NP-MRD: Showing NP-Card for 2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine (NP0312468)

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Record Information

Version

2.0

Created at

2022-09-11 09:16:44 UTC

Updated at

2022-09-11 09:16:44 UTC

NP-MRD ID

NP0312468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine

Description

2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine is found in Laurencia dendroidea.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
    1.5581    3.7508    0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234    3.0682    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    2.2593    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5802    1.0193    0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2629    0.4279    0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138   -0.7500    0.0445 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2750   -1.9747    0.3192 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6845   -1.4034    0.3167 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5243   -2.5754   -0.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5315   -2.1475   -1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7690   -1.7959   -1.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4220   -1.7396   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5071   -0.9372    0.8736 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2513    0.2244    1.4933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0541    1.2216    2.6285 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7931    1.1514    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6507    1.7083   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.4989    0.2122 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7019    4.3744   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6731    2.6869   -0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560    0.4011    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5030    1.2044    0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    0.1064    2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191   -0.4150   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438   -1.8209    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689   -3.4336   -0.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4601   -2.8352   -1.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568   -2.1216   -2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139   -1.5089   -2.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473   -1.3661   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -2.8113    0.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1610   -1.5698    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750   -0.1445    2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3650    1.9681    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845    0.6597   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218    1.8370    0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4453    1.0829   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0078    2.6972   -0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 14  1  0
 14 15  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8 18  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  3  0
 18 13  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 16 34  1  0
 16 35  1  0
 14 33  1  1
 13 32  1  1
 12 30  1  0
 12 31  1  0
 11 29  1  0
 10 28  1  0
  9 26  1  0
  9 27  1  0
  8 25  1  1
  6 24  1  6
  5 22  1  0
  5 23  1  0
  4 21  1  0
  3 20  1  0
  1 19  1  0
M  END


  Mrv1652309112211162D          

 18 18  0  0  0  0            999 V2000
    3.7144    3.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    3.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855    3.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5710    3.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5710    2.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    2.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    2.6007    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8746    0.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1178   -0.7710    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401    0.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  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
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
  8 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312468

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(Br)C1CC=CCC(O1)C(Cl)C\C=C/C#C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20BrClO/c1-3-5-6-9-13(17)15-11-8-7-10-14(18-15)12(16)4-2/h1,5-8,12-15H,4,9-11H2,2H3/b6-5-

> <INCHI_KEY>
ZAQAXRPCNVAIRN-WAYWQWQTSA-N

> <FORMULA>
C15H20BrClO

> <MOLECULAR_WEIGHT>
331.68

> <EXACT_MASS>
330.038606

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.466016087667334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1-bromopropyl)-7-[(3Z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine

> <JCHEM_LOGP>
4.734396079666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1888117880220195

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
83.1494

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(1-bromopropyl)-7-[(3Z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       6.934   5.625   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.600   6.395   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.266   7.165   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.933   6.395   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.933   4.855   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.599   4.085   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       0.265   4.855   0.000  0.00  0.00          Cl+0
HETATM    8  C   UNK     0       1.599   2.545   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.986   1.876   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.329   0.375   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.369  -0.829   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.829  -0.829   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.131   0.375   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.633   0.032   0.000  0.00  0.00           C+0
HETATM   15 Br   UNK     0      -2.087  -1.439   0.000  0.00  0.00          Br+0
HETATM   16  C   UNK     0      -2.680   1.161   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.181   0.819   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.211   1.876   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13    8                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀BrClO

Average Mass

331.6800 Da

Monoisotopic Mass

330.03861 Da

IUPAC Name

2-(1-bromopropyl)-7-[(3Z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine

Traditional Name

2-(1-bromopropyl)-7-[(3Z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine

CAS Registry Number

Not Available

SMILES

CCC(Br)C1CC=CCC(O1)C(Cl)C\C=C/C#C

InChI Identifier

InChI=1S/C15H20BrClO/c1-3-5-6-9-13(17)15-11-8-7-10-14(18-15)12(16)4-2/h1,5-8,12-15H,4,9-11H2,2H3/b6-5-

InChI Key

ZAQAXRPCNVAIRN-WAYWQWQTSA-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
Laurencia dendroidea	LOTUS Database	35616633

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	4.73	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.15 m³·mol⁻¹	ChemAxon
Polarizability	31.47 Å³	ChemAxon
Number of Rings	1	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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine (NP0312468)

MOL for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

3D MOL for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

3D SDF for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

3D-SDF for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

PDB for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

3D PDB for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

SMILES for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

INCHI for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

Structure for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)

3D Structure for NP0312468 (2-(1-bromopropyl)-7-[(3z)-1-chlorohex-3-en-5-yn-1-yl]-2,3,6,7-tetrahydrooxepine)