NP-MRD: Showing NP-Card for 2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole (NP0009513)

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Record Information

Version

2.0

Created at

2021-01-05 00:16:14 UTC

Updated at

2021-07-15 17:03:28 UTC

NP-MRD ID

NP0009513

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole

Provided By

NPAtlas

Description

2,3,5,7-Tetrabromobenzofuro[3,2-B]Pyrrole belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. 2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole is found in Pseudoalteromonas. 2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole was first documented in 2010 (PMID: 20973551). Based on a literature review very few articles have been published on 2,3,5,7-Tetrabromobenzofuro[3,2-B]Pyrrole.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106363D          

 19 21  0  0  0  0            999 V2000
   -4.5028   -1.2121   -0.3811 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.2632   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8603    1.0860    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6691    1.7588    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532    3.6179    0.7170 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4362    1.1347    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8086    1.5298    0.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6508    0.5462    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916    0.1608    0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719    1.3286    0.4049 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0189   -1.1900   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5854   -2.2695   -0.3532 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7436   -1.5938   -0.2890 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8906   -0.5751   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4435   -0.2246   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6371   -0.8944   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8271    1.5707    0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363   -2.5554   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6084   -1.9555   -0.4583 H   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
  4  6  2  0  0  0  0
  6  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
  9 11  2  0  0  0  0
 11 12  1  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  2  0  0  0  0
 16  2  1  0  0  0  0
 15  6  1  0  0  0  0
 14  8  2  0  0  0  0
  3 17  1  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009513

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(Br)=C(Br)C2=C1C1=C([H])C(Br)=C([H])C(Br)=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C10H3Br4NO/c11-3-1-4-7-9(6(13)10(14)15-7)16-8(4)5(12)2-3/h1-2,15H

> <INCHI_KEY>
ICCCQEGUOIWMQK-UHFFFAOYSA-N

> <FORMULA>
C10H3Br4NO

> <MOLECULAR_WEIGHT>
472.756

> <EXACT_MASS>
468.694816

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
31.4935208306025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5,9,11-tetrabromo-7-oxa-3-azatricyclo[6.4.0.0^{2,6}]dodeca-1(12),2(6),4,8,10-pentaene

> <ALOGPS_LOGP>
5.60

> <JCHEM_LOGP>
5.035898327666667

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.065981543571327

> <JCHEM_PKA_STRONGEST_BASIC>
-2.791147682681572

> <JCHEM_POLAR_SURFACE_AREA>
28.93

> <JCHEM_REFRACTIVITY>
76.13629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,9,11-tetrabromo-7-oxa-3-azatricyclo[6.4.0.0^{2,6}]dodeca-1(12),2(6),4,8,10-pentaene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1 Br   UNK     0      -4.503  -1.212  -0.381  0.00  0.00          Br+0
HETATM    2  C   UNK     0      -2.860  -0.263  -0.135  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.860   1.086   0.151  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.669   1.759   0.326  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -1.753   3.618   0.717  0.00  0.00          Br+0
HETATM    6  C   UNK     0      -0.436   1.135   0.228  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.809   1.530   0.346  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.651   0.546   0.161  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.992   0.161   0.117  0.00  0.00           C+0
HETATM   10 Br   UNK     0       4.472   1.329   0.405  0.00  0.00          Br+0
HETATM   11  C   UNK     0       3.019  -1.190  -0.168  0.00  0.00           C+0
HETATM   12 Br   UNK     0       4.585  -2.269  -0.353  0.00  0.00          Br+0
HETATM   13  N   UNK     0       1.744  -1.594  -0.289  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.891  -0.575  -0.097  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.444  -0.225  -0.060  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.637  -0.894  -0.235  0.00  0.00           C+0
HETATM   17  H   UNK     0      -3.827   1.571   0.226  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.436  -2.555  -0.501  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.608  -1.956  -0.458  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15    8                                                  
CONECT   15   14   16    6                                                  
CONECT   16   15    2   19                                                  
CONECT   17    3                                                            
CONECT   18   13                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2,3,5,7-Tetrabromobenzofuro(3,2-b)pyrrole	MeSH
2357-tetrabromobenzofuro[32-b]Pyrrole	ChEMBL

Chemical Formula

C₁₀H₃Br₄NO

Average Mass

472.7560 Da

Monoisotopic Mass

468.69482 Da

IUPAC Name

4,5,9,11-tetrabromo-7-oxa-3-azatricyclo[6.4.0.0^{2,6}]dodeca-1(12),2(6),4,8,10-pentaene

Traditional Name

4,5,9,11-tetrabromo-7-oxa-3-azatricyclo[6.4.0.0^{2,6}]dodeca-1(12),2(6),4,8,10-pentaene

CAS Registry Number

Not Available

SMILES

BrC1=C(Br)C2=C(N1)C1=CC(Br)=CC(Br)=C1O2

InChI Identifier

InChI=1S/C10H3Br4NO/c11-3-1-4-7-9(6(13)10(14)15-7)16-8(4)5(12)2-3/h1-2,15H

InChI Key

ICCCQEGUOIWMQK-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pseudoalteromonas	NPAtlas	20973551

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Furopyrrole
Aryl bromide
Aryl halide
Substituted pyrrole
Benzenoid
Furan
Pyrrole
Heteroaromatic compound
Oxacycle
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzofurans (CHEBI:70617 )

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	5.6	ALOGPS
logP	5.04	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.07	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.93 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.14 m³·mol⁻¹	ChemAxon
Polarizability	31.49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA013947

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26378885

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50899958

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Feher D, Barlow R, McAtee J, Hemscheidt TK: Highly brominated antimicrobial metabolites from a marine Pseudoalteromonas sp. J Nat Prod. 2010 Nov 29;73(11):1963-6. doi: 10.1021/np100506z. Epub 2010 Oct 25. [PubMed:20973551 ]

Showing NP-Card for 2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole (NP0009513)

MOL for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

3D MOL for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

3D SDF for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

3D-SDF for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

PDB for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

3D PDB for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

SMILES for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

INCHI for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

Structure for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)

3D Structure for NP0009513 (2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole)