NP-MRD: Showing NP-Card for 1,4-Dibromo-3-methoxy-9H-carbazole (NP0333378)

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Record Information

Version

2.0

Created at

2024-06-06 03:48:53 UTC

Updated at

2024-09-16 20:04:14 UTC

NP-MRD ID

NP0333378

Natural Product DOI

https://doi.org/10.57994/2756

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,4-Dibromo-3-methoxy-9H-carbazole

Description

1,4-Dibromo-3-methoxy-9H-carbazole 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 1,4-Dibromo-3-methoxy-9H-carbazole.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02182306242D          

 17 19  0  0  0  0            999 V2000
    2.6435   -1.1567    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -0.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    1.9817    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333378

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Br)C2=C(NC3=CC=CC=C23)C(Br)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H9Br2NO/c1-17-10-6-8(14)13-11(12(10)15)7-4-2-3-5-9(7)16-13/h2-6,16H,1H3

> <INCHI_KEY>
XQYKZWOGKWLETK-UHFFFAOYSA-N

> <FORMULA>
C13H9Br2NO

> <MOLECULAR_WEIGHT>
355.029

> <EXACT_MASS>
352.90509

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
28.541148952593517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-dibromo-3-methoxy-9H-carbazole

> <JCHEM_LOGP>
4.470719674333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.011636545830918

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8826202649794155

> <JCHEM_POLAR_SURFACE_AREA>
25.02

> <JCHEM_REFRACTIVITY>
75.18100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,4-dibromo-3-methoxy-9H-carbazole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 18-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-FEB-23         0                                  
HETATM    1 Br   UNK     0       4.935  -2.159   0.000  0.00  0.00          Br+0
HETATM    2  C   UNK     0       5.410  -0.695   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.947  -1.519   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.454  -1.199   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM    8 Br   UNK     0       6.838   3.699   0.000  0.00  0.00          Br+0
HETATM    9  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.610   2.820   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   17                                                  
CONECT   10    9    2   11                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16    9                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₉Br₂NO

Average Mass

355.0290 Da

Monoisotopic Mass

352.90509 Da

IUPAC Name

1,4-dibromo-3-methoxy-9H-carbazole

Traditional Name

1,4-dibromo-3-methoxy-9H-carbazole

CAS Registry Number

Not Available

SMILES

COC1=C(Br)C2=C(NC3=CC=CC=C23)C(Br)=C1

InChI Identifier

InChI=1S/C13H9Br2NO/c1-17-10-6-8(14)13-11(12(10)15)7-4-2-3-5-9(7)16-13/h2-6,16H,1H3

InChI Key

XQYKZWOGKWLETK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	17854207085@163.com	Ocean university of China	Yan Pengcheng	2024-06-06	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	17854207085@163.com	Ocean university of China	Yan Pengcheng	2024-06-06	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	17854207085@163.com	Ocean university of China	Yan Pengcheng	2024-06-06	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	17854207085@163.com	Ocean university of China	Yan Pengcheng	2024-06-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	17854207085@163.com	Ocean university of China	Yan Pengcheng	2024-06-06	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 499.778946338, C2D6OS, simulated)	17854207085@163.com	Ocean university of China	Yan Pengcheng	2024-06-06	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
sp.		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as carbazoles. These 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
Indole
Anisole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Pyrroline
Pyrrole
Azacycle
Bromoalkene
Haloalkene
Vinyl halide
Vinyl bromide
Secondary amine
Ether
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Amine
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	4.47	ChemAxon
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	25.02 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.18 m³·mol⁻¹	ChemAxon
Polarizability	28.54 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1,4-Dibromo-3-methoxy-9H-carbazole (NP0333378)

MOL for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

3D MOL for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

3D SDF for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

3D-SDF for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

PDB for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

3D PDB for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

SMILES for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

INCHI for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

Structure for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)

3D Structure for NP0333378 (1,4-Dibromo-3-methoxy-9H-carbazole)