Structure of 4430-31-3
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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
*For Research Use Only! Not for Human Use. We Do Not Sell to Patients.
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| CAS No. : | 4430-31-3 |
| Formula : | C9H14O2 |
| M.W : | 154.21 |
| SMILES Code : | O=C1CCC2CCCCC2O1 |
| English Name : | Octahydro-2H-chromen-2-one |
| MDL No. : | MFCD00221714 |
| InChI Key : | MSFLYJIWLHSQLG-UHFFFAOYSA-N |
| Pubchem ID : | 20487 |
| Num. heavy atoms | 11 |
| Num. arom. heavy atoms | 0 |
| Fraction Csp3 | 0.89 |
| Num. rotatable bonds | 0 |
| Num. H-bond acceptors | 2.0 |
| Num. H-bond donors | 0.0 |
| Molar Refractivity | 42.43 |
| TPSA ? Topological Polar Surface Area: Calculated from |
26.3 Ų |
| Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.97 |
| Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.89 |
| Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.88 |
| Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.88 |
| Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.14 |
| Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.95 |
| Log S (ESOL):? ESOL: Topological method implemented from |
-1.99 |
| Solubility | 1.59 mg/ml ; 0.0103 mol/l |
| Class? Solubility class: Log S scale |
Very soluble |
| Log S (Ali)? Ali: Topological method implemented from |
-2.06 |
| Solubility | 1.33 mg/ml ; 0.00861 mol/l |
| Class? Solubility class: Log S scale |
Soluble |
| Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.53 |
| Solubility | 4.56 mg/ml ; 0.0296 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 |
-5.9 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 |
0.0 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) |
2.59 |
* 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 |
|---|---|---|
| 95% | With 2,6-di(t-butyl)-4-phenylphenol; tetrabutyl-ammonium chloride; water; potassium formate; potassium carbonate; 1-dodecylthiol In tetrahydrofuran at 20℃; for 4h; Inert atmosphere; Irradiation; | |
| 93% | With lithium aluminium tetrahydride In diethyl ether for 30h; Heating; | |
| 90% | With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 4h; Inert atmosphere; |
| 90% | With rubidium hydroxide; L-Cysteine; 2,6-di-tert-butyl-4-methyl-phenol In tetrahydrofuran at 40℃; for 20h; Inert atmosphere; Irradiation; | 42 Example 42: Under nitrogen atmosphere, substrate 80 (0.30 mmol),phenol catalyst (2,6-di-tert-butyl-4-methylphenol, 15.0 mol%), hydrogen source (cysteine, 0.45 mmol),base (rubidium hydroxide, 0.90 mmol) were dissolved in solvent (tetrahydrofuran, 3.0 ml).After addition, the reactants were placed at 40°C and irradiated with a 5-watt 410 nm LED lamp at a distance of 5 cm from the reaction device for 20 hours. Water was added to quench the reaction.The aqueous phase was extracted three times with ethyl acetate (15 ml × 3). The organic phases were combined, washed with water and saturated brine in turn, dried over anhydrous sodium sulfate, concentrated and column chromatographed to obtain 81 (90% yield, purity greater than 95%). |
| With copper oxide-chromium oxide; Methylcyclohexane at 250℃; Hydrogenation; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With PPA | ||
| With PPA; water 1.) 120 deg C, 4.5 h;; Multistep reaction; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With ethanol; platinum Hydrogenation; | ||
| With sodium borate; sodium hydrogencarbonate | ||
| With sodium amalgam; water |
| With sodium tetrahydroborate |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With nickel; Methylcyclohexane at 250℃; Hydrogenation; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 90% | In formic acid for 24h; Heating; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With lithium aluminium deuteride In diethyl ether for 30h; Heating; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| at 250℃; Hydrogenation; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sodium hydroxide; nickel at 90℃; Hydrogenation; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| at 200 - 250℃; Hydrogenation; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| at 250℃; Hydrogenation; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 48% | at 450℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 28% | at 450℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 31.4% | With formic acid at 450℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 2 steps 1: 1.) polyphosphoric acid; 2.) water / 1.) 120 deg C, 4.5 h; 2: 81 percent / hydrogen / 10percent palladium-on-charcoal / ethanol / 760 Torr / Ambient temperature |

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