NP-MRD: Showing NP-Card for ({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid (NP0309433)

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Record Information

Version

2.0

Created at

2022-09-11 04:02:13 UTC

Updated at

2022-09-11 04:02:14 UTC

NP-MRD ID

NP0309433

Secondary Accession Numbers

None

Natural Product Identification

Common Name

({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid

Description

({3,13-Dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]Docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid belongs to the class of organic compounds known as vinylogous esters. ({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid is found in Streptomyces hygroscopicus. These are organic compounds containing an ester group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety ({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]Docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171515252D          

 40 41  0  0  0  0            999 V2000
    9.5863   -0.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4826    0.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7220    0.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -0.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8432   -0.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0226   -0.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6875   -0.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2837    0.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8796    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2016   -0.3124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7938    0.9781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    1.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3726    0.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6191    1.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514    0.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333    1.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010    2.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152    3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6971    4.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5364    3.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2041    3.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1183    4.7448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859    5.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9576    3.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6253    4.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7969    2.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2150    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6362    1.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3039    1.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0574    1.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1432    0.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7251    1.9086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9545    2.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6222    2.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7798    2.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    1.8373    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  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
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 16 17  2  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
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 27  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 17 37  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  2  0  0  0  0
 16 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END

     RDKit          3D

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    3.9167   -0.3427   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9456   -2.3157   -3.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4646   -2.4689   -0.7524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4241   -3.8025   -0.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2742    1.8586    2.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516    1.0288    3.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3838   -0.2034    3.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -0.9448    4.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4404   -1.0715    1.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
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 22 67  1  0
 22 68  1  0
M  END


  Mrv1533004171515252D          

 40 41  0  0  0  0            999 V2000
    9.5863   -0.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4826    0.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7220    0.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8432   -0.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0226   -0.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8796    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2016   -0.3124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7938    0.9781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    1.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3726    0.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6191    1.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514    0.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333    1.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010    2.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152    3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5364    3.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2041    3.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1183    4.7448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859    5.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9576    3.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6253    4.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0434    2.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3757    2.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7969    2.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8827    1.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2150    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6362    1.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3039    1.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0574    1.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1432    0.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7251    1.9086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9545    2.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6222    2.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7798    2.3219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    1.8373    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  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  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
 14 16  1  0  0  0  0
 16 17  2  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
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 27  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 17 37  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  2  0  0  0  0
 16 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309433

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CCC=C(C)C(=O)NC2=CC(=O)C(OC)=C(CC(C)CC(OC)C(O)C(C)C=C(C)C1OC(N)=O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H42N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h9,13-15,17,22-24,26,33H,8,10-12H2,1-7H3,(H2,30,36)(H,31,35)

> <INCHI_KEY>
JRZJKWGQFNTSRN-UHFFFAOYSA-N

> <FORMULA>
C29H42N2O9

> <MOLECULAR_WEIGHT>
562.66

> <EXACT_MASS>
562.28903094

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
59.23234294950581

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18-tetraen-9-yl carbamate

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.3572088713333335

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.92274993893803

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.778560436680419

> <JCHEM_PKA_STRONGEST_BASIC>
-3.204336790362125

> <JCHEM_POLAR_SURFACE_AREA>
163.48

> <JCHEM_REFRACTIVITY>
151.7167

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18-tetraen-9-yl carbamate

> <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      17.894  -1.275   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.701   0.253   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      16.281   0.849   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.961  -0.199   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.641  -1.705   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.109  -1.865   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.483  -0.458   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.596   0.606   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.975   0.294   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.710  -0.583   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      10.815   1.826   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.409   2.453   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.162   1.548   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.756   2.175   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.509   1.271   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.596   3.707   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.842   4.612   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.682   6.143   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.928   7.048   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.768   8.579   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.335   6.421   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.581   7.325   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.421   8.857   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.667   9.761   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.987   6.698   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.234   7.603   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.148   5.167   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.901   4.262   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.554   4.539   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.714   3.008   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.468   2.103   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.121   2.381   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      17.367   3.285   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      18.774   2.658   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      18.934   1.127   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0      20.020   3.563   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       9.248   3.985   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.495   4.889   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.189   4.334   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.943   3.430   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   37                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   39                                                  
CONECT   17   16   18   37                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    3   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   17   12   38                                                  
CONECT   38   37                                                            
CONECT   39   16   40                                                       
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

View in JSmol

Synonyms

Value	Source
({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidate	Generator

Chemical Formula

C₂₉H₄₂N₂O₉

Average Mass

562.6600 Da

Monoisotopic Mass

562.28903 Da

IUPAC Name

13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18-tetraen-9-yl carbamate

Traditional Name

13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18-tetraen-9-yl carbamate

CAS Registry Number

Not Available

SMILES

COC1CCC=C(C)C(=O)NC2=CC(=O)C(OC)=C(CC(C)CC(OC)C(O)C(C)C=C(C)C1OC(N)=O)C2=O

InChI Identifier

InChI=1S/C29H42N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h9,13-15,17,22-24,26,33H,8,10-12H2,1-7H3,(H2,30,36)(H,31,35)

InChI Key

JRZJKWGQFNTSRN-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
Streptomyces hygroscopicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vinylogous esters. These are organic compounds containing an ester group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Vinylogous esters

Sub Class

Not Available

Direct Parent

Vinylogous esters

Alternative Parents

Substituents

Cyclic carboximidic acid
Vinylogous ester
Ketone
Secondary alcohol
Cyclic ketone
Carboximidic acid derivative
Dialkyl ether
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Carbonyl group
Imine
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	2.22	ALOGPS
logP	2.36	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	12.78	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	163.48 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	151.72 m³·mol⁻¹	ChemAxon
Polarizability	59.23 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

72747672

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid (NP0309433)

MOL for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

3D MOL for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

3D SDF for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

3D-SDF for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

PDB for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

3D PDB for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

SMILES for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

INCHI for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

Structure for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)

3D Structure for NP0309433 (({3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,10,18-pentaen-9-yl}oxy)methanimidic acid)