NP-MRD: Showing NP-Card for (1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one (NP0186912)

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Record Information

Version

2.0

Created at

2022-09-04 02:54:45 UTC

Updated at

2022-09-04 02:54:45 UTC

NP-MRD ID

NP0186912

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one

Description

Dibromocantharellin belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group. Based on a literature review very few articles have been published on Dibromocantharellin.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.7401    3.9139   -0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8354    3.6871   -0.4489 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    2.4385   -0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7377    1.9984    0.3023 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6123    0.5844    0.6487 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7627   -0.1824    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286   -1.3205   -0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -1.7815   -0.8073 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -0.9805   -0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916   -1.1464   -0.2914 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.1378    0.0425    0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8559    1.5085    1.3598 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3002   -1.7889   -0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -2.8451   -1.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320   -1.0713   -0.5023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2435   -1.3500   -0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8643   -0.6769    0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332    0.0187    1.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7220    0.1869    0.1683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2021    1.2856   -0.6549 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772    2.5871    0.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    0.5726    1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -2.6264   -1.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4653   -2.4324   -0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5908   -0.8398   -1.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6008    0.0991    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.4459    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2634   -0.6729    2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520    0.9705    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392    1.2668   -1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  2  0
 11 12  1  0
 11  6  1  0
  6  7  2  0
  7  8  1  0
  7 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20  3  1  0
  3  2  2  0
  3  4  1  0
  4  5  1  0
  8  9  1  0
 19 15  1  0
  5 19  1  0
  5  6  1  0
  8 23  1  0
 16 24  1  0
 16 25  1  0
 17 26  1  0
 17 27  1  0
 18 28  1  0
 18 29  1  0
 20 30  1  0
  2  1  1  0
  4 21  1  0
  5 22  1  1
M  END


  Mrv1652309042204542D          

 19 22  0  0  1  0            999 V2000
    1.8744    2.8452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1074    2.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7780   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0879    0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.7780    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330    1.8646    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9514    1.3770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  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  1  0  0  0  0
  8 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 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
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 14  1  6  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186912

> <DATABASE_NAME>
NP-MRD

> <SMILES>
BrC1=C(Br)C2=C(N1)C(=O)N1CCC[C@]11NC(=N)N[C@H]21

> <INCHI_IDENTIFIER>
InChI=1S/C11H11Br2N5O/c12-5-4-6(15-8(5)13)9(19)18-3-1-2-11(18)7(4)16-10(14)17-11/h7,15H,1-3H2,(H3,14,16,17)/t7-,11+/m1/s1

> <INCHI_KEY>
DDCWMFYLYYJVTF-HQJQHLMTSA-N

> <FORMULA>
C11H11Br2N5O

> <MOLECULAR_WEIGHT>
389.051

> <EXACT_MASS>
386.933036

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
30.183142047119077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0^{1,5}.0^{6,10}]pentadeca-6(10),7-dien-11-one

> <JCHEM_LOGP>
0.8634752392778144

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.434139989531836

> <JCHEM_PKA_STRONGEST_BASIC>
9.979398552913016

> <JCHEM_POLAR_SURFACE_AREA>
84.01

> <JCHEM_REFRACTIVITY>
86.78509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0^{1,5}.0^{6,10}]pentadeca-6(10),7-dien-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  N   UNK     0       3.499   5.311   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.269   3.977   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.800   3.816   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.919  -0.476   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.824   0.770   0.000  0.00  0.00           C+0
HETATM    9 Br   UNK     0      11.364   0.770   0.000  0.00  0.00          Br+0
HETATM   10  C   UNK     0       8.919   2.016   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       9.395   3.481   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       4.787   0.000   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.643   2.570   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    5   11                                                  
CONECT   11   10                                                            
CONECT   12    6   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    4   14   19                                             
CONECT   19   18    2                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₁Br₂N₅O

Average Mass

389.0510 Da

Monoisotopic Mass

386.93304 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

BrC1=C(Br)C2=C(N1)C(=O)N1CCC[C@]11NC(=N)N[C@H]21

InChI Identifier

InChI=1S/C11H11Br2N5O/c12-5-4-6(15-8(5)13)9(19)18-3-1-2-11(18)7(4)16-10(14)17-11/h7,15H,1-3H2,(H3,14,16,17)/t7-,11+/m1/s1

InChI Key

DDCWMFYLYYJVTF-HQJQHLMTSA-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 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

2-heteroaryl carboxamides

Alternative Parents

Substituents

2-heteroaryl carboxamide
Aryl bromide
Aryl halide
Substituted pyrrole
2-imidazoline
Pyrrole
Heteroaromatic compound
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Guanidine
Lactam
Tertiary amine
Organoheterocyclic compound
Azacycle
Organic 1,3-dipolar compound
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Organic oxide
Amine
Organic oxygen compound
Organic nitrogen compound
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

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

53753974

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one (NP0186912)

MOL for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

3D MOL for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

3D SDF for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

3D-SDF for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

PDB for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

3D PDB for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

SMILES for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

INCHI for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

Structure for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)

3D Structure for NP0186912 ((1s,5r)-7,8-dibromo-3-imino-2,4,9,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),7-dien-11-one)