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Structure of Ferrocene
CAS No.: 102-54-5
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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.
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CAS No. : | 102-54-5 |
Formula : | Fe(C5H5)2 |
M.W : | 186.03 |
SMILES Code : | [CH]12=[CH]3[CH-]4[CH]5=[CH]1[Fe+2]32546789[CH]%10=[CH]6[CH-]7[CH]8=[CH]%109 |
MDL No. : | MFCD00001427 |
InChI Key : | KTWOOEGAPBSYNW-UHFFFAOYSA-N |
Pubchem ID : | 7611 |
GHS Pictogram: |
![]() ![]() ![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H228-H302+H332-H361-H373-H410 |
Precautionary Statements: | P210-P260-P280-P301+P312+P330-P370+P378 |
Class: | 4.1 |
UN#: | 1325 |
Packing Group: | Ⅱ |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.2 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 0.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 38.12 |
TPSA ? Topological Polar Surface Area: Calculated from |
0.0 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 |
-1.67 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.4 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.08 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.98 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.96 |
Log S (ESOL):? ESOL: Topological method implemented from |
0.12 |
Solubility | 233.0 mg/ml ; 1.32 mol/l |
Class? Solubility class: Log S scale |
Highly soluble |
Log S (Ali)? Ali: Topological method implemented from |
2.18 |
Solubility | 26700.0 mg/ml ; 152.0 mol/l |
Class? Solubility class: Log S scale |
Highly soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.24 |
Solubility | 1.02 mg/ml ; 0.00578 mol/l |
Class? Solubility class: Log S scale |
Soluble |
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) |
Yes |
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 |
-8.56 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 |
3.0 |
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 |
2.0 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) |
3.59 |
* 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 |
---|---|---|
70% | With aluminum (III) chloride; In dichloromethane; at 20℃; for 2.83333h;Cooling; | General procedure: A thoroughly dried two-necked round bottom flask was equipped with a mechanical stirrer. The system was maintained under pressure via dry nitrogen. The flask was charged with fer- rocene, fluorine/tri-fluoromethyl benzoyl chloride in 1:1 equiva- lent ratio and 11 ml of dichloride methane. The resulting mixture was stirred and the flask was immersed in an ice bath. When the solution has been thoroughly cooled, anhydrous AlCl 3 was added slowly for a period of about 20 min. A deep blue color indicates that the reaction has occurred and after its formation, stirring is continued for another 30 min with ice cooling. This is continued further for another 2 h at room temperature to ensure comple- tion of reaction. The reaction mixture was cooled again in ice, fol- lowed by continuous addition of 20 ml of water. The resulting two- phase mixture was stirred vigorously for 30 min. After transfer- ring the mixture to a separatory funnel, the layers are separated and the aqueous layer is extracted with two 20 ml portions of dichloromethane. The combined DCM solution was washed with 20 ml water, twice with 10 ml portions of 10% aq. NaOH and dried over anhydrous Na 2 SO 4 . The resulting solution was evapo- rated to dryness at reduced pressure, yielding the final product. The amount/volume of starting materials taken and the amount of the final synthesized compounds obtained is given in Table S1. The yields and obtained melting points (from DSC) are as follows: : 76%; 105 0 C; : 84%; 110 0 C; : 84%; 100 0 C; : 73%; 100 0 C; : 65%; 145 0 C ; : 70%; 65 0 C; |