NP-MRD: Showing NP-Card for (3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid (NP0302657)

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Record Information

Version

2.0

Created at

2022-09-10 16:23:19 UTC

Updated at

2022-09-10 16:23:19 UTC

NP-MRD ID

NP0302657

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid

Description

SCHEMBL6107430 belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom). (3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid is found in Favolaschia tonkinensis. Based on a literature review very few articles have been published on SCHEMBL6107430.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102218232D          

 16 17  0  0  0  0            999 V2000
   -2.2664   -0.4033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519    0.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519    0.8342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230   -1.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5915   -1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5915   -0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    0.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0408   -0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3988   -0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238   -0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -1.5303    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0408   -1.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365   -1.7427    0.0000 O   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
  2  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  2  0  0  0  0
  4  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
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0302657

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1=CC=C2OC\C(=C/Cl)C=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H9ClO3/c13-6-8-1-2-9-5-10(12(14)15)3-4-11(9)16-7-8/h1-6H,7H2,(H,14,15)/b8-6-

> <INCHI_KEY>
WMKQQACRJZCVTG-VURMDHGXSA-N

> <FORMULA>
C12H9ClO3

> <MOLECULAR_WEIGHT>
236.65

> <EXACT_MASS>
236.0240218

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
23.06642852888104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-3-(chloromethylidene)-2,3-dihydro-1-benzoxepine-7-carboxylic acid

> <JCHEM_LOGP>
2.5354399103333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.305125872514443

> <JCHEM_PKA_STRONGEST_BASIC>
-4.899602696446333

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
62.3793

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-3-(chloromethylidene)-2H-1-benzoxepine-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  O   UNK     0      -4.231  -0.753   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.897   0.017   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.897   1.557   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.563  -0.753   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.563  -2.293   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.230  -3.063   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.104  -2.293   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.104  -0.753   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.230   0.017   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.308   0.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.810  -0.135   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.478  -1.523   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.018  -1.523   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       6.788  -2.856   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       3.810  -2.910   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.308  -3.253   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15    7                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₉ClO₃

Average Mass

236.6500 Da

Monoisotopic Mass

236.02402 Da

IUPAC Name

(3Z)-3-(chloromethylidene)-2,3-dihydro-1-benzoxepine-7-carboxylic acid

Traditional Name

(3Z)-3-(chloromethylidene)-2H-1-benzoxepine-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=C2OC\C(=C/Cl)C=CC2=C1

InChI Identifier

InChI=1S/C12H9ClO3/c13-6-8-1-2-9-5-10(12(14)15)3-4-11(9)16-7-8/h1-6H,7H2,(H,14,15)/b8-6-

InChI Key

WMKQQACRJZCVTG-VURMDHGXSA-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
Favolaschia tonkinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Not Available

Direct Parent

Benzoxepines

Alternative Parents

Substituents

Benzoxepine
Alkyl aryl ether
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Ether
Vinyl chloride
Vinyl halide
Haloalkene
Chloroalkene
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.54	ChemAxon
pKa (Strongest Acidic)	4.31	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.38 m³·mol⁻¹	ChemAxon
Polarizability	23.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

10785667

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22042265

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid (NP0302657)

MOL for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

3D MOL for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

3D SDF for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

3D-SDF for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

PDB for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

3D PDB for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

SMILES for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

INCHI for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

Structure for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)

3D Structure for NP0302657 ((3z)-3-(chloromethylidene)-2h-1-benzoxepine-7-carboxylic acid)