NP-MRD: Showing NP-Card for methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate (NP0164541)

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Record Information

Version

2.0

Created at

2022-09-02 23:26:25 UTC

Updated at

2022-09-02 23:26:25 UTC

NP-MRD ID

NP0164541

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

Description

10-O-Methyljerantinine A belongs to the class of organic compounds known as plumeran-type alkaloids. These are alkaloids with a structure based on the plumeran skeleton. Plumeran is a pentacyclic compound that consists of a pyrrolidine ring shed to the quinoline moiety of pyrido[3,2-c]carbazole ring system. methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate is found in Tabernaemontana corymbosa. Based on a literature review very few articles have been published on 10-O-Methyljerantinine A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032201262D          

 29 33  0  0  1  0            999 V2000
    0.1477    0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -0.0103    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7883   -0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695   -1.3449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -1.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885   -0.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -0.2353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0999    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4593    1.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597    2.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486    2.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0785    3.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149    0.7076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980   -1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0946   -1.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6786   -0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267   -2.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3427   -3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173   -1.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047   -0.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -0.5302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
  3 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 19 28  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 29  7  1  1  0  0  0
  3 29  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -2.0200   -2.9528   -2.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -2.2872   -2.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829   -1.8961   -0.8044 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8146   -3.1248   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0114   -3.8827    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4266   -3.4703    0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -2.0344    0.9702 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4316   -1.6700    2.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873   -0.2988    1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955    0.0446    0.4265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0452    0.9459   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658    0.4690   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8382    1.3393   -2.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8116    0.8507   -2.6309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5421    2.6615   -2.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273    3.4507   -3.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4557   -0.9542   -0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239    2.2007   -0.3591 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082    2.0582    0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    2.9255    0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693    2.5519    1.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9190    3.5146    1.6259 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    4.8528    1.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1187    1.2385    1.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    0.8396    2.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3675   -0.5403    2.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    0.3601    1.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9516    0.7356    0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0738   -1.3058   -0.1656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8464   -3.2511   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -2.2726   -3.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6493   -3.9015   -3.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765   -1.3590   -2.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -2.9291   -2.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8854   -3.4092   -0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3495   -4.7791    1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -3.9535    1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -3.6594   -0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858   -1.6655    2.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2307   -2.4213    2.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677   -0.2294    1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167    0.3925    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6754    3.9130   -3.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8678    4.2482   -2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0856    2.8040   -3.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9943   -1.2631   -1.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208   -1.0489   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    3.1086   -0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    3.9677    0.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6046    4.9041    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8412    5.3127    1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032    5.4474    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388   -0.7316    3.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153   -1.2109    1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5755   -0.7802    3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533   -0.6754    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821   -1.1792   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3 17  1  0
 17 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 11  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  2  0
 28 10  1  0
 10  9  1  1
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  7 29  1  0
  4  3  1  0
 29  3  1  0
 10 11  1  0
 29 10  1  0
 28 19  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
 17 46  1  0
 17 47  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 18 48  1  0
 20 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
  9 41  1  0
  9 42  1  0
  8 39  1  0
  8 40  1  0
  6 37  1  0
  6 38  1  0
  5 36  1  0
  4 35  1  0
 29 57  1  6
M  END


  Mrv1652309032201262D          

 29 33  0  0  1  0            999 V2000
    0.1477    0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -0.0103    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7883   -0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695   -1.3449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -1.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885   -0.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -0.2353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0999    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4593    1.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597    2.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486    2.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0785    3.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149    0.7076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980   -1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0946   -1.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6786   -0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267   -2.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3427   -3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173   -1.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047   -0.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -0.5302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
  3 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 19 28  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 29  7  1  1  0  0  0
  3 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0164541

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12CC(C(=O)OC)=C3NC4=CC(OC)=C(OC)C=C4[C@@]33CCN(CC=C1)[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O4/c1-5-22-7-6-9-25-10-8-23(21(22)25)15-11-17(27-2)18(28-3)12-16(15)24-19(23)14(13-22)20(26)29-4/h6-7,11-12,21,24H,5,8-10,13H2,1-4H3/t21-,22-,23-/m0/s1

> <INCHI_KEY>
KYSSJRZIVJUXLG-VABKMULXSA-N

> <FORMULA>
C23H28N2O4

> <MOLECULAR_WEIGHT>
396.487

> <EXACT_MASS>
396.20490739

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.782219060131254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,12R,19S)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
2.272474944666666

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.134963681841892

> <JCHEM_PKA_STRONGEST_BASIC>
8.612217359949074

> <JCHEM_POLAR_SURFACE_AREA>
60.03

> <JCHEM_REFRACTIVITY>
114.17419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,12R,19S)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       0.276   0.401   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.714   0.951   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.910  -0.019   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.472  -0.570   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.229  -2.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.425  -3.061   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.863  -2.510   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.672  -2.928   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.512  -1.637   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.544  -0.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.786   1.082   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.591   2.052   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.833   3.573   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.271   4.123   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.637   4.543   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.880   6.064   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.152   1.502   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       7.308   1.321   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       8.005  -0.052   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.493  -0.452   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.890  -1.940   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.377  -2.340   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.467  -1.253   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.799  -3.028   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.196  -4.516   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.106  -5.604   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.312  -2.628   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.915  -1.140   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.106  -0.990   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17   29                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   28   29                                             
CONECT   11   10   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   12    3                                                       
CONECT   18   11   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28                                                       
CONECT   28   27   19   10                                                  
CONECT   29   10    7    3                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₈N₂O₄

Average Mass

396.4870 Da

Monoisotopic Mass

396.20491 Da

IUPAC Name

methyl (1R,12R,19S)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

Traditional Name

methyl (1R,12R,19S)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

CAS Registry Number

Not Available

SMILES

CC[C@@]12CC(C(=O)OC)=C3NC4=CC(OC)=C(OC)C=C4[C@@]33CCN(CC=C1)[C@@H]23

InChI Identifier

InChI=1S/C23H28N2O4/c1-5-22-7-6-9-25-10-8-23(21(22)25)15-11-17(27-2)18(28-3)12-16(15)24-19(23)14(13-22)20(26)29-4/h6-7,11-12,21,24H,5,8-10,13H2,1-4H3/t21-,22-,23-/m0/s1

InChI Key

KYSSJRZIVJUXLG-VABKMULXSA-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
Tabernaemontana corymbosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as plumeran-type alkaloids. These are alkaloids with a structure based on the plumeran skeleton. Plumeran is a pentacyclic compound that consists of a pyrrolidine ring shed to the quinoline moiety of pyrido[3,2-c]carbazole ring system.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Plumeran-type alkaloids

Sub Class

Not Available

Direct Parent

Plumeran-type alkaloids

Alternative Parents

Substituents

Plumeran-type alkaloid
Carbazole
Indole or derivatives
Dihydroindole
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
N-alkylpyrrolidine
Vinylogous amide
Pyrrolidine
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Enoate ester
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Organoheterocyclic compound
Secondary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Ether
Enamine
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organic oxide
Organooxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.52	ALOGPS
logP	2.27	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	14.13	ChemAxon
pKa (Strongest Basic)	8.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.03 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.17 m³·mol⁻¹	ChemAxon
Polarizability	43.78 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

24708701

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25112287

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate (NP0164541)

MOL for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

3D MOL for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

3D SDF for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

3D-SDF for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

PDB for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

3D PDB for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

SMILES for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

INCHI for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

Structure for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)

3D Structure for NP0164541 (methyl (1r,12r,19s)-12-ethyl-4,5-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate)