NP-MRD: Showing NP-Card for 14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione (NP0194960)

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Record Information

Version

2.0

Created at

2022-09-04 12:43:47 UTC

Updated at

2022-09-04 12:43:47 UTC

NP-MRD ID

NP0194960

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione

Description

14,20-Dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]Tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole. Based on a literature review very few articles have been published on 14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]Tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042214432D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309042214432D          

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 17 22  1  0  0  0  0
 11 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 20 26  2  0  0  0  0
 19 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  2  0  0  0  0
 18 35  1  0  0  0  0
  8 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
  3 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0194960

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(CO)OC(C(O)C1O)C1CC2=C(C=C1Br)N=C1C3=C(C4=CN=C(Br)C4=C21)C1=CC(=O)CC(=O)C1=N3

> <INCHI_IDENTIFIER>
InChI=1S/C27H21Br2N3O7/c1-38-26-16(7-33)39-25(23(36)24(26)37)9-4-10-14(5-13(9)28)31-22-18(10)19-12(6-30-27(19)29)17-11-2-8(34)3-15(35)20(11)32-21(17)22/h2,5-6,9,16,23-26,33,36-37H,3-4,7H2,1H3

> <INCHI_KEY>
HIWZGZQZXVDTDD-UHFFFAOYSA-N

> <FORMULA>
C27H21Br2N3O7

> <MOLECULAR_WEIGHT>
659.287

> <EXACT_MASS>
656.974626

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
59.78581607338222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione

> <JCHEM_LOGP>
-0.15705345399999976

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.779540378934307

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.645396472352052

> <JCHEM_PKA_STRONGEST_BASIC>
3.314223555594941

> <JCHEM_POLAR_SURFACE_AREA>
150.36999999999998

> <JCHEM_REFRACTIVITY>
150.03949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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  C   UNK     0      17.876  -3.130   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      16.470  -3.756   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.224  -2.851   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.817  -3.477   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.656  -5.009   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.249  -5.635   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      12.571  -2.572   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.732  -1.040   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.486  -0.135   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.079  -0.762   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.833   0.144   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.994   1.675   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.401   2.302   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.647   1.396   0.000  0.00  0.00           C+0
HETATM   15 Br   UNK     0      13.054   2.023   0.000  0.00  0.00          Br+0
HETATM   16  N   UNK     0       7.587   2.302   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       6.557   1.157   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.017   1.157   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.247  -0.177   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.017  -1.510   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.557  -1.510   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.327  -0.177   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.033  -2.975   0.000  0.00  0.00           C+0
HETATM   24 Br   UNK     0       8.497  -3.451   0.000  0.00  0.00          Br+0
HETATM   25  N   UNK     0       5.787  -3.880   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       4.541  -2.975   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.741   0.144   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.495  -0.762   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.088  -0.135   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.158  -1.040   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.073   1.396   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.173   2.302   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.012   3.833   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.580   1.675   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       3.986   2.302   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      14.139  -0.414   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      14.300   1.118   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      15.385  -1.319   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      16.791  -0.693   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   38                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9   36                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   17   11                                                  
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20                                                       
CONECT   27   19   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27   35                                                  
CONECT   35   34   18                                                       
CONECT   36    8   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36    3   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₁Br₂N₃O₇

Average Mass

659.2870 Da

Monoisotopic Mass

656.97463 Da

IUPAC Name

14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione

Traditional Name

14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione

CAS Registry Number

Not Available

SMILES

COC1C(CO)OC(C(O)C1O)C1CC2=C(C=C1Br)N=C1C3=C(C4=CN=C(Br)C4=C21)C1=CC(=O)CC(=O)C1=N3

InChI Identifier

InChI=1S/C27H21Br2N3O7/c1-38-26-16(7-33)39-25(23(36)24(26)37)9-4-10-14(5-13(9)28)31-22-18(10)19-12(6-30-27(19)29)17-11-2-8(34)3-15(35)20(11)32-21(17)22/h2,5-6,9,16,23-26,33,36-37H,3-4,7H2,1H3

InChI Key

HIWZGZQZXVDTDD-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 indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Indolocarbazoles

Alternative Parents

Substituents

Indolocarbazole
C-glycosyl compound
Glycosyl compound
Isoindole or derivatives
Cyclohexenone
1,3-diketone
Monosaccharide
Oxane
1,3-dicarbonyl compound
Benzenoid
Cyclic imidoyl halide
Ketimine
Ketone
Secondary alcohol
Cyclic ketone
Bromoalkene
Vinyl halide
Vinyl bromide
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Haloalkene
Dialkyl ether
Ether
Oxacycle
Organic nitrogen compound
Organohalogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Imine
Organic oxygen compound
Organobromide
Organonitrogen compound
Carbonyl group
Organooxygen compound
Primary alcohol
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	-0.16	ChemAxon
pKa (Strongest Acidic)	5.65	ChemAxon
pKa (Strongest Basic)	3.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	150.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	150.04 m³·mol⁻¹	ChemAxon
Polarizability	59.79 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

78171742

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione (NP0194960)

MOL for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

3D MOL for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

3D SDF for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

3D-SDF for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

PDB for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

3D PDB for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

SMILES for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

INCHI for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

Structure for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)

3D Structure for NP0194960 (14,20-dibromo-19-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),3,8,11,13,15,17(22),20-nonaene-5,7-dione)