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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
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Structure of 1158955-21-5
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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.
4.5
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CAS No. : | 1158955-21-5 |
Formula : | C12H7F2NO |
M.W : | 219.19 |
SMILES Code : | O=C(C1=CC=C(F)N=C1F)C2=CC=CC=C2 |
MDL No. : | MFCD29922059 |
InChI Key : | INYPHEHCTMUQFS-UHFFFAOYSA-N |
Pubchem ID : | 67059736 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H301-H311-H331 |
Precautionary Statements: | P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501 |
Class: | 6.1 |
UN#: | 2810 |
Packing Group: | Ⅲ |
Num. heavy atoms | 16 |
Num. arom. heavy atoms | 12 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 54.03 |
TPSA ? Topological Polar Surface Area: Calculated from |
29.96 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.05 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.06 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.43 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.21 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.67 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.88 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.55 |
Solubility | 0.0618 mg/ml ; 0.000282 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.36 |
Solubility | 0.0966 mg/ml ; 0.000441 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-5.06 |
Solubility | 0.00193 mg/ml ; 0.00000879 mol/l |
Class? Solubility class: Log S scale |
Moderately 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) |
Yes |
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 |
-5.46 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 |
0.0 |
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) |
2.09 |
* 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 |
---|---|---|
Reference Example 30; (2,6-Difluoropyridin-3-yl)(phenyl)methanoneTo a solution of 2,6-difluoropyridine (1.0 g, manufactured by Tokyo Chemical Industry Co., Ltd.) in tetrahydrofuran (40 mL, manufactured by Kanto Chemical Co., Inc.), lithium diisopropylamide (23% solution in tetrahydrofuran/ethylbenzene/heptane, 5.79 mL, manufactured by Sigma-Aldrich Corp.) was added dropwise at -78 C., and the mixture was stirred for 30 minutes. Subsequently, N-methoxy-N-methylbenzamide (1.46 mL, manufactured by Sigma-Aldrich Corp.) was further added at the same temperature, and while the temperature was gradually raised to room temperature, the mixture was stirred overnight. A saturated aqueous solution of ammonium chloride (30 mL) was added to the reaction solution, and the mixture was extracted with ethyl acetate (3×30 mL), washed with brine (30 mL), and dried (MgSO4). The solvent was then evaporated, to give 1.90 g of the title compound. LC-MS: HPLC retention time 1.63 minutes, m/z (M-F+OMe) 232, condition C-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In 1-methyl-pyrrolidin-2-one; at 20℃; for 1h; | Reference Example 32; 6-(Azetidin-1-yl)-3-phenyl-1H-pyrazolo[3,4-b]pyridineAzetidine (130 mg, manufactured by Sigma-Aldrich Corp.) was added to a solution of the Reference Example 30 (100 mg) in N-methylpyrrolidone (4.5 mL, manufactured by Kanto Chemical Co., Inc.), and the mixture was stirred for one hour at room temperature. Subsequently, hydrazine hydrate (73 μL, manufactured by Tokyo Chemical Industry Co., Ltd.) was added thereto, and the mixture was stirred overnight at the same temperature. Water (5 mL) was added to the reaction solution, and the mixture was extracted with chloroform (3×10 mL), washed with brine (10 mL), and dried (MgSO4). The solvent was then evaporated, to give 90 mg of the title compound. LC-MS: HPLC retention time 1.22 minutes, m/z (M+H) 251, condition C-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In 1-methyl-pyrrolidin-2-one; at 20℃; for 1h; | Reference Example 34; 3-(3-Phenyl-1H-pyrazolo[3,4-b]pyridin-6-ylthio)phenol3-(Tertiary-butyldimethylsiloxy)thiophenol (548 mg, manufactured by Lancaster Chemical Corp.) was added to a solution of the Reference Example 30 (100 mg) in N-methylpyrrolidone (4.5 mL, manufactured by Kanto Chemical Co., Inc.), and the mixture was stirred for one hour at room temperature. Subsequently, hydrazine hydrate (73 μL, manufactured by Tokyo Chemical Industry Co., Ltd.) was added thereto, and the mixture was stirred overnight at the same temperature. Water (5 mL) was added to the reaction solution, and the mixture was extracted with chloroform (3×10 mL), washed with brine (10 mL), and dried (MgSO4). The solvent was then evaporated, to give 62.3 mg of the title compound. LC-MS: HPLC retention time 1.51 minutes, m/z (M+H) 320, condition C-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In 1-methyl-pyrrolidin-2-one; at 20℃; for 1h; | Reference Example 31; 6-(3-Methylbutan-2-ylthio)-3-phenyl-1H-pyrazolo[3,4-b]pyridine3-Methyl-2-butanethiol (238 mg, manufactured by Wako Pure Chemical Industries, Ltd.) was added to a solution of the Reference Example 30 (100 mg) in N-methylpyrrolidone (4.5 mL, manufactured by Kanto Chemical Co., Inc.), and the mixture was stirred for one hour at room temperature.Subsequently, hydrazine hydrate (73 μL, manufactured by Tokyo Chemical Industry Co., Ltd.) was added thereto, and the mixture was stirred overnight at the same temperature. Water (5 mL) was added to the reaction solution, and the mixture was extracted with chloroform (3×10 mL), washed with brine (10 mL), and dried (MgSO4). The solvent was then evaporated, to give 6.0 mg of the title compound. LC-MS: HPLC retention time 2.12 minutes, m/z (M+H) 298, condition C-1. |
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