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Showing NP-Card for 8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione (NP0194217)

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Record Information
Version2.0
Created at2022-09-04 11:50:38 UTC
Updated at2022-09-04 11:50:39 UTC
NP-MRD IDNP0194217
Secondary Accession NumbersNone
Natural Product Identification
Common Name8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione
DescriptionCHEMBL2063172 belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. 8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione is found in Isatis tinctoria. Based on a literature review very few articles have been published on CHEMBL2063172.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)


  Mrv1652309042213502D          

 22 26  0  0  0  0            999 V2000
    1.7456   -2.4482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3521   -1.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5327   -1.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3700   -0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489   -1.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2369   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1920    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    0.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5455    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829    1.7485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2717   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8708   -0.6780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890   -0.4144    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  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
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
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3D MOL for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)

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3D SDF for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)

  Mrv1652309042213502D          

 22 26  0  0  0  0            999 V2000
    1.7456   -2.4482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3521   -1.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5327   -1.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3700   -0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489   -1.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2369   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1920    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    0.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5455    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829    1.7485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2717   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8708   -0.6780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890   -0.4144    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  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
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0194217

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC12CC(=O)N3C1N(C1=CC=CC=C21)C(=O)C1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C17H12N2O3/c20-14-9-17(22)11-6-2-4-8-13(11)19-15(21)10-5-1-3-7-12(10)18(14)16(17)19/h1-8,16,22H,9H2

> <INCHI_KEY>
DMWBWCODLSCGLM-UHFFFAOYSA-N

> <FORMULA>
C17H12N2O3

> <MOLECULAR_WEIGHT>
292.294

> <EXACT_MASS>
292.084792254

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
29.352303343417407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-1,11-diazapentacyclo[9.7.1.0^{2,7}.0^{8,19}.0^{12,17}]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione

> <JCHEM_LOGP>
1.1683290853333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.659542810230498

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.701315544957701

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2409967995023226

> <JCHEM_POLAR_SURFACE_AREA>
60.85

> <JCHEM_REFRACTIVITY>
78.0019

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-1,11-diazapentacyclo[9.7.1.0^{2,7}.0^{8,19}.0^{12,17}]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)
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PDB for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)
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  O   UNK     0       3.259  -4.570   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.524  -3.216   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.994  -3.039   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.691  -1.529   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.651  -2.284   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.442  -0.486   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.976  -0.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.867   0.626   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.225   2.026   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.692   2.170   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.200   0.914   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.729   0.736   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.885   1.754   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.581   3.264   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.344   1.262   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.500   2.280   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.959   1.788   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.263   0.278   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.107  -0.740   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.648  -0.248   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       3.492  -1.266   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.033  -0.774   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   22                                             
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20    2   22                                                  
CONECT   22   21   12    4                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

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3D PDB for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)
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SMILES for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)
OC12CC(=O)N3C1N(C1=CC=CC=C21)C(=O)C1=CC=CC=C31
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INCHI for NP0194217 (8-hydroxy-1,11-diazapentacyclo[9.7.1.0²,⁷.0⁸,¹⁹.0¹²,¹⁷]nonadeca-2,4,6,12,14,16-hexaene-10,18-dione)
InChI=1S/C17H12N2O3/c20-14-9-17(22)11-6-2-4-8-13(11)19-15(21)10-5-1-3-7-12(10)18(14)16(17)19/h1-8,16,22H,9H2
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SynonymsNot Available
Chemical FormulaC17H12N2O3
Average Mass292.2940 Da
Monoisotopic Mass292.08479 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
OC12CC(=O)N3C1N(C1=CC=CC=C21)C(=O)C1=CC=CC=C31
InChI Identifier
InChI=1S/C17H12N2O3/c20-14-9-17(22)11-6-2-4-8-13(11)19-15(21)10-5-1-3-7-12(10)18(14)16(17)19/h1-8,16,22H,9H2
InChI KeyDMWBWCODLSCGLM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Isatis tinctoriaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic  compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassPyrroloindoles  
Direct ParentPyrroloindoles  
Alternative Parents
Substituents
  • Pyrroloindole
    • 

  • Quinazoline
    • 

  • Indole
    • 

  • Pyrrolidone
    • 

  • 2-pyrrolidone
    • 

  • Benzenoid
    • 

  • Pyrrole
    • 

  • Pyrrolidine
    • 

  • Tertiary alcohol
    • 

  • Tertiary carboxylic acid amide
    • 

  • Vinylogous amide
    • 

  • Lactam
    • 

  • Carboxamide group
    • 

  • Azacycle
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID28520596  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound60155951  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]