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Showing NP-Card for Damirone B (NP0068972)

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Record Information
Version2.0
Created at2022-04-28 14:15:03 UTC
Updated at2022-04-28 14:15:03 UTC
NP-MRD IDNP0068972
Secondary Accession NumbersNone
Natural Product Identification
Common NameDamirone B
DescriptionDamirone B 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. Damirone B is found in Latrunculia bellae and Zyzzya fuliginosa. Damirone B is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0068972 (Damirone B)


  Mrv1533004161519442D          

 15 17  0  0  0  0            999 V2000
    1.4326   -1.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    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  1  0  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
  9 10  2  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
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 15  1  0  0  0  0
  8 15  2  0  0  0  0
M  END
Download

3D MOL for NP0068972 (Damirone B)

     RDKit          3D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.4229    1.6017    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5325    0.4980   -0.2068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9247   -0.8724   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2051   -1.7910    0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -1.5804    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4119   -2.3377    0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5084   -1.5468    0.4741 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1093   -0.3154    0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402   -0.3615    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235    0.7477   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3820    1.9330   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8627    2.0718   -0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117    3.1997   -0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7271    0.9562   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9554    1.0704   -0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4764    1.2565    0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3126    2.3827   -0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2334    2.0941    1.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5548   -1.1646   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0310   -1.0056   -0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5402   -1.4703    1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.8551    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3999   -3.3684    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785   -1.8457    0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3005    2.7031   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 10  2  1  0
  9  5  1  0
 14  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
 11 25  1  0
M  END
Download

3D SDF for NP0068972 (Damirone B)


  Mrv1533004161519442D          

 15 17  0  0  0  0            999 V2000
    1.4326   -1.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    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  1  0  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
  9 10  2  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
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 15  1  0  0  0  0
  8 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0068972

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC2=CNC3=C2C1=CC(=O)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H10N2O2/c1-13-3-2-6-5-12-10-9(6)7(13)4-8(14)11(10)15/h4-5,12H,2-3H2,1H3

> <INCHI_KEY>
JYLGJUYDUWMFOL-UHFFFAOYSA-N

> <FORMULA>
C11H10N2O2

> <MOLECULAR_WEIGHT>
202.213

> <EXACT_MASS>
202.07422757

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
20.461868049405318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.36

> <JCHEM_LOGP>
0.670973424333334

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.754351918380024

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2712362338367496

> <JCHEM_POLAR_SURFACE_AREA>
53.17

> <JCHEM_REFRACTIVITY>
57.730000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-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 NP0068972 (Damirone B)

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PDB for NP0068972 (Damirone B)
HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       2.674  -3.700   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.835  -2.168   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.589  -1.263   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.750   0.268   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.157   0.895   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.633   2.359   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.173   2.359   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.649   0.895   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.056   0.268   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.302   1.174   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.217  -1.263   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.624  -1.890   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.971  -2.168   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.242  -1.542   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.403  -0.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    2   15                                                  
CONECT   15   14    5    8                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

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3D PDB for NP0068972 (Damirone B)
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SMILES for NP0068972 (Damirone B)
CN1CCC2=CNC3=C2C1=CC(=O)C3=O
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INCHI for NP0068972 (Damirone B)
InChI=1S/C11H10N2O2/c1-13-3-2-6-5-12-10-9(6)7(13)4-8(14)11(10)15/h4-5,12H,2-3H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC11H10N2O2
Average Mass202.2130 Da
Monoisotopic Mass202.07423 Da
IUPAC Name7-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione
Traditional Name7-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione
CAS Registry NumberNot Available
SMILES
CN1CCC2=CNC3=C2C1=CC(=O)C3=O
InChI Identifier
InChI=1S/C11H10N2O2/c1-13-3-2-6-5-12-10-9(6)7(13)4-8(14)11(10)15/h4-5,12H,2-3H2,1H3
InChI KeyJYLGJUYDUWMFOL-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Latrunculia bellae-
Zyzzya fuliginosa-
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
    • 

  • Pyrrole
    • 

  • Vinylogous amide
    • 

  • Heteroaromatic compound
    • 

  • Ketone
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Cyclic ketone
    • 

  • Enamine
    • 

  • Azacycle
    • 

  • Carbonyl group
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP1.36ALOGPS
logP0.67ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)13.75ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area53.17 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity57.73 m³·mol⁻¹ChemAxon
Polarizability20.46 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 Compound2947  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available