Structure of 1026-05-7
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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.
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CAS No. : | 1026-05-7 |
Formula : | C16H18N2 |
M.W : | 238.33 |
SMILES Code : | CC1NC2=C(C=CC=C2)C(NC3=CC=CC=C3)C1 |
MDL No. : | MFCD00183927 |
InChI Key : | FTECJLOPKLYFII-UHFFFAOYSA-N |
Pubchem ID : | 2839906 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P280-P305+P351+P338 |
Num. heavy atoms | 18 |
Num. arom. heavy atoms | 12 |
Fraction Csp3 | 0.25 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 0.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 79.98 |
TPSA ? Topological Polar Surface Area: Calculated from |
24.06 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.63 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.98 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.96 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.06 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.84 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.09 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.19 |
Solubility | 0.0155 mg/ml ; 0.0000651 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-4.19 |
Solubility | 0.0155 mg/ml ; 0.0000651 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-5.78 |
Solubility | 0.000396 mg/ml ; 0.00000166 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) |
Yes |
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) |
Yes |
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) |
Yes |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
Yes |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-4.93 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) |
2.86 |
* 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 |
---|---|---|
82% | With DPZ In chloroform; toluene at 25℃; for 15 h; Molecular sieve; Sealed tube; Irradiation; Green chemistry | Will dissolve in 200μLOrganic photocatalyst DPZ in toluene (0.28 mg, 0.0008 mmol)Take a 10mL reaction flask,Dry the toluene with an air pump and add 66 mg (0.4 mmol)2-phenylaminopropionic acid and 100mg 4Å molecular sieves,Then add 4mL purified and dried chloroform and seal the bottle mouth with a rubber stopper.And insert a balloon filled with dry air. Place the reaction flask in a 25°C incubator.The reaction was stirred for 15 hours under the irradiation of two 1W blue LED lamps.After the reaction is complete, use a rotary evaporator to distill 2/3 of the solution.Separation by column chromatography (hexane/ethyl acetate 60-30:1)That is, 39.1 mg of 2-methyl-4-N-phenyl-tetrahydroquinolin-4-amine are obtained as a colorless oily liquid.The yield was 82percent. |
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