NP-MRD: Showing NP-Card for methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate (NP0252211)

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Record Information

Version

2.0

Created at

2022-09-07 15:39:00 UTC

Updated at

2022-09-07 15:39:00 UTC

NP-MRD ID

NP0252211

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

Description

Methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate is found in Vinca minor. Methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251509232D          

 29 33  0  0  0  0            999 V2000
    3.2163   -4.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4058   -3.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -3.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -3.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946   -2.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524   -2.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7999   -1.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -1.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053   -0.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -0.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -0.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -0.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -0.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -1.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3640   -1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -1.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5246   -1.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -1.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248   -0.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3473   -2.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -2.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7183   -2.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 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  2  0  0  0  0
 15 26  1  0  0  0  0
 19 26  1  0  0  0  0
  8 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    1.4042   -2.3444    4.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6709   -1.4565    3.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -1.6628    2.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8129   -2.7008    1.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881   -0.6937    1.4220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7496    0.3901    2.2560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -1.3846    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338   -0.6955   -0.0715 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3538   -1.7544   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3055   -1.3938   -1.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889   -2.8901   -0.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744    0.3708    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2456    1.6990   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462    1.9580   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0065    0.8704   -1.9456 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2790    1.1063   -3.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534    0.6717   -3.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6865    0.4371   -1.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776   -0.0403   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4059   -0.2032    0.3224 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    0.1727    0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258    0.1999    1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705    0.6319    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0107    0.6488    1.5327 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2783    1.0894    1.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1659    1.0352   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1270    1.0135   -1.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927    0.5817   -1.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5688   -0.2986   -1.2278 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0271   -2.2742    5.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4890   -2.1201    4.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -3.4130    4.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1258    1.1585    2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -1.4390    1.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978   -2.4365    0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0760   -0.3903   -2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979   -2.1596   -2.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3109   -1.3078   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3656    0.0751    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9841    0.5318    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3200    2.5502    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472    1.8507   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2541    2.9042   -1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1090    2.0476   -0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073    2.2003   -3.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050    0.6005   -3.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234    1.4134   -3.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2895   -0.2771   -3.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5803   -0.1133    2.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003    0.5699    0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705    2.1819    0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0646    0.9161    1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249    1.3747   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2408    1.3192   -2.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.1210   -2.0056 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  1  1
  5  7  1  0
  7  8  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 29  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  2  0
 26 27  1  0
 27 28  2  0
  8  9  1  6
  9 10  1  0
  9 11  2  0
 20  5  1  0
 28 21  1  0
 29  8  1  0
 29 15  1  0
 28 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 29 55  1  6
 22 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
M  END


  Mrv1533004251509232D          

 29 33  0  0  0  0            999 V2000
    3.2163   -4.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4058   -3.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -3.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -3.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946   -2.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524   -2.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7999   -1.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -1.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053   -0.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -0.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -0.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -0.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -0.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -1.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3640   -1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -1.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5246   -1.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -1.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248   -0.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3473   -2.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -2.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7183   -2.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 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  2  0  0  0  0
 15 26  1  0  0  0  0
 19 26  1  0  0  0  0
  8 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0252211

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(O)CC2(CCCN3CCC4=C(C23)N1C1=CC(OC)=CC=C41)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O5/c1-13(25)21-8-4-9-23-10-7-16-15-6-5-14(28-2)11-17(15)24(18(16)19(21)23)22(27,12-21)20(26)29-3/h5-6,11,19,27H,4,7-10,12H2,1-3H3

> <INCHI_KEY>
JSPRBHQBWMFUOZ-UHFFFAOYSA-N

> <FORMULA>
C22H26N2O5

> <MOLECULAR_WEIGHT>
398.459

> <EXACT_MASS>
398.184171945

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.612277771243754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
2.3098284846666686

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.236630854975555

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.504536421309512

> <JCHEM_PKA_STRONGEST_BASIC>
5.994558546161328

> <JCHEM_POLAR_SURFACE_AREA>
81.0

> <JCHEM_REFRACTIVITY>
106.70460000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       6.004  -8.432   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.357  -6.934   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.236  -5.878   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.761  -6.321   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.590  -4.379   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.005  -4.988   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.052  -4.291   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.360  -2.916   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.822  -2.827   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.130  -1.452   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.975  -0.164   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.512  -0.253   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.357   1.035   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.895   0.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.587  -0.429   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.742  -1.716   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.205  -1.628   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.435  -3.092   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       8.146  -2.373   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.515  -3.078   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.810  -2.246   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.179  -2.951   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.475  -2.119   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.737  -0.707   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.368  -0.002   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.073  -0.834   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.515  -4.203   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.977  -4.115   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.207  -5.579   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    7   18                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   17   27                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16    8   12                                                  
CONECT   18   16    5   19                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   15   19                                                  
CONECT   27    8   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0,.0,.0,]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylic acid	Generator
Methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylic acid	Generator

Chemical Formula

C₂₂H₂₆N₂O₅

Average Mass

398.4590 Da

Monoisotopic Mass

398.18417 Da

IUPAC Name

methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

Traditional Name

methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(O)CC2(CCCN3CCC4=C(C23)N1C1=CC(OC)=CC=C41)C(C)=O

InChI Identifier

InChI=1S/C22H26N2O5/c1-13(25)21-8-4-9-23-10-7-16-15-6-5-14(28-2)11-17(15)24(18(16)19(21)23)22(27,12-21)20(26)29-3/h5-6,11,19,27H,4,7-10,12H2,1-3H3

InChI Key

JSPRBHQBWMFUOZ-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
Vinca minor	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Chromane
Benzopyran
Benzoate ester
1-benzopyran
Benzoic acid or derivatives
Benzenetriol
Pyrogallol derivative
Tropolone
Tropone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous acid
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
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	1.71	ALOGPS
logP	2.31	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.5	ChemAxon
pKa (Strongest Basic)	5.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	81 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.7 m³·mol⁻¹	ChemAxon
Polarizability	42.61 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

12444843

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate (NP0252211)

MOL for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D MOL for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D SDF for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D-SDF for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

PDB for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D PDB for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

SMILES for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

INCHI for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

Structure for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D Structure for NP0252211 (methyl 15-acetyl-17-hydroxy-4-methoxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)