NP-MRD: Showing NP-Card for grisechelin C (NP0043105)

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Record Information

Version

2.0

Created at

2021-06-21 00:36:02 UTC

Updated at

2021-06-30 00:18:36 UTC

NP-MRD ID

NP0043105

Secondary Accession Numbers

None

Natural Product Identification

Common Name

grisechelin C

Provided By

JEOL Database JEOL Logo

Description

grisechelin C is found in S. griseus CB00830. grisechelin C was first documented in 2014 (Xie, P., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102363D          

 28 30  0  0  0  0            999 V2000
    6.0283    0.7560   -2.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3584   -0.4410   -3.0749 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0840   -0.6209   -2.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7058   -1.7328   -1.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -1.4797   -0.8754 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1048    0.0967   -1.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419    0.9840   -1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.5327   -0.5259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051    1.3109   -0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1021    0.8597    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.6330    0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4506    1.0390    1.8635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3887    2.8806    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4002    3.3555   -0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592    2.5781   -0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2491    3.0259   -1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605    2.2244   -1.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133    2.7150   -2.8495 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1643    0.4259   -2.2992 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3254    1.4159   -2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0423   -1.2790   -2.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1449   -0.3825   -4.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2453   -2.6582   -1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9904   -0.1142    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2703    3.4840    0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    4.3320   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180    3.9923   -2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    2.0453   -2.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  7 17  1  0  0  0  0
 17 16  2  0  0  0  0
  6  5  1  0  0  0  0
 15  9  2  0  0  0  0
 13 11  1  0  0  0  0
 13 14  2  0  0  0  0
 11 10  2  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3 19  1  0  0  0  0
 19  6  2  0  0  0  0
  7  6  1  0  0  0  0
 10  9  1  0  0  0  0
  3  2  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  1  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
  9  8  1  0  0  0  0
  2  1  1  0  0  0  0
 13 25  1  0  0  0  0
 10 24  1  0  0  0  0
 14 26  1  0  0  0  0
 16 27  1  0  0  0  0
  4 23  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
 18 28  1  0  0  0  0
  1 20  1  0  0  0  0
M  END


  Mrv1652306212102363D          

 28 30  0  0  0  0            999 V2000
    6.0283    0.7560   -2.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3584   -0.4410   -3.0749 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0840   -0.6209   -2.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7058   -1.7328   -1.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739   -1.4797   -0.8754 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1048    0.0967   -1.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419    0.9840   -1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.5327   -0.5259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051    1.3109   -0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1021    0.8597    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.6330    0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4506    1.0390    1.8635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3887    2.8806    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4002    3.3555   -0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592    2.5781   -0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2491    3.0259   -1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605    2.2244   -1.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133    2.7150   -2.8495 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1643    0.4259   -2.2992 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3254    1.4159   -2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0423   -1.2790   -2.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1449   -0.3825   -4.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2453   -2.6582   -1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9904   -0.1142    1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2703    3.4840    0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    4.3320   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180    3.9923   -2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    2.0453   -2.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  7 17  1  0  0  0  0
 17 16  2  0  0  0  0
  6  5  1  0  0  0  0
 15  9  2  0  0  0  0
 13 11  1  0  0  0  0
 13 14  2  0  0  0  0
 11 10  2  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3 19  1  0  0  0  0
 19  6  2  0  0  0  0
  7  6  1  0  0  0  0
 10  9  1  0  0  0  0
  3  2  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  1  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
  9  8  1  0  0  0  0
  2  1  1  0  0  0  0
 13 25  1  0  0  0  0
 10 24  1  0  0  0  0
 14 26  1  0  0  0  0
 16 27  1  0  0  0  0
  4 23  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
 18 28  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043105

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(N=C1C1=NC(=C([H])S1)C([H])([H])O[H])C([H])=C(Cl)C([H])=C2[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H9ClN2O2S/c14-8-2-1-7-3-11(18)12(16-10(7)4-8)13-15-9(5-17)6-19-13/h1-4,6,17-18H,5H2

> <INCHI_KEY>
CCVFCEAKMPWRGI-UHFFFAOYSA-N

> <FORMULA>
C13H9ClN2O2S

> <MOLECULAR_WEIGHT>
292.74

> <EXACT_MASS>
292.0073264

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
29.21787644723821

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
2.814915304333333

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.877558972376846

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.5488422348153

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6407875318084656

> <JCHEM_POLAR_SURFACE_AREA>
66.24000000000001

> <JCHEM_REFRACTIVITY>
82.9967

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-chloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0       6.028   0.756  -2.690  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.358  -0.441  -3.075  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.084  -0.621  -2.316  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.706  -1.733  -1.591  0.00  0.00           C+0
HETATM    5  S   UNK     0       2.174  -1.480  -0.875  0.00  0.00           S+0
HETATM    6  C   UNK     0       2.105   0.097  -1.570  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.942   0.984  -1.362  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.032   0.533  -0.526  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.105   1.311  -0.307  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.102   0.860   0.544  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.234   1.633   0.801  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      -4.451   1.039   1.863  0.00  0.00          Cl+0
HETATM   13  C   UNK     0      -3.389   2.881   0.207  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.400   3.356  -0.652  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.259   2.578  -0.912  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.249   3.026  -1.770  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.861   2.224  -1.998  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.813   2.715  -2.849  0.00  0.00           O+0
HETATM   19  N   UNK     0       3.164   0.426  -2.299  0.00  0.00           N+0
HETATM   20  H   UNK     0       5.325   1.416  -2.547  0.00  0.00           H+0
HETATM   21  H   UNK     0       6.042  -1.279  -2.909  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.145  -0.383  -4.147  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.245  -2.658  -1.446  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.990  -0.114   1.014  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.270   3.484   0.407  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.523   4.332  -1.116  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.318   3.992  -2.262  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.528   2.045  -2.917  0.00  0.00           H+0
CONECT    1    2   20                                                       
CONECT    2    3    1   21   22                                             
CONECT    3    4   19    2                                                  
CONECT    4    5    3   23                                                  
CONECT    5    6    4                                                       
CONECT    6    5   19    7                                                  
CONECT    7    8   17    6                                                  
CONECT    8    7    9                                                       
CONECT    9   15   10    8                                                  
CONECT   10   11    9   24                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11                                                            
CONECT   13   11   14   25                                                  
CONECT   14   13   15   26                                                  
CONECT   15    9   14   16                                                  
CONECT   16   17   15   27                                                  
CONECT   17    7   16   18                                                  
CONECT   18   17   28                                                       
CONECT   19    3    6                                                       
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    2                                                            
CONECT   23    4                                                            
CONECT   24   10                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   16                                                            
CONECT   28   18                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₉ClN₂O₂S

Average Mass

292.7400 Da

Monoisotopic Mass

292.00733 Da

IUPAC Name

7-chloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

Traditional Name

7-chloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(N=C1C1=NC(=C([H])S1)C([H])([H])O[H])C([H])=C(Cl)C([H])=C2[H]

InChI Identifier

InChI=1S/C13H9ClN2O2S/c14-8-2-1-7-3-11(18)12(16-10(7)4-8)13-15-9(5-17)6-19-13/h1-4,6,17-18H,5H2

InChI Key

CCVFCEAKMPWRGI-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces griseus CB00830	JEOL database	Xie, P., et al, J. Nat. Prod. 77, 377 (2014)

Chemical Taxonomy

Classification

Not classified

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	3.21	ALOGPS
logP	2.81	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.55	ChemAxon
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83 m³·mol⁻¹	ChemAxon
Polarizability	29.22 Å³	ChemAxon
Number of Rings	3	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

Not Available

References

General References

Xie, P., et al. (2014). Xie, P., et al, J. Nat. Prod. 77, 377 (2014). J. Nat. Prod..

Showing NP-Card for grisechelin C (NP0043105)

MOL for NP0043105 (grisechelin C)

3D MOL for NP0043105 (grisechelin C)

3D SDF for NP0043105 (grisechelin C)

3D-SDF for NP0043105 (grisechelin C)

PDB for NP0043105 (grisechelin C)

3D PDB for NP0043105 (grisechelin C)

SMILES for NP0043105 (grisechelin C)

INCHI for NP0043105 (grisechelin C)

Structure for NP0043105 (grisechelin C)

3D Structure for NP0043105 (grisechelin C)