NP-MRD: Showing NP-Card for 3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid (NP0292727)

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Record Information

Version

2.0

Created at

2022-09-10 00:23:57 UTC

Updated at

2022-09-10 00:23:57 UTC

NP-MRD ID

NP0292727

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid

Description

102719-89-1 Belongs to the class of organic compounds known as 1,3-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 3, respectively. 102719-89-1 Is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    0.2439    0.9473    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    0.2783    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4351   -0.5880   -0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -0.6609   -0.4977 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2573   -0.7320   -0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8939   -1.4937   -1.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2410    0.0663    0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6508   -0.2962   -0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5592    0.5535    0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418   -0.1537   -1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3023   -1.3163   -1.1774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7006   -1.2253   -1.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1590   -1.8270   -2.3894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6057   -0.5147   -0.5777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9535   -1.0439   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7125    0.2018    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6764    0.8312    0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4222    0.7139    0.1183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2217    0.6544    0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202    0.9607    2.2019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8116    1.5133    0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091    0.1599    1.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1529    1.7048    1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246   -1.6197   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936   -0.0876    1.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0886    1.1325    0.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8467   -1.3613    0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6970    1.5701    0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862    0.7618    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177    0.0603    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994    0.2425   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1209   -1.1627   -2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311    0.5380   -2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3594   -1.4971   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8945   -1.7339    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6576   -0.0288    0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305    0.8875   -0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6127    0.1192    1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9169    1.8453    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4159    1.6003   -0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 19  1  0
 19 20  2  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11  3  1  0
 14 18  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
  7 25  1  0
  7 26  1  0
  4 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 18 40  1  6
 17 38  1  0
 17 39  1  0
 16 36  1  0
 16 37  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv1533004241503372D          

 20 21  0  0  0  0            999 V2000
   -0.5463   -2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -3.9217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -2.6842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077   -2.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5847   -1.8161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4960   -2.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0572   -2.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974   -3.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6044   -3.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906   -4.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9370   -4.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3849   -4.3575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -4.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3260   -5.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644   -3.9193    0.0000 O   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
  2  4  1  0  0  0  0
  4  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  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  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  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  8 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292727

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)NC1=C(C)C(=O)C2CCCN2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N2O4/c1-8(2)7-11(17)15-13-9(3)12(18)10-5-4-6-16(10)14(19)20-13/h8,10H,4-7H2,1-3H3,(H,15,17)

> <INCHI_KEY>
OOVIDZVWKLFZSZ-UHFFFAOYSA-N

> <FORMULA>
C14H20N2O4

> <MOLECULAR_WEIGHT>
280.324

> <EXACT_MASS>
280.142307132

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.634987125236364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-N-{4-methyl-1,5-dioxo-1H,5H,5aH,6H,7H,8H-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanamide

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
1.9032973719999995

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.48584798102312

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.76697514938471

> <JCHEM_PKA_STRONGEST_BASIC>
-6.39980616838777

> <JCHEM_POLAR_SURFACE_AREA>
75.71000000000001

> <JCHEM_REFRACTIVITY>
81.6824

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-N-{4-methyl-1,5-dioxo-5aH,6H,7H,8H-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanamide

> <JCHEM_VEBER_RULE>
0

$$$$

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      -1.020  -5.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.314  -5.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.314  -7.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.648  -5.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.981  -5.780   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.981  -7.320   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       4.315  -5.010   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.649  -5.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.921  -4.913   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.691  -3.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.393  -5.367   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.440  -4.238   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.955  -6.800   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.462  -7.121   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.623  -8.652   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.216  -9.278   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       8.185  -8.134   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.662  -8.364   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.208  -9.835   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.534  -7.316   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    8                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀N₂O₄

Average Mass

280.3240 Da

Monoisotopic Mass

280.14231 Da

IUPAC Name

3-methyl-N-{4-methyl-1,5-dioxo-1H,5H,5aH,6H,7H,8H-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanamide

Traditional Name

3-methyl-N-{4-methyl-1,5-dioxo-5aH,6H,7H,8H-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanamide

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)NC1=C(C)C(=O)C2CCCN2C(=O)O1

InChI Identifier

InChI=1S/C14H20N2O4/c1-8(2)7-11(17)15-13-9(3)12(18)10-5-4-6-16(10)14(19)20-13/h8,10H,4-7H2,1-3H3,(H,15,17)

InChI Key

OOVIDZVWKLFZSZ-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 3, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazepines

Sub Class

1,3-oxazepines

Direct Parent

1,3-oxazepines

Alternative Parents

Substituents

Meta-oxazepine
Fatty amide
N-acyl-amine
Fatty acyl
Pyrrolidine
Carbamic acid ester
Vinylogous amide
Carboxamide group
Ketene acetal or derivatives
Ketone
Carbonic acid derivative
Secondary carboxylic acid amide
Carboxylic acid derivative
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.65	ALOGPS
logP	1.9	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.77	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.71 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.68 m³·mol⁻¹	ChemAxon
Polarizability	29.63 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

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

190435

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid (NP0292727)

MOL for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

3D MOL for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

3D SDF for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

3D-SDF for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

PDB for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

3D PDB for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

SMILES for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

INCHI for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

Structure for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)

3D Structure for NP0292727 (3-methyl-n-{4-methyl-1,5-dioxo-5ah,6h,7h,8h-pyrrolo[1,2-c][1,3]oxazepin-3-yl}butanimidic acid)