Structure of 4441-56-9
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 4441-56-9 |
Formula : | C6H13BO2 |
M.W : | 127.98 |
SMILES Code : | OB(O)C1CCCCC1 |
MDL No. : | MFCD01311824 |
InChI Key : | XDRVAZAFNWDVOE-UHFFFAOYSA-N |
Pubchem ID : | 199578 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 9 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 1.0 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 37.98 |
TPSA ? Topological Polar Surface Area: Calculated from |
40.46 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.0 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.54 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.79 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.21 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.62 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.39 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.54 |
Solubility | 3.71 mg/ml ; 0.029 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.0 |
Solubility | 1.28 mg/ml ; 0.01 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-0.17 |
Solubility | 86.9 mg/ml ; 0.679 mol/l |
Class? Solubility class: Log S scale |
Soluble |
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) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-5.99 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.18 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium hydrogen difluoride; In methanol; water; at 20℃; for 0.5h; | General procedure: To a solution of boronic acid or pinacol ester (40 mmol) in methanol (100 mL) was added aqueous potassium hydrogen fluoride (50 mL, 4.5 M, 225 mmol). The resulting white slurry was stirred at room temperature for 30 min, concentrated in vacuo and dissolved in hot acetone. The mixture was filtered, the filtrate was concentrated in vacuo and the residue recrystallised from a minimal amount of ether, to afford the corresponding potassium trifluoroborate salt. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61.2% | With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In ethanol; water; toluene; at 120℃; for 12h;Inert atmosphere; | 1) In a 250 ml three-neck flask, weigh out 0.05 mol of <strong>[68797-61-5]5-bromo-4,6-dichloropyrimidine</strong>, 0.06 mol of cyclohexylboronic acid,100ml of toluene is stirred and dissolved, protected by nitrogen,Add 0.0025mol Pd(PPh3)4, 0.1mol potassium carbonate,A 50 ml mixture of water and ethanol in a 1:1 volume ratioStir and warm up to 120C, reflux for 12 hours, sample the plate,No residual <strong>[68797-61-5]5-bromo-4,6-dichloropyrimidine</strong> is shown, the reaction is complete; naturally cooled to room temperature, filtered, the filtrate layered, and the organic phase was removed by rotary evaporation under reduced pressure Fractions were passed over a neutral silica gel column to give Intermediate 1-1,HPLC purity 99.3%, yield 61.2%; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | In methanol; water; for 2h;Inert atmosphere; | General procedure: To the solution of alkyl boronic acidor pinacol ester (10 mmol) in methanol (20 mL) was added saturated aqueous KHF2(15 mL, 3.91 g, 50 mmol, 5.0 equiv). The resulting suspension was stirred for 2 h andthen concentrated to dryness. The residue, a white solid, was extracted with hotacetone, and the combined filtered extracts were concentrated to approximately 5 mL.Ether (or CH2Cl2) was added and the resultant precipitate was collected and dried toafford the potassium trifluoroborate as a white solid. |
A237614 [87100-15-0]
2-Cyclohexyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Similarity: 0.54