NP-MRD: Showing NP-Card for 2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate (NP0199724)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 18:25:18 UTC

Updated at

2022-09-04 18:25:18 UTC

NP-MRD ID

NP0199724

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate

Description

2,18-Dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]Henicosa-3,5,7-triene-2,18-dicarboxylate belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate is found in Kopsia singapurensis. 2,18-Dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]Henicosa-3,5,7-triene-2,18-dicarboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171512282D          

 32 37  0  0  0  0            999 V2000
    6.0919    3.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7841    3.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930    2.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1098    2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9852    1.7739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3782    1.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1520    0.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2909   -0.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562   -0.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7434    0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355   -0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -0.3655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -0.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2707   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496    0.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7008    1.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    1.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8319    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395    1.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1776    1.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    2.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667    2.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    1.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0124    2.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    2.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6008    3.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2841    2.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636    3.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.4969    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
  6  7  2  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
  6 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  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 20 32  1  0  0  0  0
 12 32  1  0  0  0  0
 15 32  1  0  0  0  0
M  END

     RDKit          3D

 60 65  0  0  0  0  0  0  0  0999 V2000
   -5.4416   -1.0024   -0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0788   -1.3372   -0.3981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1033   -0.3871   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575    0.7760    0.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7665   -0.7575    0.0859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060   -2.1261   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253   -3.3657    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2380   -4.5512   -0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0823   -4.4762   -0.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -3.2612   -0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0139   -2.1121   -0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -0.6356   -0.6211 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1214   -0.3049   -2.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3888    0.4772   -2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670    0.1413   -1.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5268    0.9159   -1.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1955    0.7374    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    0.9187    1.1783 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7684    0.1195    2.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8565    0.4980    0.9189 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3047   -0.3419    2.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784   -0.8307    1.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5561   -0.0806    0.4180 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5179    1.3128    0.7773 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9140    1.3943    2.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793    2.3369    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772    2.4796   -1.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0716    3.2460    0.8093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013    4.2384    0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    1.7236    0.8641 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2996    2.6299   -0.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7712   -0.3688   -0.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8080   -1.6048   -1.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5940    0.0593   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0634   -1.3049    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448   -3.4023    0.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7529   -5.5044   -0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5956   -5.4296   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7278   -3.2453   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808    0.1916   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516   -1.2467   -2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1882    1.5426   -2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7673    0.1021   -3.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875    0.4944   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617    1.9851   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6926   -0.2587    0.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288    1.4790    0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    1.9594    1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -0.7219    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877   -1.2352    2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    0.1902    3.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735   -0.4929    2.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1147   -1.9052    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0409    2.3650    2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0769    5.0801    0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7494    3.8288   -0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162    4.6724   -0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1734    2.2558    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535    3.4828    0.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638   -1.3425   -0.0324 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  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  6
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  1
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 30  1  0
 30 31  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 20 32  1  0
 23  5  1  6
 11  6  1  0
 23 12  1  0
 32 12  1  0
 32 15  1  0
 30 20  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  1
 19 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 25 54  1  0
 30 58  1  1
 31 59  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 32 60  1  1
M  END


  Mrv1533004171512282D          

 32 37  0  0  0  0            999 V2000
    6.0919    3.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7841    3.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930    2.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1098    2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9852    1.7739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3782    1.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1520    0.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2909   -0.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562   -0.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7434    0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355   -0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -0.3655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -0.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2707   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496    0.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7008    1.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    1.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8319    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395    1.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1776    1.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    2.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667    2.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    1.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0124    2.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    2.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6008    3.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2841    2.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636    3.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.4969    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
  6  7  2  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
  6 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  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 20 32  1  0  0  0  0
 12 32  1  0  0  0  0
 15 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0199724

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1C2=CC=CC=C2C23CCN4CCC(O)C5(CCC12C(O)(C5O)C(=O)OC)C34

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O7/c1-31-18(28)23(30)17(27)20-8-9-22(23)21(10-12-24(16(20)21)11-7-15(20)26)13-5-3-4-6-14(13)25(22)19(29)32-2/h3-6,15-17,26-27,30H,7-12H2,1-2H3

> <INCHI_KEY>
IICJDWBFZMYHKV-UHFFFAOYSA-N

> <FORMULA>
C23H28N2O7

> <MOLECULAR_WEIGHT>
444.484

> <EXACT_MASS>
444.18965125

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.66188451849558

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
-0.4351480226666671

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.845654063615093

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.765685310834114

> <JCHEM_PKA_STRONGEST_BASIC>
8.64810542195315

> <JCHEM_POLAR_SURFACE_AREA>
119.77000000000002

> <JCHEM_REFRACTIVITY>
110.52459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      11.372   7.381   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.797   5.952   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.747   4.740   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      13.272   4.957   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      11.172   3.311   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      11.906   1.934   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.350   1.400   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.610  -0.118   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.425  -1.102   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.981  -0.568   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.721   0.950   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.108   1.124   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.213  -0.481   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.235  -1.690   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       7.001  -0.682   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.467  -1.110   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.239  -0.108   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.386   1.470   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.175   2.421   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.916   1.999   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.153   2.609   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.474   2.186   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.665   2.817   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.257   3.817   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.458   4.781   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.562   3.610   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.623   4.830   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.658   5.236   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.588   6.464   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.130   5.428   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.532   6.847   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.318   0.927   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   23                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13   23   32                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   32                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26   32                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    5   12   24                                             
CONECT   24   23   25   26   28                                             
CONECT   25   24                                                            
CONECT   26   24   20   27                                                  
CONECT   27   26                                                            
CONECT   28   24   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   20   12   15                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

View in JSmol

Synonyms

Value	Source
2,18-Dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1,.0,.0,.0,]henicosa-3,5,7-triene-2,18-dicarboxylic acid	Generator
2,18-Dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylic acid	Generator

Chemical Formula

C₂₃H₂₈N₂O₇

Average Mass

444.4840 Da

Monoisotopic Mass

444.18965 Da

IUPAC Name

2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate

Traditional Name

2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1C2=CC=CC=C2C23CCN4CCC(O)C5(CCC12C(O)(C5O)C(=O)OC)C34

InChI Identifier

InChI=1S/C23H28N2O7/c1-31-18(28)23(30)17(27)20-8-9-22(23)21(10-12-24(16(20)21)11-7-15(20)26)13-5-3-4-6-14(13)25(22)19(29)32-2/h3-6,15-17,26-27,30H,7-12H2,1-2H3

InChI Key

IICJDWBFZMYHKV-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
Kopsia singapurensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.15	ALOGPS
logP	-0.44	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	10.77	ChemAxon
pKa (Strongest Basic)	8.65	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.77 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.52 m³·mol⁻¹	ChemAxon
Polarizability	44.66 Å³	ChemAxon
Number of Rings	6	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

73113102

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate (NP0199724)

MOL for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D MOL for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D SDF for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D-SDF for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

PDB for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D PDB for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

SMILES for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

INCHI for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

Structure for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D Structure for NP0199724 (2,18-dimethyl 15,17,18-trihydroxy-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)