NP-MRD: Showing NP-Card for 8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one (NP0222744)

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Record Information

Version

2.0

Created at

2022-09-06 00:39:17 UTC

Updated at

2022-09-06 00:39:17 UTC

NP-MRD ID

NP0222744

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one

Description

8-Methoxy-9-methyl-2-(prop-1-en-2-yl)-2H,3H,4H,9H-furo[2,3-b]quinolin-4-one belongs to the class of organic compounds known as dihydrofuranoquinolines. These are organic heterocyclic compounds with a structure based on the dihydrofuranoquinoline skeleton. 8-Methoxy-9-methyl-2-(prop-1-en-2-yl)-2H,3H,4H,9H-furo[2,3-b]quinolin-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161516192D          

 20 22  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   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
    2.1434   -1.2375    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  3 20  1  0  0  0  0
  7 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0222744

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC2=C1N(C)C1=C(CC(O1)C(C)=C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO3/c1-9(2)13-8-11-15(18)10-6-5-7-12(19-4)14(10)17(3)16(11)20-13/h5-7,13H,1,8H2,2-4H3

> <INCHI_KEY>
FMROYUCWOXOSAD-UHFFFAOYSA-N

> <FORMULA>
C16H17NO3

> <MOLECULAR_WEIGHT>
271.316

> <EXACT_MASS>
271.120843411

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.39406401615624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2H,3H,4H,9H-furo[2,3-b]quinolin-4-one

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
2.833395812666666

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.50412317502188

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
87.48679999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2H,3H-furo[2,3-b]quinolin-4-one

> <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       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.133  -2.786   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.133  -0.294   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.578  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.348  -0.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.348  -2.874   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   11   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    3    7                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₇NO₃

Average Mass

271.3160 Da

Monoisotopic Mass

271.12084 Da

IUPAC Name

8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2H,3H,4H,9H-furo[2,3-b]quinolin-4-one

Traditional Name

8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2H,3H-furo[2,3-b]quinolin-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1N(C)C1=C(CC(O1)C(C)=C)C2=O

InChI Identifier

InChI=1S/C16H17NO3/c1-9(2)13-8-11-15(18)10-6-5-7-12(19-4)14(10)17(3)16(11)20-13/h5-7,13H,1,8H2,2-4H3

InChI Key

FMROYUCWOXOSAD-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 dihydrofuranoquinolines. These are organic heterocyclic compounds with a structure based on the dihydrofuranoquinoline skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Dihydrofuranoquinolines

Direct Parent

Dihydrofuranoquinolines

Alternative Parents

Substituents

Dihydrofuranoquinoline
Dihydroquinolone
Dihydroquinoline
Anisole
Phenol ether
Alkyl aryl ether
Pyridine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Vinylogous ester
Oxacycle
Ether
Azacycle
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
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	1.68	ALOGPS
logP	2.83	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.49 m³·mol⁻¹	ChemAxon
Polarizability	29.39 Å³	ChemAxon
Number of Rings	3	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

101635478

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one (NP0222744)

MOL for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

3D MOL for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

3D SDF for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

3D-SDF for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

PDB for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

3D PDB for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

SMILES for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

INCHI for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

Structure for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)

3D Structure for NP0222744 (8-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[2,3-b]quinolin-4-one)