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Showing NP-Card for 9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione (NP0307266)

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Record Information
Version2.0
Created at2022-09-11 00:16:37 UTC
Updated at2022-09-11 00:16:37 UTC
NP-MRD IDNP0307266
Secondary Accession NumbersNone
Natural Product Identification
Common Name9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione
DescriptionSCHEMBL1230317 belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton. SCHEMBL1230317 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)


  Mrv1533004231518472D          

 16 18  0  0  0  0            999 V2000
    1.8226   -0.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.0269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4959    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    1.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    2.4525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    2.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651    2.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    3.2693    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.4326    1.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862    2.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.6621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
  8 16  1  0  0  0  0
M  END
Download

3D MOL for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)

     RDKit          3D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.3686   -0.7061    0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315   -0.7001    0.1844 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.7381    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2394   -1.2518    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    0.0919    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813    0.4266    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4776    1.8635   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596    2.2516   -0.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    2.7738   -0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408    4.0084   -0.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    2.3165   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597    3.4422   -0.3601 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377    1.0002   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5502    0.4014   -0.0579 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6561   -0.9922   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815   -1.8718    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7384   -0.1993   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.1539    1.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218   -1.7642    0.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3596   -2.7658    0.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3633    1.0086    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865   -1.1307   -1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6236   -1.3432    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050   -2.1967    1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -2.7707   -0.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  2  0
 11 12  1  0
 11  9  1  0
  9 10  2  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  5  2  0
  6  2  1  0
  5  4  1  0
  5 13  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
 16 24  1  0
 16 25  1  0
 15 22  1  0
 15 23  1  0
 14 21  1  0
M  END
Download

3D SDF for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)


  Mrv1533004231518472D          

 16 18  0  0  0  0            999 V2000
    1.8226   -0.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.0269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4959    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    1.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    2.4525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    2.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651    2.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    3.2693    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.4326    1.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862    2.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.6621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
  8 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307266

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C=C2CCNC3=C(Br)C(=O)C(=O)C1=C23

> <INCHI_IDENTIFIER>
InChI=1S/C11H9BrN2O2/c1-14-4-5-2-3-13-8-6(5)9(14)11(16)10(15)7(8)12/h4,13H,2-3H2,1H3

> <INCHI_KEY>
KIFRTCOTROBDII-UHFFFAOYSA-N

> <FORMULA>
C11H9BrN2O2

> <MOLECULAR_WEIGHT>
281.109

> <EXACT_MASS>
279.984741

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
23.965613888796682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione

> <ALOGPS_LOGP>
1.95

> <JCHEM_LOGP>
1.065261818333333

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.343235743752107

> <JCHEM_PKA_STRONGEST_BASIC>
-9.295608680155407

> <JCHEM_POLAR_SURFACE_AREA>
51.1

> <JCHEM_REFRACTIVITY>
64.9413

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)

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PDB for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)
HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       3.402  -1.196   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.497   0.050   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.957   0.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.481   1.515   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.926   2.141   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.087   3.673   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.159   4.578   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.566   3.952   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.295   4.578   0.000  0.00  0.00           C+0
HETATM   10 Br   UNK     0       3.510   6.103   0.000  0.00  0.00          Br+0
HETATM   11  C   UNK     0       4.541   3.673   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.948   4.299   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.380   2.141   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.626   1.236   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.973   1.515   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.727   2.420   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    2   16                                                  
CONECT   16   15    4    8                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

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3D PDB for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)
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SMILES for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)
CN1C=C2CCNC3=C(Br)C(=O)C(=O)C1=C23
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INCHI for NP0307266 (9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione)
InChI=1S/C11H9BrN2O2/c1-14-4-5-2-3-13-8-6(5)9(14)11(16)10(15)7(8)12/h4,13H,2-3H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC11H9BrN2O2
Average Mass281.1090 Da
Monoisotopic Mass279.98474 Da
IUPAC Name9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione
Traditional Name9-bromo-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione
CAS Registry NumberNot Available
SMILES
CN1C=C2CCNC3=C(Br)C(=O)C(=O)C1=C23
InChI Identifier
InChI=1S/C11H9BrN2O2/c1-14-4-5-2-3-13-8-6(5)9(14)11(16)10(15)7(8)12/h4,13H,2-3H2,1H3
InChI KeyKIFRTCOTROBDII-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassQuinolines and derivatives  
Sub ClassPyrroloquinolines  
Direct ParentPyrrolo[4,3,2-de]quinolines  
Alternative Parents
Substituents
  • Pyrrolo[4,3,2-de]quinoline
    • 

  • Indole or derivatives
    • 

  • Aryl ketone
    • 

  • Aralkylamine
    • 

  • N-methylpyrrole
    • 

  • Substituted pyrrole
    • 

  • Alpha-haloketone
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous amide
    • 

  • Ketone
    • 

  • Cyclic ketone
    • 

  • Secondary aliphatic amine
    • 

  • Enamine
    • 

  • Azacycle
    • 

  • Bromoalkene
    • 

  • Vinyl bromide
    • 

  • Vinyl halide
    • 

  • Haloalkene
    • 

  • Organonitrogen compound
    • 

  • Organobromide
    • 

  • Organohalogen compound
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.95ALOGPS
logP1.07ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)19.34ChemAxon
pKa (Strongest Basic)-9.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area51.1 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity64.94 m³·mol⁻¹ChemAxon
Polarizability23.97 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10085092  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]