NP-MRD: Showing NP-Card for n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid (NP0321091)

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Record Information

Version

2.0

Created at

2022-09-11 23:06:44 UTC

Updated at

2022-09-11 23:06:44 UTC

NP-MRD ID

NP0321091

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid

Description

Majusine A belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom. Based on a literature review very few articles have been published on Majusine A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122201062D          

 43 49  0  0  1  0            999 V2000
    0.5795   -3.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308   -2.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9484   -1.5670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871   -0.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482   -0.0814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0121    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792    1.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1046    1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7193    1.9098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5539    2.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8270    3.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    3.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6286    3.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1793    3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6446    3.3368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192    4.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430    4.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699    4.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801    0.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7844    0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3106    0.3360    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9616    0.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -0.5249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8839   -0.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6107    0.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4310   -0.2387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7071   -1.0844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5526   -1.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9949   -2.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889   -1.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746   -1.4672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4239   -2.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570   -0.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011    0.1063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6008    0.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673   -1.7009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3500   -2.5697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3586   -1.3613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4739   -1.7708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -0.4576    0.0000 C   0  0  2  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
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
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 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  1  0  0  0
 32 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
  3 39  1  0  0  0  0
 24 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 43 40  1  6  0  0  0
  5 43  1  0  0  0  0
 24 43  1  0  0  0  0
M  END

     RDKit          3D

 87 93  0  0  0  0  0  0  0  0999 V2000
   -0.5106    2.8474    3.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147    2.8484    1.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501    1.6192    0.9094 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375    1.0979    0.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703    0.2054   -0.4026 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9371   -0.8274   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494   -0.1173    0.2247 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232   -0.7561    0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908   -2.0209    0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5611   -0.0850    0.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6391    1.2849    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8380    1.9406    1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2751   -0.1165    2.2975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -1.1057    0.5553 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3299   -2.4310    0.4825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938   -3.2209    1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4147   -0.5360   -0.7411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4399   -0.7955    0.3809 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6245   -2.0081    1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5595    0.1136    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4786    0.5234   -0.3666 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7474   -0.0832   -0.2503 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0027    0.2408   -1.7532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6910    0.9160   -2.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5999   -0.0846   -1.8054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2969   -1.1519   -1.0494 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.8633    3.1917    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7640   -2.3996   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3303   -2.8872   -1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3371   -1.2788   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0848   -4.8374    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3398    0.5711   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1672   -0.0195   -3.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6497    1.2004   -3.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542   -0.5115   -2.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2643   -2.2599   -1.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  6  7  1  0
  7  8  1  0
  8  9  2  0
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 25 67  1  6
M  END


  Mrv1652309122201062D          

 43 49  0  0  1  0            999 V2000
    0.5795   -3.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308   -2.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9484   -1.5670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7193    1.9098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8270    3.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525    3.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6286    3.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1793    3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6446    3.3368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192    4.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430    4.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699    4.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801    0.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7844    0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3106    0.3360    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9616    0.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -0.5249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8839   -0.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6107    0.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4310   -0.2387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7071   -1.0844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5526   -1.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9949   -2.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889   -1.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746   -1.4672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4239   -2.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570   -0.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011    0.1063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6008    0.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673   -1.7009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3500   -2.5697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3586   -1.3613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4739   -1.7708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -0.4576    0.0000 C   0  0  2  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
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  1  0  0  0
 32 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
  3 39  1  0  0  0  0
 24 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 43 40  1  6  0  0  0
  5 43  1  0  0  0  0
 24 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321091

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@]2(COC(=O)C3=CC=CC=C3N=C(C)O)CC[C@H](O)[C@@]34C5C[C@H]6[C@H](O)C5[C@](O)(C[C@@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)C14

> <INCHI_IDENTIFIER>
InChI=1S/C32H44N2O9/c1-5-34-14-29(15-43-27(38)17-8-6-7-9-20(17)33-16(2)35)11-10-22(36)31-19-12-18-21(41-3)13-30(39,23(19)24(18)37)32(40,28(31)34)26(42-4)25(29)31/h6-9,18-19,21-26,28,36-37,39-40H,5,10-15H2,1-4H3,(H,33,35)/t18-,19?,21+,22+,23?,24+,25-,26+,28?,29+,30-,31+,32-/m1/s1

> <INCHI_KEY>
QYHHXQRUHYQZFK-KLGALIKOSA-N

> <FORMULA>
C32H44N2O9

> <MOLECULAR_WEIGHT>
600.709

> <EXACT_MASS>
600.304681005

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
64.17603042919711

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[2-({[(1S,4S,5S,6S,8R,9S,13S,16S,17R,18S)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid

> <JCHEM_LOGP>
-2.97699071788604

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.206704451987523

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.293808300907318

> <JCHEM_PKA_STRONGEST_BASIC>
9.299060188698444

> <JCHEM_POLAR_SURFACE_AREA>
161.51

> <JCHEM_REFRACTIVITY>
156.2527

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-({[(1S,4S,5S,6S,8R,9S,13S,16S,17R,18S)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.082  -6.193   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.804  -4.593   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.770  -2.925   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.723  -1.600   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.397  -0.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.023   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.894   2.112   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.195   3.485   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.343   3.565   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.034   4.776   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.572   4.696   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.410   5.987   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.711   7.359   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.173   7.440   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.335   6.148   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.203   6.229   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.902   7.601   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.440   7.681   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.064   8.892   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.830   1.388   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.331   1.821   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.313   0.627   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.528   1.688   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.923  -0.980   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.383  -0.182   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.740   0.873   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.271  -0.446   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.787  -2.024   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.365  -2.438   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      11.191  -3.795   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.633  -3.120   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.113  -2.739   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.391  -4.349   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.266  -1.186   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.469   0.198   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.588   1.503   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.419  -3.175   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.387  -4.797   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.343  -2.804   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.536  -2.541   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.885  -3.305   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -0.779  -3.402   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.704  -0.854   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   39                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20   43                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    5   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   39   43                                             
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   35                                                  
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32                                                       
CONECT   32   31   33   34   37                                             
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34   27   36                                                  
CONECT   36   35                                                            
CONECT   37   32   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37    3   24                                                  
CONECT   40   37   41   43                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43   40    5   24                                                  
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₄N₂O₉

Average Mass

600.7090 Da

Monoisotopic Mass

600.30468 Da

IUPAC Name

N-[2-({[(1S,4S,5S,6S,8R,9S,13S,16S,17R,18S)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CCN1C[C@]2(COC(=O)C3=CC=CC=C3N=C(C)O)CC[C@H](O)[C@@]34C5C[C@H]6[C@H](O)C5[C@](O)(C[C@@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)C14

InChI Identifier

InChI=1S/C32H44N2O9/c1-5-34-14-29(15-43-27(38)17-8-6-7-9-20(17)33-16(2)35)11-10-22(36)31-19-12-18-21(41-3)13-30(39,23(19)24(18)37)32(40,28(31)34)26(42-4)25(29)31/h6-9,18-19,21-26,28,36-37,39-40H,5,10-15H2,1-4H3,(H,33,35)/t18-,19?,21+,22+,23?,24+,25-,26+,28?,29+,30-,31+,32-/m1/s1

InChI Key

QYHHXQRUHYQZFK-KLGALIKOSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Aconitane-type diterpenoid alkaloids

Alternative Parents

Substituents

Aconitane-type diterpenoid alkaloid
Acylaminobenzoic acid or derivatives
Quinolidine
Benzoate ester
Acetanilide
N-acetylarylamine
Alkaloid or derivatives
Anilide
Benzoic acid or derivatives
N-arylamide
Benzoyl
Azepane
Benzenoid
Piperidine
Monocyclic benzene moiety
Acetamide
Vinylogous amide
Tertiary alcohol
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	ChemAxon
pKa (Strongest Acidic)	5.29	ChemAxon
pKa (Strongest Basic)	9.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	156.25 m³·mol⁻¹	ChemAxon
Polarizability	64.18 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047305

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

102283122

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid (NP0321091)

MOL for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

3D MOL for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

3D SDF for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

3D-SDF for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

PDB for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

3D PDB for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

SMILES for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

INCHI for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

Structure for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)

3D Structure for NP0321091 (n-[2-({[(1s,4s,5s,6s,8r,9s,13s,16s,17r,18s)-11-ethyl-4,8,9,16-tetrahydroxy-6,18-dimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]ethanimidic acid)