NP-MRD: Showing NP-Card for methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate (NP0224166)

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Record Information

Version

2.0

Created at

2022-09-06 02:27:43 UTC

Updated at

2022-09-06 02:27:43 UTC

NP-MRD ID

NP0224166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

Description

Methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadeca-2(7),3,5,9-tetraene-10-carboxylate belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton. methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate is found in Alstonia scholaris and Alstonia rostrata. Methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadeca-2(7),3,5,9-tetraene-10-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181500162D          

 27 31  0  0  0  0            999 V2000
    1.4781    3.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    3.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    2.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086    3.0560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965    1.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0003    1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7602    1.7571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466    1.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1713    1.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5646    1.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3893    1.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6027    0.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2094   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9533    0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    0.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714   -0.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5881   -0.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8791   -0.3673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -0.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011    0.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039    0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5629    0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2497    1.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3921    1.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946    0.3105    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 19 27  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
    1.6831    4.5940    1.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7078    3.4760    0.8873 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    2.5335    0.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2214    2.7796    1.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6187    1.3561    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.5411    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975    0.6499    0.8372 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118   -0.2857    0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9588   -0.4458    0.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041    0.2654    1.4571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9808    0.1160    1.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017   -1.3161   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0601   -2.0191   -1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7069   -1.8529   -1.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9610   -0.9878   -0.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -0.7346   -0.5568 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0417   -1.8944    0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6220   -2.7500   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3231   -1.7187   -1.6547 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4462   -1.3436   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120    0.0959   -0.6346 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2827    0.1926    0.7648 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5513   -0.7054    0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958    1.4523    1.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502    1.0579   -0.9301 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8597    0.6140   -2.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -0.7391   -1.8139 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4514    4.3108    2.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8323    5.2737    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904    5.1953    1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134    1.3154    1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5926    0.5400    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2403   -0.9699    1.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2685    0.5797    2.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561   -1.4295   -0.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6221   -2.7113   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -2.4036   -2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7633   -2.4676    0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552   -1.6156    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1574   -3.1801   -1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -3.4753   -0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157   -1.9167    0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3480   -1.7618   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    0.3873   -1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520   -0.2452    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600   -0.7132   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3139   -1.7331    1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3501   -0.2958    1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739    1.6001    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430    2.0198   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4949    0.5041   -3.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135    1.3146   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3696   -1.0537   -2.6445 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 25  5  1  0
 16  6  1  0
 27 16  1  0
 15  8  1  0
 27 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  7 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  6
 22 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  6
 26 51  1  0
 26 52  1  0
 27 53  1  6
M  END


  Mrv1533004181500162D          

 27 31  0  0  0  0            999 V2000
    1.4781    3.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    3.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    2.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086    3.0560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965    1.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0003    1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7602    1.7571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466    1.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1713    1.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5646    1.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3893    1.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6027    0.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2094   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9533    0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    0.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714   -0.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5881   -0.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8791   -0.3673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -0.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011    0.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039    0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5629    0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2497    1.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3921    1.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2946    0.3105    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 27  1  0  0  0  0
 19 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224166

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2NC3=C(OC)C=CC=C3C22CCN3CC(C(C)O)C1CC23

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O4/c1-11(24)13-10-23-8-7-21-14-5-4-6-15(26-2)18(14)22-19(21)17(20(25)27-3)12(13)9-16(21)23/h4-6,11-13,16,22,24H,7-10H2,1-3H3

> <INCHI_KEY>
FNDWOLJMJUSGOB-UHFFFAOYSA-N

> <FORMULA>
C21H26N2O4

> <MOLECULAR_WEIGHT>
370.449

> <EXACT_MASS>
370.189257325

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.126813197113094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
0.6774944583333344

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.232728459407298

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.311269276663726

> <JCHEM_PKA_STRONGEST_BASIC>
9.581547760401577

> <JCHEM_POLAR_SURFACE_AREA>
71.03

> <JCHEM_REFRACTIVITY>
103.94559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       2.759   7.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.762   5.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.097   4.932   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.429   5.705   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.100   3.392   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.601   2.616   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       7.019   3.280   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.114   2.191   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.653   2.232   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.387   3.585   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.927   3.626   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.458   0.919   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.724  -0.435   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.185  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.379   0.837   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.743   0.963   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.107  -0.666   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.831  -1.608   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.508  -0.686   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       1.932  -0.284   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.495   1.319   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.007   1.657   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.051   0.524   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.466   3.127   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.599   2.609   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.336   1.729   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.283   0.580   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   25                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15    6   17   27                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21    5   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   16   19                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Value	Source
Methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0,.0,.0,]octadeca-2(7),3,5,9-tetraene-10-carboxylic acid	Generator
Methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2(7),3,5,9-tetraene-10-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₆N₂O₄

Average Mass

370.4490 Da

Monoisotopic Mass

370.18926 Da

IUPAC Name

methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

Traditional Name

methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2NC3=C(OC)C=CC=C3C22CCN3CC(C(C)O)C1CC23

InChI Identifier

InChI=1S/C21H26N2O4/c1-11(24)13-10-23-8-7-21-14-5-4-6-15(26-2)18(14)22-19(21)17(20(25)27-3)12(13)9-16(21)23/h4-6,11-13,16,22,24H,7-10H2,1-3H3

InChI Key

FNDWOLJMJUSGOB-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
Alstonia Alstonia scholaris	LOTUS Database	35616633
Alstonia rostrata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Strychnos alkaloids

Sub Class

Not Available

Direct Parent

Strychnos alkaloids

Alternative Parents

Substituents

Strychnan skeleton
Akuammicine-skeleton
Stemmadenine-skeleton
Carbazole
Indole or derivatives
Dihydroindole
Indolizidine
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
Piperidine
N-alkylpyrrolidine
1,3-aminoalcohol
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Pyrrolidine
Enoate ester
Methyl ester
Tertiary amine
Tertiary aliphatic amine
Amino acid or derivatives
Secondary alcohol
Carboxylic acid ester
Secondary amine
Carboxylic acid derivative
Enamine
Ether
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Carbonyl group
Organic oxide
Organonitrogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Alcohol
Organooxygen 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	2.38	ALOGPS
logP	0.68	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.31	ChemAxon
pKa (Strongest Basic)	9.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.03 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.95 m³·mol⁻¹	ChemAxon
Polarizability	40.13 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

72986201

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate (NP0224166)

MOL for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

3D MOL for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

3D SDF for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

3D-SDF for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

PDB for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

3D PDB for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

SMILES for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

INCHI for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

Structure for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)

3D Structure for NP0224166 (methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate)