NP-MRD: Showing NP-Card for (2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate (NP0215274)

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Record Information

Version

2.0

Created at

2022-09-05 14:50:16 UTC

Updated at

2022-09-05 14:50:16 UTC

NP-MRD ID

NP0215274

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

Description

(2S,3R,4S,7R)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadeca-1(16),9,12,14-tetraen-3-yl acetate belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines. (2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate is found in Aspergillus fumigatus. Based on a literature review very few articles have been published on (2S,3R,4S,7R)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadeca-1(16),9,12,14-tetraen-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052216502D          

 27 30  0  0  1  0            999 V2000
   -0.9660   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1590   -1.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887   -0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  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 12  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  6  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    4.8865   -0.7057   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553   -0.9361    0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4842    0.1917    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6322    1.1525    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1236   -0.4157    2.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968    0.7789    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3751    2.0889   -0.0399 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2371    2.3382   -0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6489    3.4171   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781    3.2762   -1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2498    2.0455   -1.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6569    0.9681   -1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.1426   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415    0.1741   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074   -1.1651   -0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6614   -1.3882   -0.5155 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3179   -0.3329   -1.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7712   -0.0986   -0.8703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7344    0.5082    0.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2860    1.7069    0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2111    2.3048    2.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9034    2.3568   -0.1435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818   -1.4520   -0.8257 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5757   -1.9672   -2.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495   -2.4068    0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -1.8299    0.6070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8252   -2.8584    1.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2774   -1.5186   -1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703    0.3046   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7820   -1.9695    0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5846    0.5740    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4671    1.7941    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079    1.7599    0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0579   -0.4649    3.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    0.2231    3.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689   -1.4625    2.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0953    2.8226    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1839    4.3697   -1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105    4.1421   -2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    1.9727   -2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3761   -1.9513   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155   -1.4566    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -2.3226   -1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -0.6394   -2.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2993    0.4682   -1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3027    1.9941    2.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1850    3.4108    1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533    2.0539    2.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4938   -1.2897   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3773   -2.7257   -2.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -2.3242   -2.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -1.1014   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -3.3663   -0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3696   -2.6545    0.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204   -3.3119    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5493   -3.6939    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717   -2.5305    2.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 16  1  0
 16 15  1  0
 15 14  1  0
 14  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 12 13  2  0
  6  3  1  0
  3  4  1  0
  3  5  1  0
  3  2  1  0
  2  1  2  3
 18 23  1  0
 17 16  1  0
 13 14  1  0
 13  8  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 23 49  1  1
 25 53  1  0
 25 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 16 43  1  6
 15 41  1  0
 15 42  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 17 44  1  6
 18 45  1  6
 21 46  1  0
 21 47  1  0
 21 48  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  5 36  1  0
  2 30  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652309052216502D          

 27 30  0  0  1  0            999 V2000
   -0.9660   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1590   -1.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887   -0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  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 12  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  6  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215274

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CN(C)[C@@H]2CC3=C(NC4=CC=CC([C@@H]2[C@@H]1OC(C)=O)=C34)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N2O2/c1-7-23(4,5)22-16-11-18-20(15-9-8-10-17(24-22)19(15)16)21(27-14(3)26)13(2)12-25(18)6/h7-10,13,18,20-21,24H,1,11-12H2,2-6H3/t13-,18+,20-,21+/m0/s1

> <INCHI_KEY>
OSICWVVWEXKSBD-NHOOAETJSA-N

> <FORMULA>
C23H30N2O2

> <MOLECULAR_WEIGHT>
366.505

> <EXACT_MASS>
366.230728214

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.34227270867035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,7R)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

> <JCHEM_LOGP>
3.845861202333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.445370057063926

> <JCHEM_PKA_STRONGEST_BASIC>
8.390647861190763

> <JCHEM_POLAR_SURFACE_AREA>
45.330000000000005

> <JCHEM_REFRACTIVITY>
109.04650000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,7R)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.803  -3.725   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.297  -3.405   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.179  -1.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.644  -2.416   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.286  -1.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.264   2.570   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.454   6.160   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.788   3.850   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.454  -0.000   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13    6   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   16   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,7R)-4,6-Dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0,.0,]hexadeca-1(16),9,12,14-tetraen-3-yl acetic acid	Generator

Chemical Formula

C₂₃H₃₀N₂O₂

Average Mass

366.5050 Da

Monoisotopic Mass

366.23073 Da

IUPAC Name

(2S,3R,4S,7R)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

Traditional Name

(2S,3R,4S,7R)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1CN(C)[C@@H]2CC3=C(NC4=CC=CC([C@@H]2[C@@H]1OC(C)=O)=C34)C(C)(C)C=C

InChI Identifier

InChI=1S/C23H30N2O2/c1-7-23(4,5)22-16-11-18-20(15-9-8-10-17(24-22)19(15)16)21(27-14(3)26)13(2)12-25(18)6/h7-10,13,18,20-21,24H,1,11-12H2,2-6H3/t13-,18+,20-,21+/m0/s1

InChI Key

OSICWVVWEXKSBD-NHOOAETJSA-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
Aspergillus fumigatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Clavines and derivatives

Direct Parent

Clavines and derivatives

Alternative Parents

Substituents

Clavine skeleton
Indoloquinoline
Benzoquinoline
Pyrroloquinoline
3-alkylindole
Quinoline
Isoindole or derivatives
Indole or derivatives
Indole
Aralkylamine
Benzenoid
Substituted pyrrole
Piperidine
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	3.85	ChemAxon
pKa (Strongest Acidic)	16.45	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.05 m³·mol⁻¹	ChemAxon
Polarizability	42.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

163187282

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate (NP0215274)

MOL for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D MOL for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D SDF for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D-SDF for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

PDB for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D PDB for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

SMILES for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

INCHI for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

Structure for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D Structure for NP0215274 ((2s,3r,4s,7r)-4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)