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Showing NP-Card for 2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one (NP0222003)

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Record Information
Version2.0
Created at2022-09-05 23:43:31 UTC
Updated at2022-09-05 23:43:31 UTC
NP-MRD IDNP0222003
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one
DescriptionAC1L9F28 belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. AC1L9F28 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)


  Mrv1533004201505502D          

 28 31  0  0  0  0            999 V2000
    1.6820   -3.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521   -2.3743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9732   -1.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2433   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4332   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -4.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -3.1539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0028   -3.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -3.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -4.0893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -3.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -3.7775    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
Download

3D MOL for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)

Download
3D SDF for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)

  Mrv1533004201505502D          

 28 31  0  0  0  0            999 V2000
    1.6820   -3.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521   -2.3743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9732   -1.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2433   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4332   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -4.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -3.1539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0028   -3.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -3.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -4.0893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -3.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -3.7775    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222003

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=CC=C3C4=CC=C(OC)C(OC)=C4C(=O)N(C)C3=C2C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H21NO5/c1-23-20-14(7-6-12-10-17(26-3)18(27-4)11-15(12)20)13-8-9-16(25-2)21(28-5)19(13)22(23)24/h6-11H,1-5H3

> <INCHI_KEY>
OTYYIACHHIZJSL-UHFFFAOYSA-N

> <FORMULA>
C22H21NO5

> <MOLECULAR_WEIGHT>
379.412

> <EXACT_MASS>
379.14197278

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
41.1235163068995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(18),2,4,6,10,12,14,16-octaen-8-one

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
2.9619679303333326

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.572224601761238

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
106.08859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(18),2,4,6,10,12,14,16-octaen-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)
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PDB for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)
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  C   UNK     0       3.140  -5.887   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.644  -4.432   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.156  -4.141   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.660  -2.686   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.172  -2.395   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.181  -3.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.693  -3.268   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.197  -1.813   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.709  -1.522   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.717  -2.686   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.230  -2.395   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.238  -3.559   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.750  -3.268   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      17.254  -1.813   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.734  -5.014   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.742  -6.178   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.238  -7.633   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.221  -5.305   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.213  -4.141   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.701  -4.432   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      10.197  -5.887   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      11.205  -7.051   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.685  -6.178   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.181  -7.633   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.677  -5.014   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.164  -5.305   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.660  -6.760   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.148  -7.051   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18   10   20                                                  
CONECT   20   19    7   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    6   26                                                  
CONECT   26   25    3   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

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3D PDB for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)
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SMILES for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)
COC1=CC2=CC=C3C4=CC=C(OC)C(OC)=C4C(=O)N(C)C3=C2C=C1OC
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INCHI for NP0222003 (2,3,7,8-tetramethoxy-5-methylbenzo[c]phenanthridin-6-one)
InChI=1S/C22H21NO5/c1-23-20-14(7-6-12-10-17(26-3)18(27-4)11-15(12)20)13-8-9-16(25-2)21(28-5)19(13)22(23)24/h6-11H,1-5H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC22H21NO5
Average Mass379.4120 Da
Monoisotopic Mass379.14197 Da
IUPAC Name5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(18),2,4,6,10,12,14,16-octaen-8-one
Traditional Name5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(18),2,4,6,10,12,14,16-octaen-8-one
CAS Registry NumberNot Available
SMILES
COC1=CC2=CC=C3C4=CC=C(OC)C(OC)=C4C(=O)N(C)C3=C2C=C1OC
InChI Identifier
InChI=1S/C22H21NO5/c1-23-20-14(7-6-12-10-17(26-3)18(27-4)11-15(12)20)13-8-9-16(25-2)21(28-5)19(13)22(23)24/h6-11H,1-5H3
InChI KeyOTYYIACHHIZJSL-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassQuinolines and derivatives  
Sub ClassBenzoquinolines  
Direct ParentPhenanthridines and derivatives  
Alternative Parents
Substituents
  • Phenanthridine
    • 

  • Dihydroquinolone
    • 

  • Isoquinolone
    • 

  • Dihydroquinoline
    • 

  • Isoquinoline
    • 

  • Naphthalene
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Pyridinone
    • 

  • Pyridine
    • 

  • Benzenoid
    • 

  • Vinylogous ester
    • 

  • Heteroaromatic compound
    • 

  • Lactam
    • 

  • Azacycle
    • 

  • Ether
    • 

  • Organopnictogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP3.44ALOGPS
logP2.96ChemAxon
logS-4.6ALOGPS
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area57.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity106.09 m³·mol⁻¹ChemAxon
Polarizability41.12 ųChemAxon
Number of Rings4ChemAxon
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 IDC12224  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound443718  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]