NP-MRD: Showing NP-Card for 2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid (NP0248577)

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Record Information

Version

2.0

Created at

2022-09-07 10:53:02 UTC

Updated at

2022-09-07 10:53:03 UTC

NP-MRD ID

NP0248577

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid

Description

2-Methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. 2-Methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241508272D          

 21 21  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248577

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(=O)NCCC1=CC=C(OCC=C(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H25NO2/c1-5-15(4)18(20)19-12-10-16-6-8-17(9-7-16)21-13-11-14(2)3/h5-9,11H,10,12-13H2,1-4H3,(H,19,20)

> <INCHI_KEY>
VKVSQOIICDPVQR-UHFFFAOYSA-N

> <FORMULA>
C18H25NO2

> <MOLECULAR_WEIGHT>
287.403

> <EXACT_MASS>
287.188529049

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.417916882061256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

> <ALOGPS_LOGP>
4.49

> <JCHEM_LOGP>
3.9485753750000008

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.777066060900026

> <JCHEM_PKA_STRONGEST_BASIC>
-0.22055951164775556

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
88.98990000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   13   21                                                       
CONECT   21   20   10                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
2-Methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidate	Generator

Chemical Formula

C₁₈H₂₅NO₂

Average Mass

287.4030 Da

Monoisotopic Mass

287.18853 Da

IUPAC Name

2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

Traditional Name

2-methyl-N-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enamide

CAS Registry Number

Not Available

SMILES

CC=C(C)C(=O)NCCC1=CC=C(OCC=C(C)C)C=C1

InChI Identifier

InChI=1S/C18H25NO2/c1-5-15(4)18(20)19-12-10-16-6-8-17(9-7-16)21-13-11-14(2)3/h5-9,11H,10,12-13H2,1-4H3,(H,19,20)

InChI Key

VKVSQOIICDPVQR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.49	ALOGPS
logP	3.95	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	15.78	ChemAxon
pKa (Strongest Basic)	-0.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.99 m³·mol⁻¹	ChemAxon
Polarizability	34.42 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

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-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid (NP0248577)

MOL for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

3D MOL for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

3D SDF for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

3D-SDF for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

PDB for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

3D PDB for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

SMILES for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

INCHI for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

Structure for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)

3D Structure for NP0248577 (2-methyl-n-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethyl)but-2-enimidic acid)