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Showing NP-Card for 5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene (NP0190246)

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Record Information
Version2.0
Created at2022-09-04 06:53:11 UTC
Updated at2022-09-04 06:53:11 UTC
NP-MRD IDNP0190246
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene
Description5-(3-Buten-1-ynyl)-2,2'-bithiophene 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. Thus, 5-(3-buten-1-ynyl)-2,2'-bithiophene is considered to be an oxygenated hydrocarbon lipid molecule. 5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene is found in Tagetes erecta, Dahlia tubulata, Echinops ritro, Porophyllum angustissimum, Tagetes patula and Tessaria integrifolia. 5-(3-Buten-1-ynyl)-2,2'-bithiophene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)


  Mrv1533004251506372D          

 14 15  0  0  0  0            999 V2000
    1.9709    1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -0.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   -1.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.4901    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -2.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -4.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4660   -2.9422    0.0000 S   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  3  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  8 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
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
Download

3D MOL for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)

     RDKit          3D

 22 23  0  0  0  0  0  0  0  0999 V2000
    5.9100    0.1716    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1543   -0.9117    0.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315   -0.8947    0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.8592    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -0.7906    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1870   -1.8213    0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -1.5170    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293   -0.2040   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530    0.4229   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0245    1.7536   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3163    2.1050   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2435    1.0974   -0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2963   -0.2978   -0.2988 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726    0.5815    0.0268 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9647    0.1734    0.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3654    1.1222    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6444   -1.8637    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5669   -2.8574    0.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118   -2.2812    0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1756    2.4783   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6197    3.1782   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3416    1.2146   -0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  3  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 14  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 14  5  1  0
 13  9  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  6 18  1  0
  7 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)


  Mrv1533004251506372D          

 14 15  0  0  0  0            999 V2000
    1.9709    1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -0.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   -1.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.4901    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -2.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -4.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4660   -2.9422    0.0000 S   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  3  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  8 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
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0190246

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=CC#CC1=CC=C(S1)C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C12H8S2/c1-2-3-5-10-7-8-12(14-10)11-6-4-9-13-11/h2,4,6-9H,1H2

> <INCHI_KEY>
GWAIEOFEEWQORO-UHFFFAOYSA-N

> <FORMULA>
C12H8S2

> <MOLECULAR_WEIGHT>
216.32

> <EXACT_MASS>
216.006742606

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
23.936343874916027

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(but-3-en-1-yn-1-yl)-5-(thiophen-2-yl)thiophene

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
4.43505274

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
60.0763

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(but-3-en-1-yn-1-yl)-5-(thiophen-2-yl)thiophene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)

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PDB for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)
HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       3.679   3.514   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.345   2.744   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.345   1.204   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.345  -0.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.345  -1.876   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.591  -2.782   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.115  -4.246   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.575  -4.246   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0       1.099  -2.782   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0       0.670  -5.492   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.146  -6.957   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.100  -7.862   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.346  -6.957   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0      -0.870  -5.492   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)
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SMILES for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)
C=CC#CC1=CC=C(S1)C1=CC=CS1
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INCHI for NP0190246 (5-(but-3-en-1-yn-1-yl)-2,2'-bithiophene)
InChI=1S/C12H8S2/c1-2-3-5-10-7-8-12(14-10)11-6-4-9-13-11/h2,4,6-9H,1H2
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View in JSmol
Synonyms
ValueSource
5-(3-Buten-1-ynyl)-2,2'-bithienylChEBI
Chemical FormulaC12H8S2
Average Mass216.3200 Da
Monoisotopic Mass216.00674 Da
IUPAC Name2-(but-3-en-1-yn-1-yl)-5-(thiophen-2-yl)thiophene
Traditional Name2-(but-3-en-1-yn-1-yl)-5-(thiophen-2-yl)thiophene
CAS Registry NumberNot Available
SMILES
C=CC#CC1=CC=C(S1)C1=CC=CS1
InChI Identifier
InChI=1S/C12H8S2/c1-2-3-5-10-7-8-12(14-10)11-6-4-9-13-11/h2,4,6-9H,1H2
InChI KeyGWAIEOFEEWQORO-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
African marigoldLOTUS Database
Dahlia tubulataLOTUS Database
Echinops ritroLOTUS Database
Porophyllum angustissimumLOTUS Database
Tagetes patulaLOTUS Database
Tessaria integrifoliaLOTUS Database
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.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBi- and oligothiophenes  
Sub ClassNot Available
Direct ParentBi- and oligothiophenes  
Alternative Parents
Substituents
  • Bithiophene
    • 

  • 2,5-disubstituted thiophene
    • 

  • Heteroaromatic compound
    • 

  • Thiophene
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.55ALOGPS
logP4.44ChemAxon
logS-4.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity60.08 m³·mol⁻¹ChemAxon
Polarizability23.94 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001274  
Chemspider IDNot Available
KEGG Compound IDC08397  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound70813  
PDB IDNot Available
ChEBI ID2015  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]