NP-MRD: Showing NP-Card for (e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine (NP0197112)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 15:18:55 UTC

Updated at

2022-09-04 15:18:56 UTC

NP-MRD ID

NP0197112

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine

Description

(E,E)-O,O-Dipropyl 2-(2-(hydroxyimino)-1-methylpropylidene)phosphorohydrazidothioate belongs to the class of organic compounds known as thiophosphoric acid esters. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an organyl group. Based on a literature review very few articles have been published on (E,E)-O,O-Dipropyl 2-(2-(hydroxyimino)-1-methylpropylidene)phosphorohydrazidothioate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 39  0  0  0  0  0  0  0  0999 V2000
    2.4542    4.4257   -0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375    2.9780    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    2.1045   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9729    0.7911   -0.0632 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8045   -0.2856   -0.6607 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0566    0.3702   -2.0834 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174   -0.4549    0.5583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590    0.4549    0.5661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764    0.0581    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064   -1.3893    0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752    0.9869    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1698    0.5121    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992    2.2556    0.5743 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6632    3.1035    0.5730 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4928   -1.7588   -1.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1708   -2.3576   -0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7445   -3.6554   -0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065   -4.3860    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    4.5495   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048    4.9066    0.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371    4.8596   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694    2.6274   -0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803    2.7115    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5012    2.2822   -1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6771    2.4003    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703   -1.2049    1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4362   -1.5107   -0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -1.7355    1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884   -1.9802    0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5785    0.7562   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1810   -0.6131    0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8428    0.8768    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5572    2.9174    1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5571   -2.4437    0.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0381   -1.6762    0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931   -4.2864   -0.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3602   -3.4390   -1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7635   -4.7742    1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2149   -3.7293    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0158   -5.2473    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  7 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv1652309042217182D          

 18 17  0  0  0  0            999 V2000
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.2539    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -1.0461    0.0000 C   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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
  5 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
M  END
> <DATABASE_ID>
NP0197112

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCOP(=S)(N\N=C(/C)\C(\C)=N\O)OCCC

> <INCHI_IDENTIFIER>
InChI=1S/C10H22N3O3PS/c1-5-7-15-17(18,16-8-6-2)13-11-9(3)10(4)12-14/h14H,5-8H2,1-4H3,(H,13,18)/b11-9+,12-10+

> <INCHI_KEY>
BLRRRMGBBLONFC-WGDLNXRISA-N

> <FORMULA>
C10H22N3O3PS

> <MOLECULAR_WEIGHT>
295.34

> <EXACT_MASS>
295.111949752

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.71634950503997

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(E)-N-[(3E)-3-{2-[dipropoxy(sulfanylidene)-lambda5-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine

> <JCHEM_LOGP>
2.667951694

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.76454048403781

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.963552961940604

> <JCHEM_PKA_STRONGEST_BASIC>
1.7229307500476312

> <JCHEM_POLAR_SURFACE_AREA>
75.44

> <JCHEM_REFRACTIVITY>
77.5076

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(E)-N-[(3E)-3-{2-[dipropoxy(sulfanylidene)-lambda5-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine

> <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      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.010   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.700   2.667   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0       6.160   2.667   0.000  0.00  0.00           P+0
HETATM    6  S   UNK     0       6.160   4.207   0.000  0.00  0.00           S+0
HETATM    7  N   UNK     0       4.620   2.667   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -0.770  -1.334   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.160   1.127   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.826   0.357   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.826  -1.183   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.493  -1.953   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   15                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15    5   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
(e,e)-O,O-Dipropyl 2-(2-(hydroxyimino)-1-methylpropylidene)phosphorohydrazidothioic acid	Generator

Chemical Formula

C₁₀H₂₂N₃O₃PS

Average Mass

295.3400 Da

Monoisotopic Mass

295.11195 Da

IUPAC Name

(E)-N-[(3E)-3-{2-[dipropoxy(sulfanylidene)-lambda5-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine

Traditional Name

(E)-N-[(3E)-3-{2-[dipropoxy(sulfanylidene)-lambda5-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine

CAS Registry Number

Not Available

SMILES

CCCOP(=S)(N\N=C(/C)\C(\C)=N\O)OCCC

InChI Identifier

InChI=1S/C10H22N3O3PS/c1-5-7-15-17(18,16-8-6-2)13-11-9(3)10(4)12-14/h14H,5-8H2,1-4H3,(H,13,18)/b11-9+,12-10+

InChI Key

BLRRRMGBBLONFC-WGDLNXRISA-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 thiophosphoric acid esters. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Thiophosphoric acid esters

Alternative Parents

Substituents

Thiophosphoric acid ester
Ketoxime
Oxime
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	2.67	ChemAxon
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	1.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.44 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	77.51 m³·mol⁻¹	ChemAxon
Polarizability	30.72 Å³	ChemAxon
Number of Rings	0	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

10473179

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135596573

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine (NP0197112)

MOL for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

3D MOL for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

3D SDF for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

3D-SDF for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

PDB for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

3D PDB for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

SMILES for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

INCHI for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

Structure for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)

3D Structure for NP0197112 ((e)-n-[(3e)-3-{2-[dipropoxy(sulfanylidene)-λ⁵-phosphanyl]hydrazin-1-ylidene}butan-2-ylidene]hydroxylamine)