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Chemical Structure| 624744-67-8 Chemical Structure| 624744-67-8

Structure of 624744-67-8

Chemical Structure| 624744-67-8

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Product Details of [ 624744-67-8 ]

CAS No. :624744-67-8
Formula : C40H33BO2
M.W : 556.50
SMILES Code : CC1(C)C(C)(C)OB(C2=CC=C3C(C4=CC=C5C=CC=CC5=C4)=C6C=CC=CC6=C(C7=CC=C8C=CC=CC8=C7)C3=C2)O1
MDL No. :MFCD26401780
InChI Key :VHILRXGSEHWEFX-UHFFFAOYSA-N
Pubchem ID :25112575

Safety of [ 624744-67-8 ]

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

Computational Chemistry of [ 624744-67-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 43
Num. arom. heavy atoms 34
Fraction Csp3 0.15
Num. rotatable bonds 3
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 183.81
TPSA ?

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

18.46 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

0.0
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

11.16
Log Po/w (WLOGP)?

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

9.93
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.

6.42
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

9.07
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

7.32

Water Solubility

Log S (ESOL):?

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

-10.71
Solubility 0.0000000109 mg/ml ; 0.0 mol/l
Class?

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

Insoluble
Log S (Ali)?

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

-11.52
Solubility 0.0000000017 mg/ml ; 0.0 mol/l
Class?

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

Insoluble
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

-15.49
Solubility 0.0 mg/ml ; 3.27e-16 mol/l
Class?

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

Insoluble

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

No
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

Yes
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.

-1.77 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

2.0
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

1.0
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

2.0
Bioavailability Score?

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

0.17

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

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<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)

4.5

Application In Synthesis of [ 624744-67-8 ]

* 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 [ 624744-67-8 ]

[ 624744-67-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 667940-23-0 ]
  • [ 624744-67-8 ]
  • C50H32 [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; for 24h;Heating / reflux; 2-B . Production of compound 2; [82] After the compound 2a (4.0 g, 14.13 mmol) and the compound Id (9.43 g, 16.95 mmol) were dissolved in anhydrous THF (200 mL), Pd(PPh ) (0.49 g, 0.42 mmol) and 60 mL of 2M K CO aqueous solution were added and then refluxed for 24 hours. The organic layer was extracted by using ethyl acetate and water was removed with magnesium sulfate. The organic layer was filtered at reduced pressure and concentrated, and the solvent was removed. The resulting substance was purified by using column chromatography and then recrystallized in THF and ethanol to obtain a white solid compound 2 (6.0 g, 67%) represented by Formula 1-2. MS data in respects to the compound 2 are shown in Fig. 3.[83] MS [M + H] = 632
  • 2
  • [ 624744-67-8 ]
  • [ 1000623-95-9 ]
  • 2,5-bis(2-ethylhexyl)-3,6-bis({5-[9,10-bis(naphthalen-2-yl)anthracen-2-yl]thiophen-2-yl})pyrrolo[3,4-c]pyrrole-1,4-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; at 115℃; for 24h;Inert atmosphere; To a 250 ml two-neck round bottom flask under a nitrogen atmosphere, 480 mg of 2,5-diethylhexyl-3,6-bis(5-bromothiophen-2-yl)pyrrolo[3,4-c]pyrrolo-1,4-dione was added and 830 mg of 2-(4,4,5,6-tetramethyl-1,3,2-dioxaborolane)-9,10-di (2-naphthyl) anthracene was placed in 200 ml of tetrahydrofuran (THF) and heated to dissolve completely. Then, tetrakis triphenylphosphine palladium (Pd (0)) was rapidly added thereto and stirred sufficiently, 2M potassium carbonate (K2CO3) was injected slowly using a syringe, the temperature was raised to 115 C and stirred for 24 hours.
  • 3
  • [ 624744-67-8 ]
  • [ 22034-13-5 ]
  • C40H24N2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; for 6h;Inert atmosphere; Reflux; Under nitrogen protection, 1000m with mechanical stirring, thermometer and condenserAdd product to L four-neck bottle9,10-bis(2-naphthyl)indole-2-pinacol borate (compound B1) 50 g (0.09 mol, 1 eq), <strong>[22034-13-5]4-bromo-2,1,3-benzothiadiazole</strong> (compound) C1) 21.3 g (0.0992 eq), 500 mL of dioxane, 80 mL of water, and the reaction mixture was refluxed for 6 h, and the reaction was monitored by TLC.After it was cooled to room temperature, it was directly filtered, and the filter cake was washed once with water and once with ethanol; chloroform (30 eq) was dissolved by heating, and then concentrated to give a yellow solid. After adding ethyl acetate and heating for 2 hours, it was filtered, and the mixture was filtered and washed with n-hexane for 2h to give a bright yellow powder product.
 

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