NP-MRD: Showing NP-Card for (1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol (NP0204042)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 23:38:31 UTC

Updated at

2022-09-04 23:38:31 UTC

NP-MRD ID

NP0204042

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol

Description

(1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol was first documented in 2004 (PMID: 14991796). Based on a literature review a small amount of articles have been published on Welwitindolinone A isonitrile (PMID: 18198870) (PMID: 16448105).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052201382D          

 25 28  0  0  1  0            999 V2000
    1.2092    1.8435    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    1.8823    1.3665    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.5554    0.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789    0.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520   -0.4089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9016   -0.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9782    0.7569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7278    1.1014    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3050    1.2339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7583    1.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9870    1.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    2.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -1.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481   -1.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980   -1.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0018   -0.6051    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6360   -1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -2.0751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -1.2251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6810   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    0.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0173    0.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4451    0.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116   -0.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  6  0  0  0
 11 12  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16  4  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 16 25  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
   -0.9187   -0.3216    3.3423 C   0  0  0  0  0  3  0  0  0  0  0  0
   -1.0689   -0.2040    2.1959 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.2577   -0.0410    0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2438    0.2583    0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252    0.4324   -1.4072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4259   -0.5091   -2.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954   -0.8260   -1.1397 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6794   -2.6065   -0.9203 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954   -0.1970    0.2052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1881    1.2106    0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119   -0.9744    1.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1395   -0.3474    2.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211    0.0384   -1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7516    0.7905   -2.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1960   -1.4350   -1.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939    0.5577   -0.1952 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4167    2.0091   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    3.0127   -0.8030 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3324    2.2055    0.7794 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108    0.9760    1.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959    0.7225    2.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0618   -0.5728    2.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3766   -1.6218    2.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -1.3578    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1197   -0.0546    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6845    1.4744   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428   -1.4557   -2.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203   -0.0158   -2.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5784   -0.5583   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2879    1.0885    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9561    1.5799   -0.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877    1.8563    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -2.0313    0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157   -0.8501    2.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0193    0.7319    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221    1.8125   -2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1196    0.7300   -3.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771    0.2168   -2.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259   -1.7980   -1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367   -1.7260   -2.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5133   -2.0398   -1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    3.9108   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3219    1.5635    2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323   -0.7797    3.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186   -2.6219    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -2.2325    0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  1  0
 13  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  1
 11 12  2  3
  9  3  1  0
  3  2  1  0
  2  1  3  0
  3  4  2  0
  4 16  1  0
 16 17  1  6
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 16 13  1  0
 25 16  1  0
  4  5  1  0
 25 20  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
  5 26  1  1
  6 27  1  0
  6 28  1  0
  7 29  1  6
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 18 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
M  CHG  2   1  -1   2   1
M  END


  Mrv1652309052201382D          

 25 28  0  0  1  0            999 V2000
    1.2092    1.8435    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    1.8823    1.3665    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.5554    0.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789    0.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520   -0.4089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9016   -0.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9782    0.7569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7278    1.1014    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3050    1.2339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7583    1.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9870    1.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872    2.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -1.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481   -1.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980   -1.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0018   -0.6051    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6360   -1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -2.0751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -1.2251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6810   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    0.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0173    0.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4451    0.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116   -0.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  6  0  0  0
 11 12  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16  4  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 16 25  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END
> <DATABASE_ID>
NP0204042

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@H]2C[C@@H](Cl)[C@@](C)(C=C)C([N+]#[C-])=C2[C@]11C(O)=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H21ClN2O/c1-6-20(4)15(22)11-13-16(17(20)23-5)21(19(13,2)3)12-9-7-8-10-14(12)24-18(21)25/h6-10,13,15H,1,11H2,2-4H3,(H,24,25)/t13-,15+,20+,21+/m0/s1

> <INCHI_KEY>
XLRFBPJWPHKLJV-OKKVMHGVSA-N

> <FORMULA>
C21H21ClN2O

> <MOLECULAR_WEIGHT>
352.86

> <EXACT_MASS>
352.134241

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.348065849600324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,4S,7S)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol

> <JCHEM_LOGP>
2.2707362911240536

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.59755478175529

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7343563977082854

> <JCHEM_PKA_STRONGEST_BASIC>
0.9934056550968885

> <JCHEM_POLAR_SURFACE_AREA>
36.95

> <JCHEM_REFRACTIVITY>
111.96289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,4S,7S)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       2.257   3.441   0.000  0.00  0.00           C-1
HETATM    2  N   UNK     0       3.514   2.551   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       4.770   1.660   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.627   0.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.884  -0.763   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.283  -0.120   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.426   1.413   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0       8.825   2.056   0.000  0.00  0.00          Cl+0
HETATM    9  C   UNK     0       6.169   2.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.015   3.590   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.576   3.724   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.509   4.949   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.993  -2.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.250  -2.910   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.103  -3.276   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.737  -1.129   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.054  -2.510   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.769  -3.874   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       1.530  -2.287   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       1.271  -0.769   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.030   0.055   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.032   1.593   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.396   2.309   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.697   1.485   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.635  -0.053   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10   11                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13    4   17   25                                             
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   16                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₁ClN₂O

Average Mass

352.8600 Da

Monoisotopic Mass

352.13424 Da

IUPAC Name

(1R,3R,4S,7S)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol

Traditional Name

(1R,3R,4S,7S)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol

CAS Registry Number

Not Available

SMILES

CC1(C)[C@H]2C[C@@H](Cl)[C@@](C)(C=C)C([N+]#[C-])=C2[C@]11C(O)=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C21H21ClN2O/c1-6-20(4)15(22)11-13-16(17(20)23-5)21(19(13,2)3)12-9-7-8-10-14(12)24-18(21)25/h6-10,13,15H,1,11H2,2-4H3,(H,24,25)/t13-,15+,20+,21+/m0/s1

InChI Key

XLRFBPJWPHKLJV-OKKVMHGVSA-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	2.27	ChemAxon
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	0.99	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.95 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	111.96 m³·mol⁻¹	ChemAxon
Polarizability	37.35 Å³	ChemAxon
Number of Rings	4	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

Not Available

Chemspider ID

9676041

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11501239

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Reisman SE, Ready JM, Weiss MM, Hasuoka A, Hirata M, Tamaki K, Ovaska TV, Smith CJ, Wood JL: Evolution of a synthetic strategy: total synthesis of (+/-)-welwitindolinone A isonitrile. J Am Chem Soc. 2008 Feb 13;130(6):2087-100. doi: 10.1021/ja076663z. Epub 2008 Jan 17. [PubMed:18198870 ]
Reisman SE, Ready JM, Hasuoka A, Smith CJ, Wood JL: Total synthesis of (+/-)-welwitindolinone a isonitrile. J Am Chem Soc. 2006 Feb 8;128(5):1448-9. doi: 10.1021/ja057640s. [PubMed:16448105 ]
Ready JM, Reisman SE, Hirata M, Weiss MM, Tamaki K, Ovaska TV, Wood JL: A mild and efficient synthesis of oxindoles: progress towards the synthesis of welwitindolinone A isonitrile. Angew Chem Int Ed Engl. 2004 Feb 27;43(10):1270-2. doi: 10.1002/anie.200353282. [PubMed:14991796 ]
LOTUS database [Link]

Showing NP-Card for (1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol (NP0204042)

MOL for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

3D MOL for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

3D SDF for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

3D-SDF for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

PDB for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

3D PDB for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

SMILES for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

INCHI for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

Structure for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)

3D Structure for NP0204042 ((1r,3r,4s,7s)-3-chloro-4-ethenyl-5-isocyano-4,8,8-trimethylspiro[bicyclo[4.2.0]octane-7,3'-indol]-5-en-2'-ol)