NP-MRD: Showing NP-Card for 4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol (NP0287734)

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Record Information

Version

2.0

Created at

2022-09-09 17:04:19 UTC

Updated at

2022-09-09 17:04:19 UTC

NP-MRD ID

NP0287734

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol

Description

4-Ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]Icosa-10,12,14,16-tetraene-18,19-diol belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. 4-Ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]Icosa-10,12,14,16-tetraene-18,19-diol is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191517452D          

 31 36  0  0  0  0            999 V2000
    2.3967    3.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7793    2.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    3.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411    2.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1689    1.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4686    1.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8412    0.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6577    0.5765    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.4743    0.4588    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    3.2380    0.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0595    0.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7963   -0.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9720   -0.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    0.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8747   -0.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211   -0.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3826    0.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4417    0.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    1.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826    2.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417    2.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890    2.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815    2.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6486    1.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731    1.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    1.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0312    0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041    1.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7140   -1.2617    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  3  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 22 27  2  0  0  0  0
 25 28  1  0  0  0  0
  7 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  CHG  2   8   1   9  -1
M  END

     RDKit          3D

 61 66  0  0  0  0  0  0  0  0999 V2000
   -1.8513    1.2683    2.5266 C   0  0  0  0  0  3  0  0  0  0  0  0
   -1.4409    1.2046    1.4263 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.9188    1.1436    0.0879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9497    0.7965   -0.9023 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3056    0.9811   -0.3267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -0.2146   -0.8639 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7497   -1.4665   -0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3839   -2.6819   -0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4890   -1.3878    1.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322   -1.8673    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9983   -3.0288    0.6711 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -3.1311    0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528   -4.0564    1.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139   -3.7805    1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -2.5829    0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -1.6635    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9816   -2.0211    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441   -1.1971   -0.3078 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0154   -1.2349   -1.7177 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136    0.1892    0.1539 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6907    0.0382    1.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    0.5171   -0.6611 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8241    1.9691   -0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6434    2.7266   -1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    2.6023   -0.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6301    3.4056   -0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837    3.2888    1.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685    4.0483    1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217   -0.3286   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -0.6050   -1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464    0.3140    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8117    1.3690   -1.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593   -0.4214   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3837   -2.5160   -1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171   -3.6176   -0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -2.7556   -0.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0882   -0.4548    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054   -1.4403    2.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2113   -2.2149    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9592   -4.9903    1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348   -4.5079    1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2155   -2.3802    0.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -1.4651   -2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1830   -0.6777    1.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1201    0.3558   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7097    2.0882   -1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1083    2.1942    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8329    3.7921   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216    2.2100   -2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5906    3.1969   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    4.4905   -0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6007    3.3819   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828    3.1788    1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8576    4.5501    2.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    4.2209    1.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162   -1.0346   -1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024    0.3105   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7629   -1.4141   -2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    1.2674    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5144   -0.3644    0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456    0.4034    1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 31  1  0
 29 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  1
 27 28  2  3
 25  3  1  0
  3  2  1  1
  2  1  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  1
 16 29  1  0
 20 22  1  0
 20  3  1  0
  6  4  1  0
 18 10  1  0
 13 12  2  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
 31 60  1  0
 31 61  1  0
 22 45  1  6
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 28 55  1  0
  4 32  1  6
  6 33  1  6
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 15 42  1  0
 14 41  1  0
 13 40  1  0
 19 43  1  0
 21 44  1  0
M  CHG  2   1  -1   2   1
M  END


  Mrv1533004191517452D          

 31 36  0  0  0  0            999 V2000
    2.3967    3.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7793    2.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    3.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411    2.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1689    1.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4686    1.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8412    0.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6577    0.5765    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.4743    0.4588    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    3.2380    0.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0595    0.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7963   -0.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9720   -0.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5894    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    0.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8747   -0.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211   -0.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3826    0.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4417    0.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    1.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826    2.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417    2.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890    2.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815    2.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6486    1.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731    1.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    1.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0312    0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041    1.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8650   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7140   -1.2617    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  3  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 22 27  2  0  0  0  0
 25 28  1  0  0  0  0
  7 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  CHG  2   8   1   9  -1
M  END
> <DATABASE_ID>
NP0287734

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2CCC(C)(C=C)C3([N+]#[C-])C4OC4C(C)(C)C4=NC5=C(C1=CC=C5)C4(O)C23O

> <INCHI_IDENTIFIER>
InChI=1S/C26H30N2O3/c1-8-23(6)13-12-16-21(2,3)14-10-9-11-15-17(14)24(29)20(28-15)22(4,5)18-19(31-18)25(23,27-7)26(16,24)30/h8-11,16,18-19,29-30H,1,12-13H2,2-6H3

> <INCHI_KEY>
GTBYKMVNBWUXSM-UHFFFAOYSA-N

> <FORMULA>
C26H30N2O3

> <MOLECULAR_WEIGHT>
418.537

> <EXACT_MASS>
418.225642834

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.62706228019924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12(17),13,15-tetraene-18,19-diol

> <ALOGPS_LOGP>
4.34

> <JCHEM_LOGP>
2.3109985031240545

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.547861960144335

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.195072470531683

> <JCHEM_PKA_STRONGEST_BASIC>
4.355599406450523

> <JCHEM_POLAR_SURFACE_AREA>
69.71000000000001

> <JCHEM_REFRACTIVITY>
127.88349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12(17),13,15-tetraene-18,19-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       4.474   6.119   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.188   4.754   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.359   5.754   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.423   3.835   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.782   3.110   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.475   2.296   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.303   1.296   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.828   1.076   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0       8.352   0.856   0.000  0.00  0.00           C-1
HETATM   10  C   UNK     0       6.044   0.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.578   0.302   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.220  -1.141   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.681  -1.077   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.967   0.287   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.428   0.351   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.633  -1.175   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.039  -0.115   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.714   1.716   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.825   1.779   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.539   3.144   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.714   4.444   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.825   4.381   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.406   5.352   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       3.699   4.362   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.077   2.953   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.617   3.004   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.539   3.016   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.791   1.588   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.048   2.479   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.215  -0.841   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.933  -2.355   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   24                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4    6                                                       
CONECT    6    5    4    7                                                  
CONECT    7    6    8   10   28                                             
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12   30                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   28                                                  
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23    2   25                                                  
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25   18   22                                                  
CONECT   28   25    7   14   29                                             
CONECT   29   28                                                            
CONECT   30   10   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀N₂O₃

Average Mass

418.5370 Da

Monoisotopic Mass

418.22564 Da

IUPAC Name

4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12(17),13,15-tetraene-18,19-diol

Traditional Name

4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12(17),13,15-tetraene-18,19-diol

CAS Registry Number

Not Available

SMILES

CC1(C)C2CCC(C)(C=C)C3([N+]#[C-])C4OC4C(C)(C)C4=NC5=C(C1=CC=C5)C4(O)C23O

InChI Identifier

InChI=1S/C26H30N2O3/c1-8-23(6)13-12-16-21(2,3)14-10-9-11-15-17(14)24(29)20(28-15)22(4,5)18-19(31-18)25(23,27-7)26(16,24)30/h8-11,16,18-19,29-30H,1,12-13H2,2-6H3

InChI Key

GTBYKMVNBWUXSM-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
3-alkylindole
Indole or derivatives
Isoindole or derivatives
Cyclic alcohol
Tertiary alcohol
1,2-diol
Ketimine
Dialkyl ether
Oxirane
Ether
Organic isocyanide
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Imine
Organic zwitterion
Organopnictogen 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	4.34	ALOGPS
logP	2.31	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	11.2	ChemAxon
pKa (Strongest Basic)	4.36	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.71 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	127.88 m³·mol⁻¹	ChemAxon
Polarizability	45.63 Å³	ChemAxon
Number of Rings	6	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol (NP0287734)

MOL for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

3D MOL for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

3D SDF for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

3D-SDF for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

PDB for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

3D PDB for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

SMILES for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

INCHI for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

Structure for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)

3D Structure for NP0287734 (4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0⁵,¹⁹.0⁶,⁸.0¹⁰,¹⁸.0¹²,¹⁷]icosa-10,12,14,16-tetraene-18,19-diol)