NP-MRD: Showing NP-Card for Grisechelin E (NP0332997)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-05-03 06:24:10 UTC

Updated at

2024-09-03 04:20:53 UTC

NP-MRD ID

NP0332997

Natural Product DOI

https://doi.org/10.57994/2286

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Grisechelin E

Description

Grisechelin E belongs to the class of organic compounds known as chloroquinolines. Chloroquinolines are compounds containing a quinoline moiety, which carries one or more chlorine atoms. Grisechelin E was first documented in 2024 (PMID: 38301035). Based on a literature review very few articles have been published on Grisechelin E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01152309002D          

 20 22  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    1.4289    0.8250    0.0000 Cl  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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 Cl  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
    2.8579   -1.6500    0.0000 C   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
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -2.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2288   -3.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -4.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057   -1.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -1.3144    0.0000 S   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
  3  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
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332997

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1=CSC(=N1)C1=NC2=CC=C(Cl)C=C2C(Cl)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C13H8Cl2N2O2S/c14-6-1-2-9-8(3-6)10(15)12(19)11(17-9)13-16-7(4-18)5-20-13/h1-3,5,18-19H,4H2

> <INCHI_KEY>
NHDUWJCHGMJEKS-UHFFFAOYSA-N

> <FORMULA>
C13H8Cl2N2O2S

> <MOLECULAR_WEIGHT>
327.18

> <EXACT_MASS>
325.9683541

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
31.35227453164922

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6-dichloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

> <JCHEM_LOGP>
3.418959980666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.875443090805886

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.867660098796436

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2077045531025303

> <JCHEM_POLAR_SURFACE_AREA>
66.24000000000001

> <JCHEM_REFRACTIVITY>
87.8015

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4,6-dichloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JAN-23         0                                  
HETATM    1  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       2.667   1.540   0.000  0.00  0.00          Cl+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0       8.002  -0.000   0.000  0.00  0.00          Cl+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.161  -4.612   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.667  -4.932   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.294  -6.339   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.389  -7.584   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.437  -3.598   0.000  0.00  0.00           C+0
HETATM   20  S   UNK     0      -1.407  -2.454   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    2   14                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₈Cl₂N₂O₂S

Average Mass

327.1800 Da

Monoisotopic Mass

325.96835 Da

IUPAC Name

4,6-dichloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

Traditional Name

4,6-dichloro-2-[4-(hydroxymethyl)-1,3-thiazol-2-yl]quinolin-3-ol

CAS Registry Number

Not Available

SMILES

OCC1=CSC(=N1)C1=NC2=CC=C(Cl)C=C2C(Cl)=C1O

InChI Identifier

InChI=1S/C13H8Cl2N2O2S/c14-6-1-2-9-8(3-6)10(15)12(19)11(17-9)13-16-7(4-18)5-20-13/h1-3,5,18-19H,4H2

InChI Key

NHDUWJCHGMJEKS-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, CDCl3, experimental)	wzhang@scsio.ac.cn	Not Available	Not Available	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, CDCl3, experimental)	wzhang@scsio.ac.cn	Not Available	Not Available	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, CDCl3, experimental)	wzhang@scsio.ac.cn	Not Available	Not Available	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl3, experimental)	wzhang@scsio.ac.cn	Not Available	Not Available	2024-05-03	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 176 MHz, CDCl3, experimental)	wzhang@scsio.ac.cn	Not Available	Not Available	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, CDCl3, experimental)	wzhang@scsio.ac.cn	Not Available	Not Available	2024-05-03	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 700.184323611, CDCl₃, simulated)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-03	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
sp. SCSIO 40021		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as chloroquinolines. These are compounds containing a quinoline moiety, which carries one or more chlorine atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Haloquinolines

Direct Parent

Chloroquinolines

Alternative Parents

Substituents

Chloroquinoline
Polyhalopyridine
Hydroxypyridine
Benzenoid
Pyridine
Heteroaromatic compound
Thiazole
Secondary ketimine
Azole
Ketimine
Imidothioester
Azacycle
Chloroalkene
Haloalkene
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Vinyl halide
Vinyl chloride
Imidothioic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic alcohol
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Imine
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	3.42	ChemAxon
pKa (Strongest Acidic)	6.87	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.8 m³·mol⁻¹	ChemAxon
Polarizability	31.35 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

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

Not Available

Showing NP-Card for Grisechelin E (NP0332997)

MOL for NP0332997 (Grisechelin E)

3D MOL for NP0332997 (Grisechelin E)

3D SDF for NP0332997 (Grisechelin E)

3D-SDF for NP0332997 (Grisechelin E)

PDB for NP0332997 (Grisechelin E)

3D PDB for NP0332997 (Grisechelin E)

SMILES for NP0332997 (Grisechelin E)

INCHI for NP0332997 (Grisechelin E)

Structure for NP0332997 (Grisechelin E)

3D Structure for NP0332997 (Grisechelin E)