NP-MRD: Showing NP-Card for (1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane (NP0192554)

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Record Information

Version

2.0

Created at

2022-09-04 09:47:53 UTC

Updated at

2022-09-04 09:47:53 UTC

NP-MRD ID

NP0192554

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane

Description

(1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane was first documented in 2007 (PMID: 17686499). Based on a literature review a small amount of articles have been published on 12-epi-hapalindole E (PMID: 28419973) (PMID: 25285689).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042211472D          

 24 26  0  0  1  0            999 V2000
    3.0498   -2.4200    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 N   0  3  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
    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
    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
   -1.2822   -1.8800    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
   -0.1781   -3.1062    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
    1.1809   -3.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9561   -3.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -4.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735   -4.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  2  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
  5 13  1  0  0  0  0
  8 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  6  0  0  0
 23 24  2  0  0  0  0
M  CHG  2   1  -1   2   1
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -1.0160   -0.5542   -3.1799 C   0  0  0  0  0  3  0  0  0  0  0  0
   -1.0711   -0.2280   -2.0832 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.1006    0.2026   -0.7233 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2415    0.6812   -0.3125 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2347   -0.3203    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057   -1.0258    1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784   -1.7084    1.1257 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1543   -1.4582   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3253   -1.9429   -0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6845   -1.5443   -1.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8675   -0.6685   -2.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7254   -0.2002   -1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -0.5904   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110    1.5047    0.9573 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6228    2.8281    0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7459    3.2371   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    3.7898    1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0573    0.8335    1.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7502   -0.4146    1.5665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4760   -0.2390    2.1150 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.8207    0.1244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2631   -2.2108   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218   -0.8567   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983   -1.9669   -0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7998    1.0954   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6493    1.3690   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312   -1.1285    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545   -2.3504    1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -2.6368   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6019   -1.9596   -2.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1357   -0.3566   -3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0496    0.5006   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932    1.7202    1.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4673    2.6932   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859    4.2334   -0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5674    4.7544    1.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    3.9596    1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8771    3.4067    2.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4937    0.7030    2.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556    1.6085    2.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.3091    2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150   -2.7808    0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2479   -2.2812   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8875   -2.6868   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6408    0.0328   -0.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9296   -2.0552   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4564   -2.8588    0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 15  1  0
 15 16  2  3
 15 14  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  6
 23 24  2  3
 21  3  1  0
  3  2  1  0
  2  1  3  0
  3  4  1  0
  4  5  1  0
  5  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 13  2  0
  4 14  1  0
 13  5  1  0
 13  8  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 16 34  1  0
 16 35  1  0
 14 33  1  1
 18 39  1  0
 18 40  1  0
 19 41  1  1
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
  3 25  1  6
  4 26  1  6
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
M  CHG  2   1  -1   2   1
M  END


  Mrv1652309042211472D          

 24 26  0  0  1  0            999 V2000
    3.0498   -2.4200    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 N   0  3  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
    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
    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
   -1.2822   -1.8800    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
   -0.1781   -3.1062    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
    1.1809   -3.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9561   -3.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -4.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735   -4.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  2  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
  5 13  1  0  0  0  0
  8 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  6  0  0  0
 23 24  2  0  0  0  0
M  CHG  2   1  -1   2   1
M  END
> <DATABASE_ID>
NP0192554

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H23ClN2/c1-6-21(4)18(22)11-15(13(2)3)19(20(21)23-5)16-12-24-17-10-8-7-9-14(16)17/h6-10,12,15,18-20,24H,1-2,11H2,3-4H3/t15-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
IJEJDCXOVNHHAX-CMWLGVBASA-N

> <FORMULA>
C21H23ClN2

> <MOLECULAR_WEIGHT>
338.88

> <EXACT_MASS>
338.1549764

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.41498406317017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3S,4S,6R)-6-chloro-1-ethenyl-3-(1H-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane

> <JCHEM_LOGP>
3.1166965111240543

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.648502837966117

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.763856086898183

> <JCHEM_POLAR_SURFACE_AREA>
20.15

> <JCHEM_REFRACTIVITY>
109.73589999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,4S,6R)-6-chloro-1-ethenyl-3-(1H-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       5.693  -4.517   0.000  0.00  0.00           C-1
HETATM    2  N   UNK     0       4.187  -4.838   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.887  -3.189   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.393  -3.509   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.411  -1.724   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       0.222  -8.407   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.651  -7.149   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.577  -8.117   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.057  -8.541   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
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                                                       
CONECT   13   12    5    8                                                  
CONECT   14    4   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    3   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₃ClN₂

Average Mass

338.8800 Da

Monoisotopic Mass

338.15498 Da

IUPAC Name

(1S,2R,3S,4S,6R)-6-chloro-1-ethenyl-3-(1H-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane

Traditional Name

(1S,2R,3S,4S,6R)-6-chloro-1-ethenyl-3-(1H-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H]1C[C@@H](Cl)[C@@](C)(C=C)[C@H]([N+]#[C-])[C@@H]1C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C21H23ClN2/c1-6-21(4)18(22)11-15(13(2)3)19(20(21)23-5)16-12-24-17-10-8-7-9-14(16)17/h6-10,12,15,18-20,24H,1-2,11H2,3-4H3/t15-,18-,19+,20-,21-/m1/s1

InChI Key

IJEJDCXOVNHHAX-CMWLGVBASA-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

Classification

Not classified

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	3.12	ChemAxon
pKa (Strongest Acidic)	15.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.74 m³·mol⁻¹	ChemAxon
Polarizability	37.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00034421

Chemspider ID

78440666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101677549

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Becher PG, Keller S, Jung G, Sussmuth RD, Juttner F: Insecticidal activity of 12-epi-hapalindole J isonitrile. Phytochemistry. 2007 Oct;68(19):2493-7. doi: 10.1016/j.phytochem.2007.06.024. Epub 2007 Aug 7. [PubMed:17686499 ]
Swain SS, Paidesetty SK, Padhy RN: Antibacterial, antifungal and antimycobacterial compounds from cyanobacteria. Biomed Pharmacother. 2017 Jun;90:760-776. doi: 10.1016/j.biopha.2017.04.030. Epub 2017 Apr 15. [PubMed:28419973 ]
Cagide E, Becher PG, Louzao MC, Espina B, Vieytes MR, Juttner F, Botana LM: Hapalindoles from the cyanobacterium fischerella: potential sodium channel modulators. Chem Res Toxicol. 2014 Oct 20;27(10):1696-706. doi: 10.1021/tx500188a. Epub 2014 Oct 6. [PubMed:25285689 ]
LOTUS database [Link]

Showing NP-Card for (1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane (NP0192554)

MOL for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

3D MOL for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

3D SDF for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

3D-SDF for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

PDB for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

3D PDB for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

SMILES for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

INCHI for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

Structure for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)

3D Structure for NP0192554 ((1s,2r,3s,4s,6r)-6-chloro-1-ethenyl-3-(1h-indol-3-yl)-2-isocyano-1-methyl-4-(prop-1-en-2-yl)cyclohexane)