NP-MRD: Showing NP-Card for 3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol (NP0223873)

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Record Information

Version

2.0

Created at

2022-09-06 02:05:40 UTC

Updated at

2022-09-06 02:05:40 UTC

NP-MRD ID

NP0223873

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol

Description

3-(Bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol is found in Spongia zimocca. 3-(Bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161518522D          

 20 20  0  0  0  0            999 V2000
    0.1421    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
    0.8566    1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 O   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
    0.0861   -1.1874    0.0000 Cl  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5317    1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2997    1.2182    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.5878    0.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    0.6221    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8309   -0.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6352   -0.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8784   -1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6827   -1.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4871   -2.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  3  0  0  0  0
M  END
> <DATABASE_ID>
NP0223873

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1OC(CC(Cl)C(O)C1CBr)C(Cl)CC=CC#C

> <INCHI_IDENTIFIER>
InChI=1S/C15H21BrCl2O2/c1-3-5-6-7-11(17)14-8-12(18)15(19)10(9-16)13(4-2)20-14/h1,5-6,10-15,19H,4,7-9H2,2H3

> <INCHI_KEY>
MFEVKEHDTZDLJG-UHFFFAOYSA-N

> <FORMULA>
C15H21BrCl2O2

> <MOLECULAR_WEIGHT>
384.14

> <EXACT_MASS>
382.010198

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
36.07579077058723

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
3.7777584820000003

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.797009303893102

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3249881304771565

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
88.04939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol

> <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       0.265   4.855   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.599   4.085   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.599   2.545   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.986   1.876   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.329   0.375   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.369  -0.829   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.829  -0.829   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0       0.161  -2.216   0.000  0.00  0.00          Cl+0
HETATM    9  C   UNK     0      -0.131   0.375   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.633   0.032   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.211   1.876   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.993   2.837   0.000  0.00  0.00           C+0
HETATM   13 Br   UNK     0      -2.426   2.274   0.000  0.00  0.00          Br+0
HETATM   14  C   UNK     0       4.830   0.032   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       5.878   1.161   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       5.284  -1.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.786  -1.782   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.240  -3.253   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.741  -3.596   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.242  -3.939   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    3   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    5   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁BrCl₂O₂

Average Mass

384.1400 Da

Monoisotopic Mass

382.01020 Da

IUPAC Name

3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol

Traditional Name

3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol

CAS Registry Number

Not Available

SMILES

CCC1OC(CC(Cl)C(O)C1CBr)C(Cl)CC=CC#C

InChI Identifier

InChI=1S/C15H21BrCl2O2/c1-3-5-6-7-11(17)14-8-12(18)15(19)10(9-16)13(4-2)20-14/h1,5-6,10-15,19H,4,7-9H2,2H3

InChI Key

MFEVKEHDTZDLJG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Spongia zimocca	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Chlorohydrin
Secondary alcohol
Halohydrin
Acetylide
Dialkyl ether
Oxacycle
Ether
Alcohol
Organobromide
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alkyl halide
Alkyl chloride
Alkyl bromide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	4.28	ALOGPS
logP	3.78	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.8	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.05 m³·mol⁻¹	ChemAxon
Polarizability	36.08 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

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

179929

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol (NP0223873)

MOL for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

3D MOL for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

3D SDF for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

3D-SDF for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

PDB for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

3D PDB for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

SMILES for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

INCHI for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

Structure for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)

3D Structure for NP0223873 (3-(bromomethyl)-5-chloro-7-(1-chlorohex-3-en-5-yn-1-yl)-2-ethyloxepan-4-ol)