NP-MRD: Showing NP-Card for Quaternine (NP0068978)

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Record Information

Version

2.0

Created at

2022-04-28 14:15:26 UTC

Updated at

2022-04-28 14:15:26 UTC

NP-MRD ID

NP0068978

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quaternine

Description

Methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]Nonadeca-3,5,7-triene-19-carboxylate belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Quaternine is found in Alstonia macrophylla , Alstonia muelleriana, Alstonia quaternata and Rauvolfia vomitoria . Based on a literature review very few articles have been published on methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]Nonadeca-3,5,7-triene-19-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216152D          

 30 35  0  0  1  0            999 V2000
    0.8601    0.2077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1144   -0.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234   -0.7262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3566   -0.3529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0777    0.2021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1958    0.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    1.5267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1007    1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044    1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832    2.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1479    0.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6429    1.5676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2274    0.8266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0955    0.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406   -0.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1453   -0.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4599    1.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6551    1.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0196    1.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745    2.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5097    0.2238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -0.4645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -1.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9865    2.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    2.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    2.9902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522    3.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  5  4  1  1  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 15 24  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
  3 26  1  0  0  0  0
 12 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 58 63  0  0  0  0  0  0  0  0999 V2000
   -4.7629    0.5358   -1.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3685    0.0343    0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2177   -0.5417    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158   -1.0162    1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7439   -1.7963    1.8395 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6584   -1.1234    2.5096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3397    0.2293    1.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0179   -0.2275    0.4551 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3979    0.1226    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538    1.3240    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.4127   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875    2.6516   -0.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3577    3.8289    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0579    0.2769   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3836    0.3942   -1.1227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0862   -0.7812   -1.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3784   -0.9132   -0.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0493   -1.0231   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265   -2.1354   -0.2332 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -3.3526   -0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470   -1.7205    0.6604 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4811   -1.8189    2.0263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1767   -2.3971    0.6768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8593   -2.2014   -0.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -0.7226   -0.7225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9915    0.1456   -0.5705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4285    1.5464   -0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888    2.4191   -1.2232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4113    1.9944    0.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7242    3.3625    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8806    0.6558   -1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5696   -0.1808   -2.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3603    1.5414   -1.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0698    0.1372    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8320   -0.1254    2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646   -1.6091    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -1.0786    3.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437    0.9367    1.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6074    0.5531    2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5400    2.2200    0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3822    3.8868   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161    3.8331    1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    4.7363   -0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1797   -1.5046   -0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0435   -0.5157   -2.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.2636   -2.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9082   -1.7912   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1176   -3.1966   -2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4190   -3.6275   -0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6813   -4.1725   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0559   -3.4857    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318   -2.7485   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -2.5106   -1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6015   -0.5586   -1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4462    0.0813   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7975    3.5636    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161    3.9005    1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4469    3.8160   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  5  6  1  0
  6  7  1  0
  8  7  1  1
  8  9  1  0
  9 18  2  0
 18 17  1  0
 17 14  2  0
 14 15  1  0
 15 16  1  0
 14 11  1  0
 11 12  1  0
 12 13  1  0
 11 10  2  0
 18 19  1  0
 19 20  1  0
 21 19  1  6
 21 22  1  0
  8 26  1  0
 21  8  1  0
  3 25  1  0
 22  6  1  0
 21 23  1  0
 10  9  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 26 55  1  6
 25 54  1  6
 24 52  1  0
 24 53  1  0
 23 51  1  1
  4 35  1  0
  4 36  1  0
  2 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 37  1  1
  7 38  1  0
  7 39  1  0
 17 47  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 10 40  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
M  END


  Mrv1652304282216152D          

 30 35  0  0  1  0            999 V2000
    0.8601    0.2077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1144   -0.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234   -0.7262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3566   -0.3529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0777    0.2021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1958    0.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    1.5267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1007    1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044    1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832    2.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1479    0.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6429    1.5676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2274    0.8266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0955    0.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406   -0.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1453   -0.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4599    1.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6551    1.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0196    1.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745    2.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5097    0.2238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -0.4645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -1.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9865    2.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    2.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    2.9902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522    3.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  5  4  1  1  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 15 24  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
  3 26  1  0  0  0  0
 12 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1[C@H]2C[C@@H]3N(C\C2=C\C)[C@@H]2C[C@]11C4=C(C=C(OC)C(OC)=C4)N(C)[C@]31O2

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O5/c1-6-12-11-25-18-7-13(12)20(21(26)29-5)22-10-19(25)30-23(18,22)24(2)15-9-17(28-4)16(27-3)8-14(15)22/h6,8-9,13,18-20H,7,10-11H2,1-5H3/b12-6-/t13-,18-,19-,20-,22-,23-/m0/s1

> <INCHI_KEY>
IMTNXQPCOHYKEO-ONTJWBSOSA-N

> <FORMULA>
C23H28N2O5

> <MOLECULAR_WEIGHT>
412.486

> <EXACT_MASS>
412.19982201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.667361315010915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3(8),4,6-triene-19-carboxylate

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.6721941979999992

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.8454199955289985

> <JCHEM_POLAR_SURFACE_AREA>
60.47

> <JCHEM_REFRACTIVITY>
111.45969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3(8),4,6-triene-19-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.605   0.388   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.080  -1.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.977  -1.356   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.666  -0.659   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.145   0.377   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.365   1.788   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.534   2.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.055   1.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.368   2.777   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.329   4.316   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.143   0.245   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.200   2.926   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.291   1.543   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.912   1.435   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.369  -0.036   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.871  -0.375   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.916   0.757   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.458   2.227   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.956   2.566   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.503   3.359   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.046   4.829   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.418   0.418   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.463   1.549   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.082  -0.867   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       2.981  -2.404   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.659   0.007   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.841   4.326   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.375   4.471   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.949   5.582   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.591   6.982   0.000  0.00  0.00           C+0
CONECT    1    2    5   13   24                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8    4                                                       
CONECT   12    7   13   27                                                  
CONECT   13   12    1   14   26                                             
CONECT   14   13   15   19                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17   23                                                       
CONECT   23   22                                                            
CONECT   24   15    1   25                                                  
CONECT   25   24                                                            
CONECT   26   13    3                                                       
CONECT   27   12   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1,.0,.0,.0,]nonadeca-3,5,7-triene-19-carboxylic acid	Generator

Chemical Formula

C₂₃H₂₈N₂O₅

Average Mass

412.4860 Da

Monoisotopic Mass

412.19982 Da

IUPAC Name

methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3(8),4,6-triene-19-carboxylate

Traditional Name

methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3(8),4,6-triene-19-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1[C@H]2C[C@@H]3N(C\C2=C\C)[C@@H]2C[C@]11C4=C(C=C(OC)C(OC)=C4)N(C)[C@]31O2

InChI Identifier

InChI=1S/C23H28N2O5/c1-6-12-11-25-18-7-13(12)20(21(26)29-5)22-10-19(25)30-23(18,22)24(2)15-9-17(28-4)16(27-3)8-14(15)22/h6,8-9,13,18-20H,7,10-11H2,1-5H3/b12-6-/t13-,18-,19-,20-,22-,23-/m0/s1

InChI Key

IMTNXQPCOHYKEO-ONTJWBSOSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 macrophylla	Plant	KNApSAcK
Alstonia muelleriana	LOTUS Database	35616633
Alstonia quaternata	Plant	KNApSAcK
Rauvolfia vomitoria	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Carbazole
Quinolizidine
Anisole
Dialkylarylamine
Alkyl aryl ether
Piperidine
Benzenoid
Oxazolidine
Tetrahydrofuran
Methyl ester
Hemiaminal
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen 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	2.42	ALOGPS
logP	2.67	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	4.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	60.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.46 m³·mol⁻¹	ChemAxon
Polarizability	43.67 Å³	ChemAxon
Number of Rings	6	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

162937127

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Quaternine (NP0068978)

MOL for NP0068978 (Quaternine)

3D MOL for NP0068978 (Quaternine)

3D SDF for NP0068978 (Quaternine)

3D-SDF for NP0068978 (Quaternine)

PDB for NP0068978 (Quaternine)

3D PDB for NP0068978 (Quaternine)

SMILES for NP0068978 (Quaternine)

INCHI for NP0068978 (Quaternine)

Structure for NP0068978 (Quaternine)

3D Structure for NP0068978 (Quaternine)