NP-MRD: Showing NP-Card for 2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane (NP0319593)

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Record Information

Version

2.0

Created at

2022-09-11 20:42:42 UTC

Updated at

2022-09-11 20:42:43 UTC

NP-MRD ID

NP0319593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane

Description

2-{4-[5-(Prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane belongs to the class of organic compounds known as 2,5-disubstituted thiophenes. These are organic compounds containing a thiophene that is disubstituted at the C-2, and C5-positions. 2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane is found in Geigeria aspera. 2-{4-[5-(Prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251516082D          

 15 16  0  0  0  0            999 V2000
   -1.1822   12.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   12.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124   11.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726   10.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0976   10.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3525    9.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    9.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    8.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    7.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    6.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3995    6.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3995    5.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    5.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870    5.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0176    9.9583    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  3  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 14  1  0  0  0  0
  7 15  1  0  0  0  0
  4 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0319593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC#CC1=CC=C(S1)C#CC=CC1CO1

> <INCHI_IDENTIFIER>
InChI=1S/C13H10OS/c1-2-5-12-8-9-13(15-12)7-4-3-6-11-10-14-11/h3,6,8-9,11H,10H2,1H3

> <INCHI_KEY>
BMYNFCKHFHZWMF-UHFFFAOYSA-N

> <FORMULA>
C13H10OS

> <MOLECULAR_WEIGHT>
214.28

> <EXACT_MASS>
214.045236116

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
24.60440450054992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
3.7709105240000005

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.20877585033303

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
58.62390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane

> <JCHEM_VEBER_RULE>
1

$$$$

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      -2.207  23.791   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.302  22.545   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.396  21.299   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.509  20.053   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.049  20.053   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.525  18.589   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.279  17.684   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.279  16.144   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.279  14.604   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.279  13.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.612  12.294   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.612  10.754   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.382   9.420   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.842   9.420   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       0.033  18.589   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12   14                                                       
CONECT   14   13   12                                                       
CONECT   15    7    4                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₀OS

Average Mass

214.2800 Da

Monoisotopic Mass

214.04524 Da

IUPAC Name

2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane

Traditional Name

2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane

CAS Registry Number

Not Available

SMILES

CC#CC1=CC=C(S1)C#CC=CC1CO1

InChI Identifier

InChI=1S/C13H10OS/c1-2-5-12-8-9-13(15-12)7-4-3-6-11-10-14-11/h3,6,8-9,11H,10H2,1H3

InChI Key

BMYNFCKHFHZWMF-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
Geigeria aspera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,5-disubstituted thiophenes. These are organic compounds containing a thiophene that is disubstituted at the C-2, and C5-positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiophenes

Sub Class

2,5-disubstituted thiophenes

Direct Parent

2,5-disubstituted thiophenes

Alternative Parents

Substituents

2,5-disubstituted thiophene
Heteroaromatic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	3.97	ALOGPS
logP	3.77	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	58.62 m³·mol⁻¹	ChemAxon
Polarizability	24.6 Å³	ChemAxon
Number of Rings	2	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane (NP0319593)

MOL for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

3D MOL for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

3D SDF for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

3D-SDF for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

PDB for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

3D PDB for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

SMILES for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

INCHI for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

Structure for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)

3D Structure for NP0319593 (2-{4-[5-(prop-1-yn-1-yl)thiophen-2-yl]but-1-en-3-yn-1-yl}oxirane)