NP-MRD: Showing NP-Card for 5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene (NP0214934)

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Record Information

Version

2.0

Created at

2022-09-05 14:22:31 UTC

Updated at

2022-09-05 14:22:31 UTC

NP-MRD ID

NP0214934

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene

Description

5-(But-3-en-1-yn-1-yl)-5'-methyl-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-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene is considered to be an oxygenated hydrocarbon lipid molecule. 5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene is found in Buphthalmum salicifolium. 5-(But-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161514472D          

 15 16  0  0  0  0            999 V2000
    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
   -1.5056   -3.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2902   -4.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0748   -4.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2463   -5.2986    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  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  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  3  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 10 15  1  0  0  0  0
  7 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214934

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H10S2/c1-3-4-5-11-7-9-13(15-11)12-8-6-10(2)14-12/h3,6-9H,1H2,2H3

> <INCHI_KEY>
OZUJLEZCMIGWSN-UHFFFAOYSA-N

> <FORMULA>
C13H10S2

> <MOLECULAR_WEIGHT>
230.34

> <EXACT_MASS>
230.02239267

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
26.267352523556077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[5-(but-3-en-1-yn-1-yl)thiophen-2-yl]-5-methylthiophene

> <ALOGPS_LOGP>
5.37

> <JCHEM_LOGP>
5.080913549333333

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
65.1326

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[5-(but-3-en-1-yn-1-yl)thiophen-2-yl]-5-methylthiophene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       2.345  -0.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.345  -1.876   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.591  -2.782   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.115  -4.246   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.575  -4.246   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       1.099  -2.782   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       0.670  -5.492   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.146  -6.957   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.100  -7.862   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.346  -6.957   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.810  -7.433   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.275  -7.908   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.740  -8.384   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.060  -9.891   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0      -0.870  -5.492   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   10    7                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₀S₂

Average Mass

230.3400 Da

Monoisotopic Mass

230.02239 Da

IUPAC Name

2-[5-(but-3-en-1-yn-1-yl)thiophen-2-yl]-5-methylthiophene

Traditional Name

2-[5-(but-3-en-1-yn-1-yl)thiophen-2-yl]-5-methylthiophene

CAS Registry Number

Not Available

SMILES

CC1=CC=C(S1)C1=CC=C(S1)C#CC=C

InChI Identifier

InChI=1S/C13H10S2/c1-3-4-5-11-7-9-13(15-11)12-8-6-10(2)14-12/h3,6-9H,1H2,2H3

InChI Key

OZUJLEZCMIGWSN-UHFFFAOYSA-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
Buphthalmum salicifolium	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	5.37	ALOGPS
logP	5.08	ChemAxon
logS	-4.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	65.13 m³·mol⁻¹	ChemAxon
Polarizability	26.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3083681

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene (NP0214934)

MOL for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

3D MOL for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

3D SDF for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

3D-SDF for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

PDB for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

3D PDB for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

SMILES for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

INCHI for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

Structure for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)

3D Structure for NP0214934 (5-(but-3-en-1-yn-1-yl)-5'-methyl-2,2'-bithiophene)