Structure of 15840-96-7
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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. : | 15840-96-7 |
| Formula : | C13H22O2 |
| M.W : | 210.31 |
| SMILES Code : | O=C(C1CCCCC1)OC2CCCCC2 |
| English Name : | Cyclohexyl cyclohexanecarboxylate |
| MDL No. : | MFCD20528371 |
| InChI Key : | VJCWGXGMXAVKJU-UHFFFAOYSA-N |
| Pubchem ID : | 85137 |
| Num. heavy atoms | 15 |
| Num. arom. heavy atoms | 0 |
| Fraction Csp3 | 0.92 |
| Num. rotatable bonds | 3 |
| Num. H-bond acceptors | 2.0 |
| Num. H-bond donors | 0.0 |
| Molar Refractivity | 61.66 |
| TPSA ? Topological Polar Surface Area: Calculated from |
26.3 Ų |
| Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
3.18 |
| Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
4.01 |
| Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.44 |
| Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.03 |
| Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.14 |
| Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.36 |
| Log S (ESOL):? ESOL: Topological method implemented from |
-3.47 |
| Solubility | 0.0709 mg/ml ; 0.000337 mol/l |
| Class? Solubility class: Log S scale |
Soluble |
| Log S (Ali)? Ali: Topological method implemented from |
-4.26 |
| Solubility | 0.0114 mg/ml ; 0.0000544 mol/l |
| Class? Solubility class: Log S scale |
Moderately soluble |
| Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.45 |
| Solubility | 0.748 mg/ml ; 0.00356 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 |
-4.74 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 |
0.0 alert: heavy_metal |
| Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<2.0 |
| Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.17 |
* 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 platinum-cathodes Electrolysis; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| at 20℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 100% | at 210℃; for 2h; in autoclave; 5 h, reflux in liquid-phase; | |
| 89% | With dmap; iodine; di-2-thienyl carbonate In acetonitrile at 20℃; for 0.5h; | |
| 87% | With dmap; 2-methyl-6-nitrobenzoic anhydride; triethylamine In dichloromethane at 20℃; for 20h; |
| 86% | Stage #1: Cyclohexanecarboxylic acid With dmap In toluene at 20℃; for 0.25h; Stage #2: cyclohexanol In toluene at 20℃; for 0.5h; | |
| 55% | With diphenylammonium trifluoromethanesulfonate In various solvent(s) at 80℃; for 24h; | |
| 55% | With hafnium (IV) bis(perfluorooctanesulfonyl)amide In 1,2-dichloro-ethane at 50℃; for 24h; | |
| Einleiten von Chlorwasserstoff; | ||
| 55 % Chromat. | With perfluoro(methylcyclohexane) In 1,2-dichloro-ethane at 50℃; for 24h; | |
| With acid-activated Brazilian clay catalyst at 100℃; for 3h; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With pyridine |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 1: 10% 2: 20% 3: 6% | With cyclohexanecarbonyl peroxide In various solvent(s) at 45℃; for 12h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 1: 15% 2: 20% 3: 20% | With cyclohexanecarbonyl peroxide In various solvent(s) at 45℃; for 12h; | |
| 1: 20% 2: 15% 3: 20% | In various solvent(s) at 45℃; for 12h; other peroxides, other products; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 1: 36% 2: 5% 3: 3% | In cyclohexane at 40℃; for 10h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 94% | With (1S)-10-camphorsulfonic acid In dichloromethane at 40℃; other solvent, temperature and reagents; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| at 200 - 250℃; Hydrogenation; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| at 35℃; sowie bei 40grad und 45grad; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Hg-cyclohexancarboxylat, Cyclopentancarbonylperoxid, CH3COOH/ Br2; | ||
| 1, c-C6H11OH, Hg(OCOCF3)2; | ||
| entspr. Saeurechlorid, entspr. Alkohol; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In toluene for 10h; Heating; Title compound not separated from byproducts; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 94% | With dmap In benzene at 20℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 1: 6 % Chromat. 2: 5 % Chromat. | With tetrabutylammomium bromide; toluene-4-sulfonic acid at 110℃; for 2h; |

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