.460   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       7.200  -4.997   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.585  -2.628   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.070  -3.034   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.165  -1.951   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.774  -0.462   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.289  -0.055   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.194  -1.138   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8   14                                             
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13    5   15                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18    8   12                                                  
CONECT   20   11   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   10   22                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Value	Source
Methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylic acid	Generator
Methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0,.0,.0,]octadeca-2(10),4,6,8-tetraene-13-carboxylic acid	Generator

Chemical Formula

C₂₂H₂₆N₂O₃

Average Mass

366.4610 Da

Monoisotopic Mass

366.19434 Da

IUPAC Name

methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate

Traditional Name

methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(CO)C2CC3=C(C4CC1C(CN24)=CC)N(C)C1=CC=CC=C31

InChI Identifier

InChI=1S/C22H26N2O3/c1-4-13-11-24-18-10-16(13)22(12-25,21(26)27-3)19(24)9-15-14-7-5-6-8-17(14)23(2)20(15)18/h4-8,16,18-19,25H,9-12H2,1-3H3

InChI Key

IWEYXWIPVZEVPT-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 macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Macroline alkaloids

Sub Class

Not Available

Direct Parent

Macroline alkaloids

Alternative Parents

Substituents

Macroline skeleton
Corynanthean skeleton
Vobasan skeleton
Beta-carboline
Pyridoindole
N-alkylindole
3-alkylindole
Indole
Indole or derivatives
Piperidinecarboxylic acid
Quinuclidine
Beta-hydroxy acid
Aralkylamine
Hydroxy acid
N-methylpyrrole
Benzenoid
Piperidine
Substituted pyrrole
1,3-aminoalcohol
Heteroaromatic compound
Methyl ester
Pyrrole
Tertiary amine
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Azacycle
Amine
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organonitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Primary alcohol
Organooxygen compound
Organic nitrogen 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
logP	2.62	ALOGPS
logP	2.26	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.81	ChemAxon
pKa (Strongest Basic)	6.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	105.05 m³·mol⁻¹	ChemAxon
Polarizability	41 Å³	ChemAxon
Number of Rings	5	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

99116

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate (NP0280047)

MOL for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

3D MOL for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

3D SDF for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

3D-SDF for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

PDB for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

3D PDB for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

SMILES for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

INCHI for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

Structure for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)

3D Structure for NP0280047 (methyl 15-ethylidene-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraene-13-carboxylate)