NP-MRD: Showing NP-Card for n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine (NP0329176)

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Record Information

Version

2.0

Created at

2022-09-12 13:19:26 UTC

Updated at

2022-09-12 13:19:27 UTC

NP-MRD ID

NP0329176

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine

Description

N-[(2S,3R,4R,5R,7S)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]Hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine is found in Hapalosiphon delicatulus. Based on a literature review very few articles have been published on N-[(2S,3R,4R,5R,7S)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]Hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122215192D          

 29 32  0  0  1  0            999 V2000
    2.1578   -1.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545   -1.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -0.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4179    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5940    0.0463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2994    0.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983    1.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    2.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8134    2.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413    1.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    0.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682    1.2585    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4125    2.0823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1481    2.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394    2.0055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5750    2.3790    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7951    1.1817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0352    0.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6141    1.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1096    0.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595    0.8082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0151   -0.0156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064   -0.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7213    2.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663    3.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068    3.2953    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
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 22 23  2  0  0  0  0
 20 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  2  0  0  0  0
 16 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
    2.5703    2.3385    1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672    2.7092    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4313    1.8705   -0.7746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643    2.4825   -2.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    2.0513   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1826    0.4466   -0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -0.4862   -0.7897 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7037   -1.7270   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1923   -3.0195   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3715   -4.1012   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0646   -3.9481    0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5874   -2.6331    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4015   -1.5857   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0592   -0.2509   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662    0.1148    0.3091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2610   -0.9994    0.4352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1828   -0.5852    1.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4498    0.8800    1.5878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6634    1.7433    2.9583 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    1.5552    0.2885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1518    3.0586    0.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    1.3744   -0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6294    1.8794   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0086    1.1644   -0.4866 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5012    0.5078   -1.6576 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9009   -0.1759   -2.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -2.3713    0.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6791   -3.3406   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8784   -2.8788    2.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004    1.4096    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818    2.9401    2.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    3.6349    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760    1.7206   -2.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2449    3.3866   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    2.8365   -2.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2730    1.6828   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    1.4424   -0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    3.0986   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339   -0.3221   -1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2174   -3.1521   -0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8151   -5.0835   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -4.7633    0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1269    0.5327    1.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9794   -0.9926   -0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0780   -1.2154    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5884   -0.8082    2.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    0.9768    1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    3.2900    1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    3.5277   -0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093    3.5812    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040    0.8590   -1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6783    2.4031    0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5866    1.7942   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114    2.0412   -0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4072   -0.6280   -3.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557   -0.3702   -2.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2799   -3.4011   -1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7221   -2.9551   -0.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417   -4.3566    0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250   -2.8244    2.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1519   -2.3761    2.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547   -3.9829    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  5  1  0
  3  2  1  0
  2  1  2  3
  3  6  1  0
  6 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  6
 22 23  2  3
 20 24  1  0
 24 25  1  0
 25 26  2  3
 16 27  1  0
 27 28  1  0
 27 29  1  0
 27 12  1  0
 12 13  2  0
 13  8  1  0
  8  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7  6  1  0
 13 14  1  0
 24 15  1  0
 11 12  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  5 38  1  0
  2 32  1  0
  1 30  1  0
  1 31  1  0
 15 43  1  1
 16 44  1  6
 17 45  1  0
 17 46  1  0
 18 47  1  1
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  6
 26 55  1  0
 26 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
M  END


  Mrv1652309122215192D          

 29 32  0  0  1  0            999 V2000
    2.1578   -1.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545   -1.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -0.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -0.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4179    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5940    0.0463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2994    0.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983    1.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    2.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8134    2.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413    1.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326    0.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682    1.2585    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4125    2.0823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1481    2.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394    2.0055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5750    2.3790    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7951    1.1817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0352    0.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6141    1.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1096    0.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595    0.8082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0151   -0.0156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064   -0.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7213    2.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663    3.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068    3.2953    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
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 22 23  2  0  0  0  0
 20 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  2  0  0  0  0
 16 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329176

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C=C)C1=C2[C@@H]3[C@H](C[C@@H](Cl)[C@](C)(C=C)[C@@H]3N=C)C(C)(C)C3=C2C(N1)=CC=C3

> <INCHI_IDENTIFIER>
InChI=1S/C26H33ClN2/c1-9-24(3,4)22-21-19-15(12-11-13-17(19)29-22)25(5,6)16-14-18(27)26(7,10-2)23(28-8)20(16)21/h9-13,16,18,20,23,29H,1-2,8,14H2,3-7H3/t16-,18+,20-,23+,26-/m0/s1

> <INCHI_KEY>
KVKHZNMECJZECY-UMIISBCRSA-N

> <FORMULA>
C26H33ClN2

> <MOLECULAR_WEIGHT>
409.01

> <EXACT_MASS>
408.2332268

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.1357987869868

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,4R,5R,7S)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine

> <JCHEM_LOGP>
6.258356845333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.652176794928486

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.482522316804378

> <JCHEM_PKA_STRONGEST_BASIC>
7.5436533567447865

> <JCHEM_POLAR_SURFACE_AREA>
28.15

> <JCHEM_REFRACTIVITY>
123.4082

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R,4R,5R,7S)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       4.028  -3.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.582  -2.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.614  -1.033   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.812  -0.066   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.416  -2.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.647   0.165   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.109   0.086   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.559   1.525   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.878   2.079   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.117   3.600   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.081   4.568   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.518   4.014   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.757   2.492   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.048   1.652   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.421   2.349   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.503   3.887   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.877   4.584   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.167   3.744   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       8.540   4.441   0.000  0.00  0.00          Cl+0
HETATM   20  C   UNK     0       7.084   2.206   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.532   0.732   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.613   2.391   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.538   1.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.711   1.509   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       5.628  -0.029   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       6.919  -0.870   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.213   4.727   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.044   6.024   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.626   6.151   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   27                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13    6   15                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   24                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   20   15   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   16   12   28   29                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₃ClN₂

Average Mass

409.0100 Da

Monoisotopic Mass

408.23323 Da

IUPAC Name

N-[(2S,3R,4R,5R,7S)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine

Traditional Name

N-[(2S,3R,4R,5R,7S)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C1=C2[C@@H]3[C@H](C[C@@H](Cl)[C@](C)(C=C)[C@@H]3N=C)C(C)(C)C3=C2C(N1)=CC=C3

InChI Identifier

InChI=1S/C26H33ClN2/c1-9-24(3,4)22-21-19-15(12-11-13-17(19)29-22)25(5,6)16-14-18(27)26(7,10-2)23(28-8)20(16)21/h9-13,16,18,20,23,29H,1-2,8,14H2,3-7H3/t16-,18+,20-,23+,26-/m0/s1

InChI Key

KVKHZNMECJZECY-UMIISBCRSA-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
Hapalosiphon delicatulus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Alkyl halide
Organopnictogen compound
Alkyl chloride
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Imine
Hydrocarbon derivative
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	6.26	ChemAxon
pKa (Strongest Acidic)	16.48	ChemAxon
pKa (Strongest Basic)	7.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	123.41 m³·mol⁻¹	ChemAxon
Polarizability	47.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

163189134

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine (NP0329176)

MOL for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

3D MOL for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

3D SDF for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

3D-SDF for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

PDB for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

3D PDB for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

SMILES for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

INCHI for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

Structure for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)

3D Structure for NP0329176 (n-[(2s,3r,4r,5r,7s)-5-chloro-4-ethenyl-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine)