NP-MRD: Showing NP-Card for 1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate (NP0243787)

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Record Information

Version

2.0

Created at

2022-09-07 04:24:55 UTC

Updated at

2022-09-07 04:24:55 UTC

NP-MRD ID

NP0243787

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate

Description

1,2,4-Tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-3-yl 2-methylpropanoate belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Based on a literature review very few articles have been published on 1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-3-yl 2-methylpropanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072206242D          

 41 44  0  0  0  0            999 V2000
    3.9840    3.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309072206242D          

 41 44  0  0  0  0            999 V2000
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  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  3  0  0  0  0
  9 12  1  0  0  0  0
  6 12  2  0  0  0  0
 12 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
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 18 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
  8 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 33 39  1  0  0  0  0
 39 40  1  0  0  0  0
  7 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0243787

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)OC1(C)C(OC(C)=O)C(OC(C)=O)C2=C(C1OC(C)=O)N(C#N)C1=C2C(=O)C2=CC=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H26N2O11/c1-11(2)27(37)41-28(6)25(39-13(4)32)21-19(24(38-12(3)31)26(28)40-14(5)33)18-20(30(21)10-29)23(36)17-15(22(18)35)8-7-9-16(17)34/h7-9,11,24-26,34H,1-6H3

> <INCHI_KEY>
OXMAIWPKYNHSOM-UHFFFAOYSA-N

> <FORMULA>
C28H26N2O11

> <MOLECULAR_WEIGHT>
566.519

> <EXACT_MASS>
566.153659665

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
55.34766113367752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-3-yl 2-methylpropanoate

> <JCHEM_LOGP>
2.8304598876666676

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.738148687140765

> <JCHEM_PKA_STRONGEST_BASIC>
-6.043543004894183

> <JCHEM_POLAR_SURFACE_AREA>
188.29

> <JCHEM_REFRACTIVITY>
136.87509999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,4H-benzo[b]carbazol-3-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       7.437   6.225   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.079   4.826   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.612   4.681   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.187   3.570   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.829   2.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.938   0.914   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.408   0.736   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.104  -0.774   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.447  -1.529   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.624  -3.059   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.802  -4.588   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.580  -0.486   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.113  -0.630   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.755  -2.030   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.288  -2.174   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.930  -3.574   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.179  -0.918   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.004   0.626   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.086  -0.470   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.271   1.501   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.663   0.841   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.787  -0.694   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.930   1.716   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.321   1.057   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.806   3.251   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.362   2.026   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.254   3.282   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.787   3.138   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.678   4.393   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      12.429   1.738   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.645  -1.266   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.342  -2.775   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.489  -0.248   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.030  -0.740   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.727  -2.250   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.126   0.278   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.178   1.788   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.637   2.280   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.793   1.262   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.252   1.754   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.556   3.264   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   26                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   40                                                  
CONECT    8    7    9   31                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9    6   13                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19   20   26                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   18    5   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    8   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   39                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   33   40                                                  
CONECT   40   39    7   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
1,2,4-Tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-3-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₂₈H₂₆N₂O₁₁

Average Mass

566.5190 Da

Monoisotopic Mass

566.15366 Da

IUPAC Name

1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-3-yl 2-methylpropanoate

Traditional Name

1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,4H-benzo[b]carbazol-3-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)OC1(C)C(OC(C)=O)C(OC(C)=O)C2=C(C1OC(C)=O)N(C#N)C1=C2C(=O)C2=CC=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C28H26N2O11/c1-11(2)27(37)41-28(6)25(39-13(4)32)21-19(24(38-12(3)31)26(28)40-14(5)33)18-20(30(21)10-29)23(36)17-15(22(18)35)8-7-9-16(17)34/h7-9,11,24-26,34H,1-6H3

InChI Key

OXMAIWPKYNHSOM-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 carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Tetracarboxylic acid or derivatives
Naphthalene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Substituted pyrrole
Benzenoid
Vinylogous amide
Vinylogous acid
Heteroaromatic compound
Pyrrole
Carboxylic acid ester
Ketone
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
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	2.83	ChemAxon
pKa (Strongest Acidic)	7.74	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	188.29 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	136.88 m³·mol⁻¹	ChemAxon
Polarizability	55.35 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

163054233

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate (NP0243787)

MOL for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

3D MOL for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

3D SDF for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

3D-SDF for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

PDB for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

3D PDB for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

SMILES for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

INCHI for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

Structure for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)

3D Structure for NP0243787 (1,2,4-tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-3-yl 2-methylpropanoate)