NP-MRD: Showing NP-Card for 5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene (NP0231882)

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Record Information

Version

2.0

Created at

2022-09-06 12:55:22 UTC

Updated at

2022-09-06 12:55:22 UTC

NP-MRD ID

NP0231882

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene

Description

ISOCARDOPATINE belongs to the class of organic compounds known as bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms. 5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene is found in Echinops bannaticus and Echinops ritro. 5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene was first documented in 2015 (PMID: 26882687). Based on a literature review very few articles have been published on ISOCARDOPATINE.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062214552D          

 28 32  0  0  1  0            999 V2000
    4.2984   -1.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -2.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -3.3338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8818   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -4.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7151   -3.9172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8901   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0651   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2401   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552   -4.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0295   -4.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0295   -3.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6969   -3.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -3.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -2.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -1.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6969   -2.1947    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552   -3.2497    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -0.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6310   -0.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    1.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6084    2.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    1.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209    1.0782    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9659   -0.3739    0.0000 S   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  0  0  0  0
  5  6  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  3  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
  1 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
 22 28  1  0  0  0  0
 19 28  1  0  0  0  0
M  END

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
   -1.6160    2.2553   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242    3.3032   -0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3126    4.5936   -0.3175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8779    5.4854    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138    4.7787    1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9278    4.4563    0.4982 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4904    3.1337    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    2.0339    0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932    0.7097    0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0579   -0.4758    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -1.5800    0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -1.4300    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121   -2.5068   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2464   -2.3793   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9732   -3.4900   -0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4253   -4.6671   -0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063   -4.1771    0.0863 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1160    0.2383   -0.2721 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533    1.0027   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744   -0.2576   -0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -1.2707   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0591   -0.9641   -0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2625   -1.8088   -0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3432   -3.1706   -0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5702   -3.7253   -0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6222   -2.8842   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8851   -1.3518   -0.1526 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439    0.7239   -0.2861 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2473    5.1445   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9108    5.2059    1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6801    6.5550    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094    3.8896    2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328    5.4750    2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6344    5.3023    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410   -0.4859    1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499   -2.5931    0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5916   -1.3711   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9897   -3.5023   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8787   -5.6733   -0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7847   -0.4015   -0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592   -2.3350   -0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4373   -3.8041   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7729   -4.8203   -0.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6900   -3.1615   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  3  0
  1 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 28  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
  3  6  1  0
  6  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 18  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6  5  1  0
 18  9  1  0
 17 13  1  0
 28 19  1  0
 27 23  1  0
  5 32  1  0
  5 33  1  0
  4 30  1  0
  4 31  1  0
  3 29  1  6
 20 40  1  0
 21 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
  6 34  1  6
 10 35  1  0
 11 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
M  END


  Mrv1652309062214552D          

 28 32  0  0  1  0            999 V2000
    4.2984   -1.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -2.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -3.3338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8818   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -4.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7151   -3.9172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8901   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0651   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2401   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552   -4.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0295   -4.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0295   -3.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6969   -3.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -3.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -2.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -1.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6969   -2.1947    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552   -3.2497    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984   -0.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6310   -0.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    1.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6084    2.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    1.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209    1.0782    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9659   -0.3739    0.0000 S   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  0  0  0  0
  5  6  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  3  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
  1 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
 22 28  1  0  0  0  0
 19 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231882

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C1C[C@H](C#CC2=CC=C(S2)C2=CC=CS2)[C@@H]1C#CC1=CC=C(S1)C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C24H16S4/c1-3-21(25-15-1)23-13-11-19(27-23)9-7-17-5-6-18(17)8-10-20-12-14-24(28-20)22-4-2-16-26-22/h1-4,11-18H,5-6H2/t17-,18+

> <INCHI_KEY>
AJDPUENWMJCJEF-HDICACEKSA-N

> <FORMULA>
C24H16S4

> <MOLECULAR_WEIGHT>
432.63

> <EXACT_MASS>
432.013485211

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
47.30093065311465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{2-[(1R,2S)-2-(2-{[2,2'-bithiophene]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene

> <JCHEM_LOGP>
8.23553051

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
116.35520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-{2-[(1R,2S)-2-(2-{[2,2'-bithiophene]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       8.024  -3.143   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.024  -4.683   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.024  -6.223   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.113  -7.312   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.024  -8.401   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.935  -7.312   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.395  -7.312   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.855  -7.312   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.315  -7.312   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.410  -8.558   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.055  -8.082   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.055  -6.542   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.301  -5.637   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.766  -6.113   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.671  -4.867   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.766  -3.621   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0      -1.301  -4.097   0.000  0.00  0.00           S+0
HETATM   18  S   UNK     0       1.410  -6.066   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0       8.024  -1.603   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.778  -0.698   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.254   0.767   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.794   0.767   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.699   2.013   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.223   3.477   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.469   4.382   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.715   3.477   0.000  0.00  0.00           C+0
HETATM   27  S   UNK     0      11.239   2.013   0.000  0.00  0.00           S+0
HETATM   28  S   UNK     0       9.270  -0.698   0.000  0.00  0.00           S+0
CONECT    1    2   19                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    3    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18   12    9                                                       
CONECT   19    1   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23                                                       
CONECT   28   22   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₁₆S₄

Average Mass

432.6300 Da

Monoisotopic Mass

432.01349 Da

IUPAC Name

5-{2-[(1R,2S)-2-(2-{[2,2'-bithiophene]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene

Traditional Name

5-{2-[(1R,2S)-2-(2-{[2,2'-bithiophene]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene

CAS Registry Number

Not Available

SMILES

C1C[C@H](C#CC2=CC=C(S2)C2=CC=CS2)[C@@H]1C#CC1=CC=C(S1)C1=CC=CS1

InChI Identifier

InChI=1S/C24H16S4/c1-3-21(25-15-1)23-13-11-19(27-23)9-7-17-5-6-18(17)8-10-20-12-14-24(28-20)22-4-2-16-26-22/h1-4,11-18H,5-6H2/t17-,18+

InChI Key

AJDPUENWMJCJEF-HDICACEKSA-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
Echinops bannaticus	LOTUS Database	35616633
Echinops ritro	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Bi- and oligothiophenes

Sub Class

Not Available

Direct Parent

Bi- and oligothiophenes

Alternative Parents

Substituents

Bithiophene
2,5-disubstituted thiophene
Heteroaromatic compound
Thiophene
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	8.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.36 m³·mol⁻¹	ChemAxon
Polarizability	47.3 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	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

31121315

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76330007

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chang FP, Chen CC, Huang HC, Wang SY, Chen JJ, Yang CS, Ou CY, Wu JB, Huang GJ, Kuo YH: A New Bithiophene from the Root of Echinops grijsii. Nat Prod Commun. 2015 Dec;10(12):2147-9. [PubMed:26882687 ]
LOTUS database [Link]

Showing NP-Card for 5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene (NP0231882)

MOL for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

3D MOL for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

3D SDF for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

3D-SDF for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

PDB for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

3D PDB for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

SMILES for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

INCHI for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

Structure for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)

3D Structure for NP0231882 (5-{2-[(1r,2s)-2-(2-{[2,2'-bithiophen]-5-yl}ethynyl)cyclobutyl]ethynyl}-2,2'-bithiophene)