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Chemical Structure| 2350-89-2 Chemical Structure| 2350-89-2

Structure of 2350-89-2

Chemical Structure| 2350-89-2

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Product Details of [ 2350-89-2 ]

CAS No. :2350-89-2
Formula : C14H12
M.W : 180.25
SMILES Code : C=CC1=CC=C(C2=CC=CC=C2)C=C1
MDL No. :MFCD00008620
InChI Key :HDBWAWNLGGMZRQ-UHFFFAOYSA-N
Pubchem ID :16883

Safety of [ 2350-89-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 2350-89-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 14
Num. arom. heavy atoms 12
Fraction Csp3 0.0
Num. rotatable bonds 2
Num. H-bond acceptors 0.0
Num. H-bond donors 0.0
Molar Refractivity 61.97
TPSA ?

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

0.0 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.65
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

5.04
Log Po/w (WLOGP)?

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

3.89
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.

5.24
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

4.4
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

4.24

Water Solubility

Log S (ESOL):?

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

-4.64
Solubility 0.00418 mg/ml ; 0.0000232 mol/l
Class?

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

Moderately soluble
Log S (Ali)?

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

-4.78
Solubility 0.00298 mg/ml ; 0.0000165 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

-5.36
Solubility 0.000789 mg/ml ; 0.00000438 mol/l
Class?

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

Moderately soluble

Pharmacokinetics

GI absorption?

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

Low
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

Yes
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

Yes
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.

-3.82 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

1.0
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

3.0
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.

0.0 alert
Brenk?

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

0.0 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<2.0
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)

1.79

Application In Synthesis of [ 2350-89-2 ]

* 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 [ 2350-89-2 ]

[ 2350-89-2 ] Synthesis Path-Downstream   1~7

  • 3
  • [ 2350-89-2 ]
  • [ 69655-76-1 ]
  • octakis[2-(4-biphenyl)ethenyl]octasilsesquioxane [ No CAS ]
  • 4
  • [ 2350-89-2 ]
  • [ 69655-76-1 ]
  • octakis[2-(4-biphenyl)ethenyl]octasilsesquioxane [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% Example XIIA 5 mL reactor, equipped with a magnetic stirrer, a reflux condenser with an attachment enabling the reaction system to be connected to a vacuum-and-gas line was filled under inert gas with 0.01 g (1.58 10'5 mol) <strong>[69655-76-1]octavinylsilsesquioxane</strong>, followed, in the following order, with 3 mL methylene chloride and 0.015 mL (1.26*10"4 mol) 4- chlorostyrene. The reaction mixture was warmed to 45°C while stirring continuously. Then 0.0009 g (1.26x 10"6 mol) [chlorohydridocarbonylbis(tricyclohexyl- phosphine)ruthenium(II)] was added to the mixture and 5 minutes later 0.0006 g (6.32x 10"6 mol) copper(I) chloride was introduced. The reaction mixture was heated for24 hours at a temperature of 45°C. Then the solvent was subjected to vacuum evaporation and the residue was dissolved in a mixture of hexane and methylene chloride at a ratio by volume of hexane : CH2C12 = 10: 1 and transferred to a silica- packed chromatographic column to purify the product. This produced octakis[2-(4- chlorophenyl)ethenyl]octasilsesquioxane in the form of white powder with a yield of 94percent. Melting range: 300-302°C.lH NMR (C6D6, ppm): delta = 6.44 (d, 8H, J = 19.0 Hz, =CHSi), 6.97 (s, 32H, C6H4-C1),7.53 (d, 8H, J = 19.0 Hz, =CH-Ar)13C NMR (C6D6, ppm): delta = 117.9 (=CHSi), 128.5 (o-C of CeiijCl), 129.2 (m-C of C6H4C1), 135.5 (ipso-C at CI of Q^Cl), 135.7 (ipso-C of C6H4C1), 149.1(=CHAr)29Si NMR (C6D6, ppm): delta = -78.06APPI-MS: m/z ([M+H]+, percent intensity): 1512 (23), 1513 (26), 1514 (57), 1515 (79), 1516 (92), 1517 (95), 1518 (100), 1520 (80), 1521 (65), 1522 (46), 1523 (32), 1524 (20), 1525 (13)
  • 5
  • [ 570-02-5 ]
  • [ 2350-89-2 ]
  • 2-(4-phenylstyryl)-1,3,5-trimethoxybenzene [ No CAS ]
  • 6
  • [ 381-98-6 ]
  • [ 2350-89-2 ]
  • 4-((1E,3E)-5,5,5-trifluoropenta-1,3-dien-1-yl)-1,1'-biphenyl [ No CAS ]
YieldReaction ConditionsOperation in experiment
34% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; In 1-methyl-pyrrolidin-2-one; at 120℃; for 6h;Inert atmosphere; General procedure: Amixture of styrene (6a) (2 mmol, 208 mg), alpha-trifluoromethylacrylic acid (2) (0.5mmol, 70 mg), [Cp*RhCl2]2 (0.005 mmol, 3 mg), AgOAc (1 mmol, 167 mg) and1-methylnaphthalene (ca. 40 mg) as internal standard was stirred in NMP (2.5ml) under argon at 120 C for 6h. Then the reaction mixture was diluted byethyl acetate (30 ml). The organic layer was washed by 1 N HCl (30 ml), water30 (ml), and brine (30 ml) and dried over Na2SO4. After evaporation of thesolvents under vacuum, product 7a (101 mg, 93%) was isolated by columnchromatography on silica gel using hexane/EtOAc/AcOH=90/9/1 (v/v/v) as eluent.
  • 7
  • [ 13211-01-3 ]
  • [ 2350-89-2 ]
 

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