NP-MRD: Showing NP-Card for 3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole (NP0308611)

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Record Information

Version

2.0

Created at

2022-09-11 02:30:38 UTC

Updated at

2022-09-11 02:30:38 UTC

NP-MRD ID

NP0308611

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole

Description

3-[(1R,2S,3S,4S,6R)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1H-indole belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review very few articles have been published on 3-[(1R,2S,3S,4S,6R)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1H-indole.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112204302D          

 25 27  0  0  1  0            999 V2000
    1.9381   -4.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2097   -4.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9978   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469   -3.8178    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 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
 13 21  1  0  0  0  0
 16 21  1  0  0  0  0
 12 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  2  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -2.6855   -2.0508   -2.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749   -1.6115   -1.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355   -0.8662   -0.1124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1472   -1.7171    0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8559    0.4270   -0.4719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5230    0.4537    0.1365 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0556    1.5923    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6056    1.5072   -0.1880 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0609    2.7651    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6062    3.5190   -0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1781    3.2495    1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    0.2553    0.4804 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0340   -0.1665   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0608   -0.0113   -1.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636   -0.4664   -2.3432 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273   -0.9228   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2590   -1.5249   -1.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172   -1.9361    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9851   -1.7703    1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7515   -1.1553    1.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -0.7476   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567   -0.5510    0.8735 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7659   -1.6214    1.8266 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304   -1.4923    3.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2604   -0.9599    4.5412 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7291   -1.8787   -1.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3540   -2.6207   -2.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -1.8687   -1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0501   -1.9133    0.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3692   -1.1498    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6767   -2.6566    1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924    0.5781   -1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3201    1.8116    1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4335    2.4846   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    1.3964   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5930    3.2710   -1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1059    4.4308   -0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055    4.1352    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0359    2.5084    2.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2055    3.7175    1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    0.6819    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519    0.3816   -2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5762   -0.4715   -3.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8429   -1.6514   -2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6988   -2.4276    0.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708   -2.0952    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452   -0.9933    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6573    0.1323    1.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
  9 10  2  3
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  1  0
  5  3  1  0
  3  4  1  0
  3  2  1  6
  2  1  2  3
  3 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  2  0
 22 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 12  8  1  0
 21 13  1  0
 21 16  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 10 36  1  0
 10 37  1  0
  8 35  1  6
  7 33  1  0
  7 34  1  0
  5 32  1  6
  4 29  1  0
  4 30  1  0
  4 31  1  0
  2 28  1  0
  1 26  1  0
  1 27  1  0
 22 48  1  1
 12 41  1  1
 14 42  1  0
 15 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
M  END


  Mrv1652309112204302D          

 25 27  0  0  1  0            999 V2000
    1.9381   -4.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2097   -4.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9978   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469   -3.8178    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 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
 13 21  1  0  0  0  0
 16 21  1  0  0  0  0
 12 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0308611

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@@H]1C[C@H](Cl)[C@@](C)(C=C)[C@@H](N=C=S)[C@H]1C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H23ClN2S/c1-5-21(4)18(22)10-15(13(2)3)19(20(21)24-12-25)16-11-23-17-9-7-6-8-14(16)17/h5-9,11,15,18-20,23H,1-2,10H2,3-4H3/t15-,18-,19+,20-,21+/m0/s1

> <INCHI_KEY>
GRQUFNAGGOBDNI-FARZLIQASA-N

> <FORMULA>
C21H23ClN2S

> <MOLECULAR_WEIGHT>
370.94

> <EXACT_MASS>
370.1270476

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
40.53199975791857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1R,2S,3S,4S,6R)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1H-indole

> <JCHEM_LOGP>
6.144755568333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.234720717756467

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.749675576697662

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1406893604625115

> <JCHEM_POLAR_SURFACE_AREA>
28.15

> <JCHEM_REFRACTIVITY>
109.55340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1R,2S,3S,4S,6R)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1H-indole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       3.618  -8.884   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.258  -8.161   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.729  -6.837   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM    6 Cl   UNK     0       0.222  -8.407   0.000  0.00  0.00          Cl+0
HETATM    7  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.887  -3.189   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.411  -1.724   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.393  -3.509   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       4.187  -4.838   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       5.217  -5.982   0.000  0.00  0.00           C+0
HETATM   25  S   UNK     0       6.247  -7.126   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   22                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13   22                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   13   16                                                  
CONECT   22   12    3   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₃ClN₂S

Average Mass

370.9400 Da

Monoisotopic Mass

370.12705 Da

IUPAC Name

3-[(1R,2S,3S,4S,6R)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1H-indole

Traditional Name

3-[(1R,2S,3S,4S,6R)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1H-indole

CAS Registry Number

Not Available

SMILES

CC(=C)[C@@H]1C[C@H](Cl)[C@@](C)(C=C)[C@@H](N=C=S)[C@H]1C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C21H23ClN2S/c1-5-21(4)18(22)10-15(13(2)3)19(20(21)24-12-25)16-11-23-17-9-7-6-8-14(16)17/h5-9,11,15,18-20,23H,1-2,10H2,3-4H3/t15-,18-,19+,20-,21+/m0/s1

InChI Key

GRQUFNAGGOBDNI-FARZLIQASA-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 bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
3-alkylindole
Bicyclic monoterpenoid
Aromatic monoterpenoid
Indole or derivatives
Indole
Cyclohexyl halide
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Isothiocyanate
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
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	6.14	ChemAxon
pKa (Strongest Acidic)	16.75	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.55 m³·mol⁻¹	ChemAxon
Polarizability	40.53 Å³	ChemAxon
Number of Rings	3	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

78442457

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583383

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole (NP0308611)

MOL for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

3D MOL for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

3D SDF for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

3D-SDF for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

PDB for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

3D PDB for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

SMILES for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

INCHI for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

Structure for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)

3D Structure for NP0308611 (3-[(1r,2s,3s,4s,6r)-4-chloro-3-ethenyl-2-isothiocyanato-3-methyl-6-(prop-1-en-2-yl)cyclohexyl]-1h-indole)