NP-MRD: Showing NP-Card for 11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one (NP0218169)

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Record Information

Version

2.0

Created at

2022-09-05 18:44:42 UTC

Updated at

2022-09-05 18:44:43 UTC

NP-MRD ID

NP0218169

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one

Description

11-Hydroxy-8-(1H-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]Tetradeca-1(10),11,13-trien-2-one belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. 11-Hydroxy-8-(1H-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]Tetradeca-1(10),11,13-trien-2-one is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004231522232D          

 25 29  0  0  0  0            999 V2000
    3.8782   -0.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897   -0.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390   -1.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5505   -2.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8126   -1.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633   -0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787   -0.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085   -1.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6888    0.0785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1155    0.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1895    1.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    1.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119    0.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9295    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258    0.3273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518   -0.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    1.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    3.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6835    3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    1.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6835    1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690    1.9370    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 16  1  0  0  0  0
  6 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END


  Mrv1533004231522232D          

 25 29  0  0  0  0            999 V2000
    3.8782   -0.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897   -0.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390   -1.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5505   -2.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8126   -1.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633   -0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787   -0.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085   -1.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6888    0.0785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1155    0.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1895    1.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    1.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119    0.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9295    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258    0.3273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518   -0.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    1.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    3.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6835    3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    1.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6835    1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690    1.9370    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 16  1  0  0  0  0
  6 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218169

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=CC2=C1NC(C1CCCN1C2=O)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H19N3O2/c24-17-9-3-6-13-19(17)22-18(16-8-4-10-23(16)20(13)25)14-11-21-15-7-2-1-5-12(14)15/h1-3,5-7,9,11,16,18,21-22,24H,4,8,10H2

> <INCHI_KEY>
AJZNARCWDDMOPL-UHFFFAOYSA-N

> <FORMULA>
C20H19N3O2

> <MOLECULAR_WEIGHT>
333.391

> <EXACT_MASS>
333.147726864

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.40520046533455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-hydroxy-8-(1H-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),11,13-trien-2-one

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
3.2674928209999994

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.874978265681815

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.605276572851084

> <JCHEM_PKA_STRONGEST_BASIC>
1.9695434722913845

> <JCHEM_POLAR_SURFACE_AREA>
68.36

> <JCHEM_REFRACTIVITY>
97.71600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-hydroxy-8-(1H-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),11,13-trien-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0       7.239  -0.763   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.954  -1.612   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.046  -3.149   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.761  -3.997   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.384  -3.308   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.291  -1.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.827  -1.295   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.763  -2.408   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.286   0.146   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.216   0.489   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.354   2.023   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.062   2.628   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.076   1.468   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.602   1.675   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.715   0.611   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.577  -0.923   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.078   3.140   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.172   4.386   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.078   5.632   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.542   5.156   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.876   5.926   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.210   5.156   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.210   3.616   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.876   2.846   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.542   3.616   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    2    6                                                  
CONECT   17   14   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   20                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₉N₃O₂

Average Mass

333.3910 Da

Monoisotopic Mass

333.14773 Da

IUPAC Name

11-hydroxy-8-(1H-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),11,13-trien-2-one

Traditional Name

11-hydroxy-8-(1H-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),11,13-trien-2-one

CAS Registry Number

Not Available

SMILES

OC1=CC=CC2=C1NC(C1CCCN1C2=O)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C20H19N3O2/c24-17-9-3-6-13-19(17)22-18(16-8-4-10-23(16)20(13)25)14-11-21-15-7-2-1-5-12(14)15/h1-3,5-7,9,11,16,18,21-22,24H,4,8,10H2

InChI Key

AJZNARCWDDMOPL-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 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
3-alkylindole
Indole
Indole or derivatives
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Pyrrolidine
Vinylogous amide
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Carboxylic acid derivative
Azacycle
Secondary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
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	3.12	ALOGPS
logP	3.27	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.61	ChemAxon
pKa (Strongest Basic)	1.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	68.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.72 m³·mol⁻¹	ChemAxon
Polarizability	35.41 Å³	ChemAxon
Number of Rings	5	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one (NP0218169)

MOL for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D MOL for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D SDF for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D-SDF for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

PDB for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D PDB for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

SMILES for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

INCHI for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

Structure for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D Structure for NP0218169 (11-hydroxy-8-(1h-indol-3-yl)-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)