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Chemical Structure| 870-50-8 Chemical Structure| 870-50-8

Structure of 870-50-8

Chemical Structure| 870-50-8

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Product Details of [ 870-50-8 ]

CAS No. :870-50-8
Formula : C10H18N2O4
M.W : 230.26
SMILES Code : O=C(/N=N/C(OC(C)(C)C)=O)OC(C)(C)C
MDL No. :MFCD00015001

Safety of [ 870-50-8 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H228-H315-H319-H335
Precautionary Statements:P210-P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P370+P378-P403+P233-P501
Class:4.1
UN#:1325
Packing Group:

Computational Chemistry of [ 870-50-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 16
Num. arom. heavy atoms 0
Fraction Csp3 0.8
Num. rotatable bonds 6
Num. H-bond acceptors 6.0
Num. H-bond donors 0.0
Molar Refractivity 58.46
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

77.32 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

3.55
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

2.92
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

3.31
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

2.25
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

1.69
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.74

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-2.71
Solubility 0.448 mg/ml ; 0.00194 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-4.21
Solubility 0.0144 mg/ml ; 0.0000624 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-1.78
Solubility 3.8 mg/ml ; 0.0165 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.63 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

1.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

2.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

3.05

Application In Synthesis of [ 870-50-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 870-50-8 ]

[ 870-50-8 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 61439-59-6 ]
  • [ 870-50-8 ]
  • C25H34N2O5 [ No CAS ]
  • 2
  • [ 61439-59-6 ]
  • [ 870-50-8 ]
  • C25H34N2O5 [ No CAS ]
  • C30H42N2O7 [ No CAS ]
  • 3
  • [ 345310-96-5 ]
  • [ 998-40-3 ]
  • [ 870-50-8 ]
  • [ 345310-98-7 ]
YieldReaction ConditionsOperation in experiment
65% With hydrogenchloride; In tetrahydrofuran; MeOH-NH3; diethyl ether; Step 2 1-(Pyridin-2-yl)piperazin-2-one A stirred suspension of 2-(2-hydroxyethylamino)-N-pyridin-2-yl-acetamide (0.17 g, 0.87 mmol) under an inert atmosphere in THF (3 mL) was cooled to 0-5 C. Tributyl phosphine (0.32 mL, 1.15 mmol) was added followed by a solution of di-tert-butylazodicarboxylate (0.29 g, 1.23 mmol) in THF (3 mL) dropwise over 15 min. After a further 15 min. the mixture was warmed to 40 C. and a hydrogen chloride solution in diethylether (1M, 1.8 mL) added to produce a precipitate. The mixture was cooled to 0-5 C. and the solids filtered off to give a hydroscopic product. This was dissolved in MeOH-NH3 and chromatographed on silica gel, eluding with DCM:MeOH (100:0 to 90:10), to afford the title compound (100 mg, 65%) as a colourless solid. 1H NMR (360 MHz, d6-DMSO) delta 2.85 (1H, br s), 3.01 (2H, t, J=5.5 Hz), 3.44 (2H, s), 3.82 (2H, t, J=5.5 Hz), 7.17-7.22 (1H, m), 7.75-7.86 (2H, m), 8.41-8.45 (1H, m). MS (ES+) 178 (M+1).
  • 4
  • [ 60211-57-6 ]
  • [ 870-50-8 ]
  • [ 471929-71-2 ]
YieldReaction ConditionsOperation in experiment
0.25 g (89%) With triphenylphosphine; In tetrahydrofuran; Example 24 1-[2-{N-Ethyl-N-(4-(1-piperidinomethyl)benzyl)amino}ethyl]-3-(3,5-dichlorobenzyl)-2-imidazolidinylidenepropanedinitrile (Compound 24) Compound (X) (0.20 g) obtained in Reference Example 10, 0.35 ml of <strong>[60211-57-6]3,5-dichlorobenzyl alcohol</strong>, 0.53 g of triphenylphosphine, and 0.46 g of di-tert-butyl azodicarboxylate were allowed to react in 10 ml of tetrahydrofuran as described in Example 23 to give 0.25 g (89%) of Compound 24 as a pale yellow oily substance. 1H NMR (270 MHz, CDCl3) delta: 7.35-7.19 (5H, m), 7.17 (2H, d), 4.68 (2H, s), 3.61 (2H, t), 3.56-3.48 (4H, m), 3.45 (2H, s), 3.33-3.26 (2H, m), 2.74 (2H, t), 2.61 (2H, q), 2.37 (4H, m), 1.56 (4H, m), 1.43 (2H, m), 1.13 (3H, t).
  • 5
  • [ 60211-57-6 ]
  • [ 870-50-8 ]
  • [ 471929-77-8 ]
YieldReaction ConditionsOperation in experiment
0.35 g (51%) With triphenylphosphine; In tetrahydrofuran; Example 30 1-[2-{N-Ethyl-N-(4-(1-propylaminomethyl)benzoyl)amino}ethyl]-3-(3,5-dichlorobenzyl)-2-imidazolidinylidenepropanedinitrile (Compound 30) Compound (XII) (0.44 g) obtained in Reference Example 12, 0.61 g of <strong>[60211-57-6]3,5-dichlorobenzyl alcohol</strong>, 0.91 g of triphenylphosphine, and 0.80 g of di-tert-butyl azodicarboxylate were allowed to react in 100 ml of tetrahydrofuran as described in Example 23 to give 0.35 g (51%) of Compound 30 as a pale yellow oily substance. 1H NMR (270 MHz, CDCl3) delta: 7.42-7.31 (5H, m), 7.16 (2H, d), 4.74 (2H, s), 3.92-3.79 (8H, m), 3.56-3.43 (4H, m), 2.61 (2H, t), 1.55 (2H, qt), 1.15 (3H, t), 0.93 (3H, t).
  • 6
  • [ 24686-78-0 ]
  • [ 870-50-8 ]
  • [ 1385032-99-4 ]
  • [ 1385033-09-9 ]
  • 7
  • [ 870-50-8 ]
  • [ 19936-14-2 ]
  • di-tert-butyl 1-(4-(4-bromophenyl)-4-oxobutyl)hydrazine-1,2-dicarboxylate [ No CAS ]
  • 8
  • [ 870-50-8 ]
  • [ 2840-44-0 ]
  • C20H27FN2O5 [ No CAS ]
  • 9
  • [ 2815-95-4 ]
  • [ 870-50-8 ]
  • di-tert-butyl 1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)hydrazine-1,2-dicarboxylate [ No CAS ]
  • 10
  • [ 55453-87-7 ]
  • [ 870-50-8 ]
  • di-tert-butyl 1-((11-oxo-6,11-dihydrodibenzo[b,e]oxepin-2-yl)methyl)hydrazine-1,2-dicarboxylate [ No CAS ]
  • 11
  • [ 387-97-3 ]
  • [ 870-50-8 ]
  • di-tert-butyl 1-(5-fluoro-8-hydroxyquinolin-7-yl)hydrazinyl-1,2-dicarboxylate [ No CAS ]
 

Historical Records

Technical Information

Categories

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[ 870-50-8 ]

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