NP-MRD: Showing NP-Card for KS-504D (NP0013730)

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Record Information

Version

2.0

Created at

2021-01-05 23:00:28 UTC

Updated at

2021-07-15 17:15:18 UTC

NP-MRD ID

NP0013730

Secondary Accession Numbers

None

Natural Product Identification

Common Name

KS-504D

Provided By

NPAtlas

Description

KS-504D is found in Mollisia, Mollisia ventosa and Mollisia ventosa KAC-1148. KS-504D was first documented in 1989 (PMID: 2559909). Based on a literature review very few articles have been published on 2,2,4,4-tetrachloro-1-(dichloromethyl)-5-(dichloromethylidene)cyclopentane-1,3-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119493D          

 21 21  0  0  0  0            999 V2000
    2.6619   -0.3253   -0.7448 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.4183   -0.7874 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0785    0.9505    0.5483 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2776    2.7383    0.6227 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9969    0.2814    1.8902 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3898    0.6884    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252    1.2757    1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    0.8413    1.5002 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5825    2.4948    2.6245 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703   -0.3490   -0.3305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0133   -0.0113   -0.9127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088   -1.6463    0.3894 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3857   -2.2432    1.2658 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6741   -2.8916   -0.6870 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3261   -0.3906   -1.3286 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8676   -2.0416   -1.7063 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038    0.3521   -2.8771 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7723   -0.8242    0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6996    1.2929   -1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492    0.8246   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -1.4350    1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  3  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 15  2  1  0  0  0  0
  1 18  1  0  0  0  0
  2 19  1  6  0  0  0
 11 20  1  0  0  0  0
 12 21  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0013730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C(Cl)(Cl)C(=C(Cl)Cl)[C@](O[H])(C([H])(Cl)Cl)C1(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C7H4Cl8O2/c8-2(9)1-5(17,4(10)11)7(14,15)3(16)6(1,12)13/h3-4,16-17H/t3-,5+/m1/s1

> <INCHI_KEY>
NRIHIELKVOSNAZ-UHFFFAOYSA-N

> <FORMULA>
C7H4Cl8O2

> <MOLECULAR_WEIGHT>
403.71

> <EXACT_MASS>
399.771951

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
29.456996281002308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R)-2,2,4,4-tetrachloro-1-(dichloromethyl)-5-(dichloromethylidene)cyclopentane-1,3-diol

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
4.269553427333332

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.658887714095627

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.74745581767367

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3515765969162326

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
84.54869999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R)-2,2,4,4-tetrachloro-1-(dichloromethyl)-5-(dichloromethylidene)cyclopentane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       2.662  -0.325  -0.745  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.479   0.418  -0.787  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.079   0.951   0.548  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       1.278   2.738   0.623  0.00  0.00          Cl+0
HETATM    5 Cl   UNK     0       1.997   0.281   1.890  0.00  0.00          Cl+0
HETATM    6  C   UNK     0      -0.390   0.688   0.664  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.225   1.276   1.508  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      -2.911   0.841   1.500  0.00  0.00          Cl+0
HETATM    9 Cl   UNK     0      -0.583   2.495   2.624  0.00  0.00          Cl+0
HETATM   10  C   UNK     0      -0.770  -0.349  -0.331  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.013  -0.011  -0.913  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.009  -1.646   0.389  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       0.386  -2.243   1.266  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0      -1.674  -2.892  -0.687  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       0.326  -0.391  -1.329  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       0.868  -2.042  -1.706  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0      -0.204   0.352  -2.877  0.00  0.00          Cl+0
HETATM   18  H   UNK     0       2.772  -0.824   0.086  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.700   1.293  -1.444  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.949   0.825  -1.432  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.817  -1.435   1.151  0.00  0.00           H+0
CONECT    1    2   18                                                       
CONECT    2    1    3   15   19                                             
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11   12   15                                             
CONECT   11   10   20                                                       
CONECT   12   10   13   14   21                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   17    2                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    1                                                            
CONECT   19    2                                                            
CONECT   20   11                                                            
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
KS-504D	MeSH
KS 504D	MeSH

Chemical Formula

C₇H₄Cl₈O₂

Average Mass

403.7100 Da

Monoisotopic Mass

399.77195 Da

IUPAC Name

(1S,3R)-2,2,4,4-tetrachloro-1-(dichloromethyl)-5-(dichloromethylidene)cyclopentane-1,3-diol

Traditional Name

(1S,3R)-2,2,4,4-tetrachloro-1-(dichloromethyl)-5-(dichloromethylidene)cyclopentane-1,3-diol

CAS Registry Number

Not Available

SMILES

OC1C(Cl)(Cl)C(=C(Cl)Cl)C(O)(C(Cl)Cl)C1(Cl)Cl

InChI Identifier

InChI=1S/C7H4Cl8O2/c8-2(9)1-5(17,4(10)11)7(14,15)3(16)6(1,12)13/h3-4,16-17H

InChI Key

NRIHIELKVOSNAZ-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Mollisia	NPAtlas	2559909
Mollisia ventosa	LOTUS Database	35616633
Mollisia ventosa KAC-1148	Fungi	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as cyclopentanols. These are compounds containing a cyclopentane ring that carries an alcohol group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclopentanols

Alternative Parents

Substituents

Cyclopentanol
Cyclic alcohol
Tertiary alcohol
Chlorohydrin
Halohydrin
Ketene acetal or derivatives
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Alkyl chloride
Alkyl halide
Hydrocarbon derivative
Organohalogen compound
Organochloride
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	4.35	ALOGPS
logP	4.27	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	10.75	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.55 m³·mol⁻¹	ChemAxon
Polarizability	29.46 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA009188

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

114719

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129557

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nakanishi S, Ando K, Kawamoto I, Yasuzawa T, Sano H, Kase H: KS-504 compounds, novel inhibitors of Ca2+ and calmodulin-dependent cyclic nucleotide phosphodiesterase from Mollisia ventosa. J Antibiot (Tokyo). 1989 Dec;42(12):1775-83. doi: 10.7164/antibiotics.42.1775. [PubMed:2559909 ]

Showing NP-Card for KS-504D (NP0013730)

MOL for NP0013730 (KS-504D)

3D MOL for NP0013730 (KS-504D)

3D SDF for NP0013730 (KS-504D)

3D-SDF for NP0013730 (KS-504D)

PDB for NP0013730 (KS-504D)

3D PDB for NP0013730 (KS-504D)

SMILES for NP0013730 (KS-504D)

INCHI for NP0013730 (KS-504D)

Structure for NP0013730 (KS-504D)

3D Structure for NP0013730 (KS-504D)