NP-MRD: Showing NP-Card for 1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid (NP0303771)

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Record Information

Version

2.0

Created at

2022-09-10 18:24:20 UTC

Updated at

2022-09-10 18:24:21 UTC

NP-MRD ID

NP0303771

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid

Description

CHEMBL403339 belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. 1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid is found in Perithalia capillaris. Based on a literature review very few articles have been published on CHEMBL403339.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -0.2800    2.3326   -0.5931 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224    1.1705   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    0.2818    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955   -0.9393    0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9407   -1.9015    0.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510   -1.5171    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4571   -0.2737   -0.0656 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8226    0.1827   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3802    0.0052   -1.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6325    0.8816    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4301    0.7105   -0.0384 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679   -1.3530    0.8339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -2.5420    1.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355   -0.4963    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.7502    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    1.6496   -0.2312 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7602    1.2464   -0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3642    0.3624    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2869   -1.0598    0.6618 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.6042   -1.9209   -0.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -1.8863    1.8412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7255   -2.8999    1.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9410   -2.2916    0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -0.6523   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3568    1.8854    0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741    1.7619   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224    2.6982   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537    0.7315   -1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4305    2.1554   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4091    0.0330    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.8948    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7 11  1  0
 11  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 15  2  1  0
  2  1  2  0
  6  7  1  0
 19 14  1  0
  2  3  1  0
 10 25  1  0
  7 24  1  6
 11 26  1  0
  5 22  1  0
  6 23  1  0
 16 27  1  0
 17 28  1  0
 17 29  1  0
 18 30  1  0
 18 31  1  0
M  END


  Mrv1652309102220242D          

 21 23  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 O   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  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  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
  3 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0303771

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1NC2=C(C=C1)C(=O)C1=C(NCCS1(=O)=O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H10N2O6S/c15-9-5-1-2-6(12(17)18)14-7(5)10(16)8-11(9)21(19,20)4-3-13-8/h1-2,6,13-14H,3-4H2,(H,17,18)

> <INCHI_KEY>
RIAQIBXBZCYHMD-UHFFFAOYSA-N

> <FORMULA>
C12H10N2O6S

> <MOLECULAR_WEIGHT>
310.28

> <EXACT_MASS>
310.025957224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.932164040489205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,1,5,10-tetraoxo-2H,3H,4H,5H,6H,7H,10H-1lambda6-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid

> <JCHEM_LOGP>
-1.9660104583333329

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.25803370902365

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2880400497270896

> <JCHEM_POLAR_SURFACE_AREA>
129.64

> <JCHEM_REFRACTIVITY>
73.37129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,1,5,10-tetraoxo-2H,3H,4H,6H,7H-1lambda6-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0       1.334   2.310   0.000  0.00  0.00           S+0
HETATM   20  O   UNK     0       0.611   3.670   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.057   3.670   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7    3                                                       
CONECT   12    4   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14    2   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₀N₂O₆S

Average Mass

310.2800 Da

Monoisotopic Mass

310.02596 Da

IUPAC Name

1,1,5,10-tetraoxo-2H,3H,4H,5H,6H,7H,10H-1lambda6-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid

Traditional Name

1,1,5,10-tetraoxo-2H,3H,4H,6H,7H-1lambda6-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1NC2=C(C=C1)C(=O)C1=C(NCCS1(=O)=O)C2=O

InChI Identifier

InChI=1S/C12H10N2O6S/c15-9-5-1-2-6(12(17)18)14-7(5)10(16)8-11(9)21(19,20)4-3-13-8/h1-2,6,13-14H,3-4H2,(H,17,18)

InChI Key

RIAQIBXBZCYHMD-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

Species Name	Source	Reference
Perithalia capillaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-2-carboxylic acid
Quinoline quinone
Alpha-amino acid
Alpha-amino acid or derivatives
Dihydropyridine
Para-thiazine
Vinylogous amide
Sulfone
Ketone
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Enamine
Azacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-2	ChemAxon
pKa (Strongest Acidic)	3.29	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129.64 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.37 m³·mol⁻¹	ChemAxon
Polarizability	27.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

23311284

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44445522

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid (NP0303771)

MOL for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

3D MOL for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

3D SDF for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

3D-SDF for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

PDB for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

3D PDB for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

SMILES for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

INCHI for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

Structure for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)

3D Structure for NP0303771 (1,1,5,10-tetraoxo-2h,3h,4h,6h,7h-1λ⁶-[1,4]thiazino[2,3-g]quinoline-7-carboxylic acid)