NP-MRD: Showing NP-Card for 8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one (NP0329461)

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Record Information

Version

2.0

Created at

2022-09-12 13:51:24 UTC

Updated at

2022-09-12 13:51:25 UTC

NP-MRD ID

NP0329461

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

8,9-Dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]Pentadeca-6(10),8-dien-11-one belongs to the class of organic compounds known as aryl bromides. These are organic compounds containing the acyl bromide functional group. 8,9-Dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]Pentadeca-6(10),8-dien-11-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.5746    3.4220   -0.2020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456    2.1321    0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5908    1.0178   -0.1377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403   -0.1226    0.3487 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6609   -0.8216    1.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2015   -2.0843    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227   -1.8655   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6678   -1.1473   -0.6182 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -1.3773   -1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041   -2.1774   -2.3163 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109   -0.6363   -0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6031    0.2382    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8303    0.7867    0.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6712    0.2863   -0.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    0.6813   -0.9305 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9937   -0.6358   -1.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6954   -1.6491   -2.9210 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3940    0.4990    0.8809 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1475    1.9176    0.8795 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2598    3.9026    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549    3.8587   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914   -1.0709    2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -0.2019    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2887   -2.2063    0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6229   -2.9776    1.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7535   -1.2586   -1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -2.8379   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202    1.4966    0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4983    0.1877    1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287    2.6440    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 19  2  1  0
  8  4  1  0
 16 11  1  0
 18  4  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 13 28  1  0
 18 29  1  1
 19 30  1  0
M  END


  Mrv1533004201502232D          

 19 22  0  0  0  0            999 V2000
   -0.0489   -3.1306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3636   -2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -1.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8547   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1096    0.7541    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3396   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646   -0.6979    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.8547   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -2.3299    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  2  0  0  0  0
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329461

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=NC23CCCN2C(=O)C2=C(NC(Br)=C2Br)C3N1

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

> <INCHI_KEY>
UNBLRWONXQVSJZ-UHFFFAOYSA-N

> <FORMULA>
C11H11Br2N5O

> <MOLECULAR_WEIGHT>
389.051

> <EXACT_MASS>
386.933036

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
30.351632133619535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-amino-8,9-dibromo-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-2,6(10),8-trien-11-one

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
0.9786561970000001

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.125714860105093

> <JCHEM_PKA_STRONGEST_BASIC>
7.7529810745808225

> <JCHEM_POLAR_SURFACE_AREA>
86.50999999999999

> <JCHEM_REFRACTIVITY>
76.49230000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-amino-8,9-dibromo-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-2,6(10),8-trien-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  N   UNK     0      -0.091  -5.844   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.679  -4.510   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.052  -3.103   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.197  -0.533   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.329  -0.057   0.000  0.00  0.00           C+0
HETATM   13 Br   UNK     0       5.805   1.408   0.000  0.00  0.00          Br+0
HETATM   14  C   UNK     0       6.234  -1.303   0.000  0.00  0.00           C+0
HETATM   15 Br   UNK     0       7.774  -1.303   0.000  0.00  0.00          Br+0
HETATM   16  N   UNK     0       5.329  -2.549   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.210  -4.349   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8   18                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17    4   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

3-amino-8,9-dibromo-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-2,6(10),8-trien-11-one

Traditional Name

3-amino-8,9-dibromo-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-2,6(10),8-trien-11-one

CAS Registry Number

Not Available

SMILES

NC1=NC23CCCN2C(=O)C2=C(NC(Br)=C2Br)C3N1

InChI Identifier

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

InChI Key

UNBLRWONXQVSJZ-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 aryl bromides. These are organic compounds containing the acyl bromide functional group.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Aryl halides

Sub Class

Aryl bromides

Direct Parent

Aryl bromides

Alternative Parents

Substituents

Aryl bromide
Substituted pyrrole
Imidazolidine
Heteroaromatic compound
Pyrrole
Vinylogous amide
Vinylogous halide
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Guanidine
Lactam
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Carboximidamide
Organobromide
Organic nitrogen compound
Imine
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen 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
logP	1.14	ALOGPS
logP	0.98	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.13	ChemAxon
pKa (Strongest Basic)	7.75	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.51 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.49 m³·mol⁻¹	ChemAxon
Polarizability	30.35 Å³	ChemAxon
Number of Rings	4	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

74425573

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one (NP0329461)

MOL for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

3D MOL for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

3D SDF for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

3D-SDF for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

PDB for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

3D PDB for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

SMILES for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

INCHI for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

Structure for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)

3D Structure for NP0329461 (8,9-dibromo-3-imino-2,4,7,12-tetraazatetracyclo[10.3.0.0¹,⁵.0⁶,¹⁰]pentadeca-6(10),8-dien-11-one)