NP-MRD: Showing NP-Card for (1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane (NP0170741)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 06:59:06 UTC

Updated at

2024-09-12 20:34:33 UTC

NP-MRD ID

NP0170741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane

Description

Jamine belongs to the class of organic compounds known as ormosia-type alkaloids. These are aloperine alkaloids with a structure based on the ormosanine skeleton. (1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane is found in Bowdichia virgilioides. (1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane was first documented in 2019 (PMID: 31285004). Based on a literature review very few articles have been published on jamine.

Structure

MOL SDF PDB SMILES InChI

NP0155905
  Mrv2104 05272322243D          

 59 64  0  0  0  0            999 V2000
    4.8229   -1.0518   -0.9975 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9876   -2.0078   -1.8399 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6094   -1.4232   -2.1498 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9164   -1.0412   -0.9135 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.5247   -0.6393   -1.1811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2863   -0.2506    0.1072 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6312   -0.4090    1.3402 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9012    0.4415    1.1143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5327    1.9398    1.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4587    2.2326   -0.0562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0331    3.6902    0.0299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5134    3.8460   -0.3347 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9798    2.7831   -1.3277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8051    1.4153   -0.8405 N   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0355    0.8366   -0.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7264   -0.2738    0.6390 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9169   -1.0227    1.0458 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0199   -2.4046    0.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7904   -3.2598    0.7105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5144   -2.4281    0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6160   -1.0950    0.1181 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7111    1.2554    0.1199 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6657   -0.0238   -0.1590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0422   -0.5954    0.2319 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0979   -0.1779   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -1.5377   -0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5133   -2.2337   -2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8696   -2.9575   -1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -2.1871   -2.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.5617   -2.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0465   -1.4989   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    0.1647   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196   -0.0907    2.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -1.4552    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    0.3237    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308    2.5361    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652    2.2645    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9026    2.1050   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5758    4.3020   -0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230    4.1082    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    3.7806    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6836    4.8471   -0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196    2.9716   -1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    2.8879   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926    1.5937    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6671    0.4955   -1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8364   -0.4567    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736   -1.1471    2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9212   -2.9191    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305   -2.2952   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607   -3.9924   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9536   -3.8385    1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3499   -2.2435    1.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586   -3.0135    0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8763   -1.3497   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1034    1.4972    1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516    0.8422   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263    0.1648    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171   -1.4432    0.9185 H   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  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  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  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 22  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24  1  1  0  0  0  0
 23  4  1  0  0  0  0
 21  6  1  0  0  0  0
 22  6  1  0  0  0  0
 22 10  1  0  0  0  0
 21 16  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  7 33  1  0  0  0  0
  7 34  1  0  0  0  0
  8 35  1  1  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
 10 38  1  6  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 21 55  1  6  0  0  0
 22 56  1  1  0  0  0
 23 57  1  6  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
M  END

NP0155905
  Mrv2104 05272322243D          

 59 64  0  0  0  0            999 V2000
    4.8229   -1.0518   -0.9975 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9876   -2.0078   -1.8399 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6094   -1.4232   -2.1498 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9164   -1.0412   -0.9135 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.5247   -0.6393   -1.1811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2863   -0.2506    0.1072 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6312   -0.4090    1.3402 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9012    0.4415    1.1143 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5327    1.9398    1.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4587    2.2326   -0.0562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0331    3.6902    0.0299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5134    3.8460   -0.3347 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9798    2.7831   -1.3277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8051    1.4153   -0.8405 N   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0355    0.8366   -0.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7264   -0.2738    0.6390 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9169   -1.0227    1.0458 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0199   -2.4046    0.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7904   -3.2598    0.7105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5144   -2.4281    0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6160   -1.0950    0.1181 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7111    1.2554    0.1199 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6657   -0.0238   -0.1590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0422   -0.5954    0.2319 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0979   -0.1779   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -1.5377   -0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5133   -2.2337   -2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8696   -2.9575   -1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -2.1871   -2.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.5617   -2.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0465   -1.4989   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    0.1647   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196   -0.0907    2.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -1.4552    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    0.3237    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308    2.5361    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652    2.2645    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9026    2.1050   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5758    4.3020   -0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230    4.1082    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    3.7806    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6836    4.8471   -0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196    2.9716   -1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    2.8879   -2.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926    1.5937    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6671    0.4955   -1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8364   -0.4567    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736   -1.1471    2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9212   -2.9191    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305   -2.2952   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607   -3.9924   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9536   -3.8385    1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3499   -2.2435    1.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586   -3.0135    0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8763   -1.3497   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1034    1.4972    1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516    0.8422   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263    0.1648    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171   -1.4432    0.9185 H   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  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  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  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 22  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24  1  1  0  0  0  0
 23  4  1  0  0  0  0
 21  6  1  0  0  0  0
 22  6  1  0  0  0  0
 22 10  1  0  0  0  0
 21 16  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  7 33  1  0  0  0  0
  7 34  1  0  0  0  0
  8 35  1  1  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
 10 38  1  6  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 21 55  1  6  0  0  0
 22 56  1  1  0  0  0
 23 57  1  6  0  0  0
 24 58  1  0  0  0  0
 24 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0170741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1([H])N2C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@]2([H])[C@@]23C([H])([H])N4C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@]4([H])[C@@]([H])(C([H])([H])[C@]4([H])C([H])([H])C([H])([H])C([H])([H])N1[C@@]24[H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C21H35N3/c1-3-9-22-14-21-13-17(18(22)7-1)12-16-6-5-11-24(20(16)21)15-23-10-4-2-8-19(21)23/h16-20H,1-15H2/t16-,17-,18+,19+,20+,21+/s2

> <INCHI_KEY>
GFDFZTFQPIBNSQ-YIOKQEFVNA-N

> <FORMULA>
C21H35N3

> <MOLECULAR_WEIGHT>
329.532

> <EXACT_MASS>
329.283098139

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.06486989256524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,13S,15S,16R,23R)-7,9,21-triazahexacyclo[11.9.1.1^{1,15}.0^{2,7}.0^{9,23}.0^{16,21}]tetracosane

> <JCHEM_LOGP>
3.1300867180000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.902640898456834

> <JCHEM_POLAR_SURFACE_AREA>
9.72

> <JCHEM_REFRACTIVITY>
98.81989999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,13S,15S,16R,23R)-7,9,21-triazahexacyclo[11.9.1.1^{1,15}.0^{2,7}.0^{9,23}.0^{16,21}]tetracosane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0155905                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       4.823  -1.052  -0.998  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.988  -2.008  -1.840  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.609  -1.423  -2.150  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.916  -1.041  -0.914  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.525  -0.639  -1.181  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.286  -0.251   0.107  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.631  -0.409   1.340  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.901   0.442   1.114  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.533   1.940   1.009  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.459   2.233  -0.056  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.033   3.690   0.030  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.513   3.846  -0.335  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.980   2.783  -1.328  0.00  0.00           C+0
HETATM   14  N   UNK     0      -1.805   1.415  -0.841  0.00  0.00           N+0
HETATM   15  C   UNK     0      -3.035   0.837  -0.277  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.726  -0.274   0.639  0.00  0.00           N+0
HETATM   17  C   UNK     0      -3.917  -1.023   1.046  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.020  -2.405   0.406  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.790  -3.260   0.711  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.514  -2.428   0.871  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.616  -1.095   0.118  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.711   1.255   0.120  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.666  -0.024  -0.159  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.042  -0.595   0.232  0.00  0.00           C+0
HETATM   25  H   UNK     0       5.098  -0.178  -1.601  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.756  -1.538  -0.691  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.513  -2.234  -2.775  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.870  -2.958  -1.302  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.032  -2.187  -2.685  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.711  -0.562  -2.822  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.047  -1.499  -1.667  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.493   0.165  -1.926  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.120  -0.091   2.257  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.921  -1.455   1.496  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.541   0.324   1.998  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.431   2.536   0.806  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.165   2.264   1.992  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.903   2.105  -1.050  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.576   4.302  -0.648  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.123   4.108   1.032  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.120   3.781   0.578  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.684   4.847  -0.747  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.020   2.972  -1.622  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.392   2.888  -2.248  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.593   1.594   0.289  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.667   0.496  -1.107  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.836  -0.457   0.852  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.874  -1.147   2.135  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.921  -2.919   0.758  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.130  -2.295  -0.680  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.661  -3.992  -0.095  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.954  -3.838   1.628  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.350  -2.244   1.940  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.659  -3.014   0.515  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.876  -1.350  -0.921  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.103   1.497   1.124  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.852   0.842  -0.809  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.626   0.165   0.765  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.917  -1.443   0.919  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    1    3   27   28                                             
CONECT    3    2    4   29   30                                             
CONECT    4    3    5   23                                                  
CONECT    5    4    6   31   32                                             
CONECT    6    5    7   21   22                                             
CONECT    7    6    8   33   34                                             
CONECT    8    7    9   23   35                                             
CONECT    9    8   10   36   37                                             
CONECT   10    9   11   22   38                                             
CONECT   11   10   12   39   40                                             
CONECT   12   11   13   41   42                                             
CONECT   13   12   14   43   44                                             
CONECT   14   13   15   22                                                  
CONECT   15   14   16   45   46                                             
CONECT   16   15   17   21                                                  
CONECT   17   16   18   47   48                                             
CONECT   18   17   19   49   50                                             
CONECT   19   18   20   51   52                                             
CONECT   20   19   21   53   54                                             
CONECT   21   20    6   16   55                                             
CONECT   22   14    6   10   56                                             
CONECT   23    8   24    4   57                                             
CONECT   24   23    1   58   59                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    2                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    7                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   15                                                            
CONECT   46   15                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   18                                                            
CONECT   50   18                                                            
CONECT   51   19                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
CONECT   59   24                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  128    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₅N₃

Average Mass

329.5320 Da

Monoisotopic Mass

329.28310 Da

IUPAC Name

(1R,2R,13S,15S,16R,23R)-7,9,21-triazahexacyclo[11.9.1.1^{1,15}.0^{2,7}.0^{9,23}.0^{16,21}]tetracosane

Traditional Name

(1R,2R,13S,15S,16R,23R)-7,9,21-triazahexacyclo[11.9.1.1^{1,15}.0^{2,7}.0^{9,23}.0^{16,21}]tetracosane

CAS Registry Number

Not Available

SMILES

[H]C1([H])N2C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@]2([H])[C@@]23C([H])([H])N4C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@]4([H])[C@@]([H])(C([H])([H])[C@]4([H])C([H])([H])C([H])([H])C([H])([H])N1[C@@]24[H])C3([H])[H]

InChI Identifier

InChI=1/C21H35N3/c1-3-9-22-14-21-13-17(18(22)7-1)12-16-6-5-11-24(20(16)21)15-23-10-4-2-8-19(21)23/h16-20H,1-15H2/t16-,17-,18+,19+,20+,21+/s2

InChI Key

GFDFZTFQPIBNSQ-YIOKQEFVNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bowdichia virgilioides	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as ormosia-type alkaloids. These are aloperine alkaloids with a structure based on the ormosanine skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Lupin alkaloids

Sub Class

Aloperine and related alkaloids

Direct Parent

Ormosia-type alkaloids

Alternative Parents

Substituents

Ormosia-type alkaloid
Azaspirodecane
Quinolidine
Quinolizidine
Pyridopyrimidine
1,3-diazinane
Piperidine
Pyridine
Pyrimidine
Tertiary aliphatic amine
Tertiary amine
Aminal
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
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	3.13	ChemAxon
pKa (Strongest Basic)	9.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.72 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	98.82 m³·mol⁻¹	ChemAxon
Polarizability	40.06 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Dias LG, Duarte GHB, Mariutti LRB, Bragagnolo N: Aroma profile of rice varieties by a novel SPME method able to maximize 2-acetyl-1-pyrroline and minimize hexanal extraction. Food Res Int. 2019 Sep;123:550-558. doi: 10.1016/j.foodres.2019.05.025. Epub 2019 May 17. [PubMed:31285004 ]
LOTUS database [Link]

Showing NP-Card for (1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane (NP0170741)

MOL for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

3D MOL for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

3D SDF for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

3D-SDF for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

PDB for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

3D PDB for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

SMILES for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

INCHI for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

Structure for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)

3D Structure for NP0170741 ((1r,2r,13s,15s,16r,23r)-7,9,21-triazahexacyclo[11.9.1.1¹,¹⁵.0²,⁷.0⁹,²³.0¹⁶,²¹]tetracosane)