Structure of 610-09-3
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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.
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 610-09-3 |
Formula : | C8H12O4 |
M.W : | 172.18 |
SMILES Code : | O=C([C@H]1[C@@H](C(O)=O)CCCC1)O |
MDL No. : | MFCD00064949 |
InChI Key : | QSAWQNUELGIYBC-OLQVQODUSA-N |
Pubchem ID : | 245564 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 12 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.75 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 42.0 |
TPSA ? Topological Polar Surface Area: Calculated from |
74.6 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.86 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.86 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.96 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.54 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.29 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.7 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.32 |
Solubility | 8.29 mg/ml ; 0.0482 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.01 |
Solubility | 1.68 mg/ml ; 0.00977 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
0.17 |
Solubility | 255.0 mg/ml ; 1.48 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 |
No |
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 |
-6.74 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 |
1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.56 |
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) |
2.62 |
* 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 |
---|---|---|
95.5% | With sodium hydroxide; In water; at 150℃; under 2280.15 Torr; for 72h;Autoclave; | Weigh tap water220 g In a 500 mL stainless steel autoclave, 126 g of NaOH solids were added in portions followed by 70 g of cis-1,2-cyclohexanedioic acid, sealed, and then heated to 150 C. The pressure of the reaction system reached 3 atm and The reaction was stirred at this temperature for 72 hours and the HPLC trace was followed until the conversion exceeded 95%. Cool to room temperature and add140 g of tap water, add concentrated hydrochloric acid (250 g) under stirring until rho Eta = 1-2, a large amount of white solid precipitated, cooled to 25 C, filtered and the filter cake washed with 140 g of water and vacuum dried to give 68 Gram white solid, the test shows that containing 2% of the raw materials, with 50ml ethanol beating, filtration, drying, to get 65 grams of 99.5% of trans-1,2-cyclohexanedioic acid. |