NP-MRD: Showing NP-Card for (11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide (NP0152968)

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Record Information

Version

2.0

Created at

2022-09-02 09:33:09 UTC

Updated at

2022-09-02 09:33:09 UTC

NP-MRD ID

NP0152968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide

Description

(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadeca-2,4,6,9-tetraen-14-ium-8-ide 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. (11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide is found in Alstonia angustifolia. Based on a literature review very few articles have been published on (11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadeca-2,4,6,9-tetraen-14-ium-8-ide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022211332D          

 26 30  0  0  1  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  5  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
    5.6027    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  3  0  0  0  0  0  0  0  0  0  0
    1.5359   -1.1175    0.0000 C   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  1  0  0  0  0  0  0  0  0  0
   -0.0039    0.8875    0.0000 C   0  0  2  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  2  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  1  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  6  0  0  0
 20 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  6  0  0  0
 26 25  1  1  0  0  0
 14 26  1  0  0  0  0
 17 26  1  0  0  0  0
M  CHG  2   7  -1  17   1
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -0.8640    4.5742    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590    3.3889    0.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    2.4379    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796    2.6850    0.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5925    1.2603   -0.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7503    1.1077   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8577    1.9776   -0.3042 N   0  0  0  0  0  2  0  0  0  0  0  0
    3.0515    1.2193   -0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371    1.6752   -0.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3287    0.7727   -0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314   -0.5733   -0.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7554   -1.0101   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -0.1000   -0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3210   -0.2506   -0.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3177   -0.6538    1.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964   -2.0748    1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1596   -2.0312    0.2768 N   0  0  1  0  0  4  0  0  0  0  0  0
   -0.3953   -3.3689   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3391   -1.4388    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1812   -0.7322   -0.2105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4949   -0.3591    0.3620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4110    0.3568   -0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638    0.2413    1.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021    0.2407   -0.9709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3681   -0.6427   -1.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5134   -1.2735   -0.7202 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1114    4.4724    2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7426    4.8845    0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    5.3667    1.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5718    2.7310   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3303    1.1590   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8420   -1.2593   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5018   -2.0568   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    0.0191    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3634   -0.7039    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -2.2514    2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704   -2.8242    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8056   -3.4580   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5711   -3.9330   -0.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -3.8467    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937   -0.7263    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9761   -2.2306    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -1.5701   -0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0163   -1.3631    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9882    0.5493   -1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549   -0.1956   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7384    1.3523   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0804    1.0217    1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777    0.7173   -1.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433    0.0459   -2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9498   -1.3646   -2.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2158   -1.9641   -1.2721 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 25 26  1  0
 24  5  1  0
 14  6  1  0
 26 14  1  0
 13  8  1  0
 26 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  6
 21 44  1  1
 22 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  6
 25 50  1  0
 25 51  1  0
 26 52  1  6
M  CHG  2   7  -1  17   1
M  END


  Mrv1652309022211332D          

 26 30  0  0  1  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  5  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
    5.6027    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  3  0  0  0  0  0  0  0  0  0  0
    1.5359   -1.1175    0.0000 C   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  1  0  0  0  0  0  0  0  0  0
   -0.0039    0.8875    0.0000 C   0  0  2  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  2  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  1  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  6  0  0  0
 20 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  6  0  0  0
 26 25  1  1  0  0  0
 14 26  1  0  0  0  0
 17 26  1  0  0  0  0
M  CHG  2   7  -1  17   1
M  END
> <DATABASE_ID>
NP0152968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2[N-]C3=CC=CC=C3C22CC[N+]3(C)C[C@@H]([C@H](C)O)[C@@H]1C[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O3/c1-12(24)14-11-23(2)9-8-21-15-6-4-5-7-16(15)22-19(21)18(20(25)26-3)13(14)10-17(21)23/h4-7,12-14,17,24H,8-11H2,1-3H3/t12-,13-,14-,17-,21?,23?/m0/s1

> <INCHI_KEY>
MWWSQCMVKUHOFF-WLURHRSZSA-N

> <FORMULA>
C21H26N2O3

> <MOLECULAR_WEIGHT>
354.45

> <EXACT_MASS>
354.194342705

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.93882391470983

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraen-14-ium-8-ide

> <ALOGPS_LOGP>
-0.28

> <JCHEM_LOGP>
-3.327170892471745

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.10401447066123

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.662555671207556

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1047906301847297

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
109.6654

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraen-14-ium-8-ide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         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-1
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  C   UNK     0      10.458   0.919   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.724  -0.435   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.185  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.379   0.837   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.743   0.963   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.107  -0.666   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.831  -1.608   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.508  -0.686   0.000  0.00  0.00           N+1
HETATM   18  C   UNK     0       2.867  -2.086   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.932  -0.284   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.495   1.319   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.007   1.657   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.051   0.524   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.466   3.127   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.599   2.609   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.336   1.729   0.000  0.00  0.00           C+0
HETATM   26  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   24                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13    6   15   26                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   26                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20    5   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   14   17                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆N₂O₃

Average Mass

354.4500 Da

Monoisotopic Mass

354.19434 Da

IUPAC Name

(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraen-14-ium-8-ide

Traditional Name

(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraen-14-ium-8-ide

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2[N-]C3=CC=CC=C3C22CC[N+]3(C)C[C@@H]([C@H](C)O)[C@@H]1C[C@@H]23

InChI Identifier

InChI=1S/C21H26N2O3/c1-12(24)14-11-23(2)9-8-21-15-6-4-5-7-16(15)22-19(21)18(20(25)26-3)13(14)10-17(21)23/h4-7,12-14,17,24H,8-11H2,1-3H3/t12-,13-,14-,17-,21?,23?/m0/s1

InChI Key

MWWSQCMVKUHOFF-WLURHRSZSA-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 angustifolia	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
Curan skeleton
Carbazole
Indolizidine
Indole or derivatives
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Piperidine
Tetraalkylammonium salt
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Quaternary ammonium salt
Pyrrolidine
1,3-aminoalcohol
Secondary alcohol
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carbene-type 1,3-dipolar compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	-0.28	ALOGPS
logP	-3.3	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.66	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.67 m³·mol⁻¹	ChemAxon
Polarizability	38.94 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

163194048

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide (NP0152968)

MOL for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

3D MOL for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

3D SDF for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

3D-SDF for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

PDB for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

3D PDB for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

SMILES for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

INCHI for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

Structure for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)

3D Structure for NP0152968 ((11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-10-(methoxycarbonyl)-14-methyl-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraen-14-ium-8-ide)