NP-MRD: Showing NP-Card for n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid (NP0223628)

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Record Information

Version

2.0

Created at

2022-09-06 01:46:37 UTC

Updated at

2022-09-06 01:46:37 UTC

NP-MRD ID

NP0223628

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid

Description

N-[2-({[(1S,2R,3R,4S,5S,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid 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 N-[2-({[(1S,2R,3R,4S,5S,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203462D          

 48 55  0  0  1  0            999 V2000
   -0.3274   -2.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -1.6043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197   -0.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821   -0.0895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0090    0.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282    1.0120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9013    1.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372    0.7744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385    2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    2.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3129    3.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397    3.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4026    2.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    2.3511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0065    2.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693    3.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    2.5887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9168    1.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    0.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8202    0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453    0.3251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1498    0.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346   -0.5353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9178   -0.1091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6456    0.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646   -0.2533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7393   -1.0995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5387   -1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1149   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200   -1.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3060   -1.4797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3073   -2.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0224   -2.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363   -2.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514   -2.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4527   -3.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7388   -3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0237   -3.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3099   -3.9547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984   -1.7119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3902   -1.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4816   -0.4669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8221   -1.5122    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3899   -0.6478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0354    0.0925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9630    0.9143    0.0000 O   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
  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
 19 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  6  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  1  0  0  0
 44 43  1  6  0  0  0
  5 44  1  0  0  0  0
 25 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45  3  1  1  0  0  0
 25 45  1  0  0  0  0
 33 46  1  0  0  0  0
 46 26  1  6  0  0  0
 46 47  1  0  0  0  0
 28 47  1  0  0  0  0
 47 48  1  1  0  0  0
M  END


  Mrv1652309062203462D          

 48 55  0  0  1  0            999 V2000
   -0.3274   -2.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -1.6043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197   -0.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821   -0.0895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0090    0.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282    1.0120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9013    1.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372    0.7744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385    2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    2.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3129    3.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397    3.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4026    2.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    2.3511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0065    2.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693    3.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796    2.5887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9168    1.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    0.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8202    0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453    0.3251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1498    0.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346   -0.5353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9178   -0.1091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6456    0.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646   -0.2533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7393   -1.0995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5387   -1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1149   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200   -1.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3060   -1.4797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3073   -2.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0224   -2.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363   -2.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514   -2.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4527   -3.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7388   -3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0237   -3.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3099   -3.9547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984   -1.7119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3902   -1.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4816   -0.4669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8221   -1.5122    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3899   -0.6478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0354    0.0925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9630    0.9143    0.0000 O   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
  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
 19 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  6  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  1  0  0  0
 44 43  1  6  0  0  0
  5 44  1  0  0  0  0
 25 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45  3  1  1  0  0  0
 25 45  1  0  0  0  0
 33 46  1  0  0  0  0
 46 26  1  6  0  0  0
 46 47  1  0  0  0  0
 28 47  1  0  0  0  0
 47 48  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0223628

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@]2(COC(=O)C3=CC=CC=C3N=C(O)OC)CC[C@H](O)[C@@]34[C@@H]5C[C@H]6[C@H](O)[C@@H]5[C@@](C[C@@H]6OC)(OC5=CC=CC=C5O)[C@@H](C[C@H]23)[C@@H]14

> <INCHI_IDENTIFIER>
InChI=1S/C37H46N2O9/c1-4-39-18-35(19-47-33(43)20-9-5-6-10-24(20)38-34(44)46-3)14-13-29(41)37-22-15-21-27(45-2)17-36(30(22)31(21)42,23(32(37)39)16-28(35)37)48-26-12-8-7-11-25(26)40/h5-12,21-23,27-32,40-42H,4,13-19H2,1-3H3,(H,38,44)/t21-,22-,23+,27+,28-,29+,30-,31+,32-,35+,36+,37-/m1/s1

> <INCHI_KEY>
YGCJZTSLEBUZPA-FBBHUZEHSA-N

> <FORMULA>
C37H46N2O9

> <MOLECULAR_WEIGHT>
662.78

> <EXACT_MASS>
662.320331069

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
71.20301270105648

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.7892160484697811

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.107822252348047

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.374747160141647

> <JCHEM_PKA_STRONGEST_BASIC>
9.453947820743258

> <JCHEM_POLAR_SURFACE_AREA>
150.51

> <JCHEM_REFRACTIVITY>
177.10839999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.611  -4.460   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.926  -4.371   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.618  -2.995   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.783  -1.614   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.460  -0.167   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.017   0.370   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.239   1.889   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.682   2.427   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.869   1.446   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.938   3.945   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.382   4.483   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.638   6.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.451   6.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.008   6.445   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.751   4.926   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.692   4.389   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.879   5.370   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.623   6.888   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.322   4.832   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.578   3.314   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.896   1.372   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.398   1.802   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.378   0.607   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.880   0.948   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.985  -0.999   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.447  -0.204   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.805   0.849   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.334  -0.473   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.847  -2.052   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.339  -2.433   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      11.415  -1.331   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.691  -3.146   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.171  -2.762   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.174  -4.302   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       7.509  -5.070   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.841  -4.298   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.176  -5.066   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.178  -6.606   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.846  -7.378   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.511  -6.610   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.178  -7.382   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       4.477  -3.195   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.595  -2.558   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.766  -0.872   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.401  -2.823   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.328  -1.209   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.533   0.173   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       7.398   1.707   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   45                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21   44                                             
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   20                                                       
CONECT   20   19                                                            
CONECT   21    5   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   44   45                                             
CONECT   26   25   27   46                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   47                                                  
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   42   46                                             
CONECT   34   33   35                                                       
CONECT   35   34   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   35   41                                                  
CONECT   41   40                                                            
CONECT   42   33   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43    5   25                                                  
CONECT   45   42    3   25                                                  
CONECT   46   33   26   47                                                  
CONECT   47   46   28   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  110    0
END

View in JSmol

Synonyms

Value	Source
N-[2-({[(1S,2R,3R,4S,5S,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidate	Generator

Chemical Formula

C₃₇H₄₆N₂O₉

Average Mass

662.7800 Da

Monoisotopic Mass

662.32033 Da

IUPAC Name

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

Traditional Name

CAS Registry Number

Not Available

SMILES

CCN1C[C@]2(COC(=O)C3=CC=CC=C3N=C(O)OC)CC[C@H](O)[C@@]34[C@@H]5C[C@H]6[C@H](O)[C@@H]5[C@@](C[C@@H]6OC)(OC5=CC=CC=C5O)[C@@H](C[C@H]23)[C@@H]14

InChI Identifier

InChI=1S/C37H46N2O9/c1-4-39-18-35(19-47-33(43)20-9-5-6-10-24(20)38-34(44)46-3)14-13-29(41)37-22-15-21-27(45-2)17-36(30(22)31(21)42,23(32(37)39)16-28(35)37)48-26-12-8-7-11-25(26)40/h5-12,21-23,27-32,40-42H,4,13-19H2,1-3H3,(H,38,44)/t21-,22-,23+,27+,28-,29+,30-,31+,32-,35+,36+,37-/m1/s1

InChI Key

YGCJZTSLEBUZPA-FBBHUZEHSA-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
Quinolidine
Benzoate ester
Alkaloid or derivatives
Benzoic acid or derivatives
Phenol ether
Phenoxy compound
Benzoyl
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Azepane
Benzenoid
Piperidine
Monocyclic benzene moiety
Cyclic alcohol
Carboxylic acid ester
Tertiary aliphatic amine
Secondary alcohol
Amino acid or derivatives
Tertiary amine
Azacycle
Organoheterocyclic compound
Carboximidic acid derivative
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organonitrogen compound
Organooxygen compound
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	0.79	ChemAxon
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	9.45	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.51 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	177.11 m³·mol⁻¹	ChemAxon
Polarizability	71.2 Å³	ChemAxon
Number of Rings	8	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

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

163186083

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,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid (NP0223628)

MOL for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

3D MOL for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

3D SDF for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

3D-SDF for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

PDB for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

3D PDB for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

SMILES for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

INCHI for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

Structure for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)

3D Structure for NP0223628 (n-[2-({[(1s,2r,3r,4s,5s,6s,8s,9s,10r,13s,16s,17r)-11-ethyl-4,16-dihydroxy-8-(2-hydroxyphenoxy)-6-methoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methoxy}carbonyl)phenyl]methoxycarboximidic acid)