Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 1493764-08-1 | MDL No. : | MFCD28142814 |
Formula : | C25H33N7O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NPVXOWLPOFYACO-UHFFFAOYSA-N |
M.W : | 463.58 | Pubchem ID : | 71721525 |
Synonyms : |
|
Num. heavy atoms : | 34 |
Num. arom. heavy atoms : | 17 |
Fraction Csp3 : | 0.44 |
Num. rotatable bonds : | 11 |
Num. H-bond acceptors : | 5.0 |
Num. H-bond donors : | 4.0 |
Molar Refractivity : | 132.75 |
TPSA : | 116.99 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | Yes |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | Yes |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | Yes |
CYP3A4 inhibitor : | Yes |
Log Kp (skin permeation) : | -6.42 cm/s |
Log Po/w (iLOGP) : | 3.89 |
Log Po/w (XLOGP3) : | 3.81 |
Log Po/w (WLOGP) : | 2.99 |
Log Po/w (MLOGP) : | 1.64 |
Log Po/w (SILICOS-IT) : | 2.25 |
Consensus Log Po/w : | 2.92 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 1.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -4.76 |
Solubility : | 0.00808 mg/ml ; 0.0000174 mol/l |
Class : | Moderately soluble |
Log S (Ali) : | -5.96 |
Solubility : | 0.000506 mg/ml ; 0.00000109 mol/l |
Class : | Moderately soluble |
Log S (SILICOS-IT) : | -7.3 |
Solubility : | 0.0000231 mg/ml ; 0.0000000499 mol/l |
Class : | Poorly soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 3.0 |
Synthetic accessibility : | 4.29 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P301+P312+P330 | UN#: | N/A |
Hazard Statements: | H302 | Packing Group: | N/A |
GHS Pictogram: |
* 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 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 2-(Butylamino)-N-(4-fluorobenzyl)-4-(((trans-4-hvdroxycyclohexyl)amino)pyrimidine-5-carboxamide General procedure: A mixture of methyl 2-(butylamino)-4-(((trans-4-hydroxycyclohexyl)amino) pyrimidine-5-carboxylate (682.6 mg, 2.12 mmol) and lithium hydroxide monohydrate (888.4 mg, 21.2 mmol) in a mixture of methanol and water (25 mL, 3 :2, v/v) was heated at reflux for 2h. Then the reaction mixture was cooled to room temperature and acidified by a 4. ON solution of HCl (4N) to PH 3. The resulting mixture was extracted with EtOAc (4x). The combined organic layers were dried (Na2SO4) and concentrated to provide 2-(butylamino)-4- (((1r,4r)-4-hydroxycyclohexyl)amino)pyrimidine-5-carboxylic acid(647.1 mg, 99%), which was used in the next step without further purifications. MS m/z 309.30 [M+H]+. A solution of the acid (61 mg, 0.20 mmol), O-(benzotizol-1-yl)-N,N,N'N'- tetramethyluronium tetrafluoroborate (TBTU, 81.4 mg, 0.25 mmol, 1.3 eq) and N,N- diisopropylethylamine (DIEA, 77.5 mg, 0.60 mmol, 3.0 eq) in anhydrous DMF (3.0 mL) and was added 4-fluorobenzylamine (37.5 mg, 0.30 mmol, 1.5eq) in DMF (1.0 mL) dropwisely at room temperature. The resulting mixture was stirred for overnight, then diluted with EtOAc (15 mL) and washed with water (3x). The organic layer was dried (Na2SO4) and concentrated. The residue was purified on HPLC to give the title compound (61.5 mg, 74%) as a yellow solid. 1H NMR (400 MHz, CDCl3) S 9.57 (d, J = 7.4 Hz, 1H), 8.77 (s, 1H), 8.13 (s, 1H), 7.40-7.31 (m, 1H), 7.29-7.22 (m, 3H), 7.00 (t, J = 8.6 Hz, 2H), 4.44 (d, J = 5.2 Hz, 2H), 4.00 (s, 1H), 3.77-3.62 (m, 1H), 3.40 (dd, J = 13.0, 6.9 Hz, 2H), 2.15-2.09 (m, 2H), 2.04 (d, J= 7.6 Hz, 2H), 1.66-1.54 (m, 2H), 1.49-1.33 (m, 6H), 0.94 (t, J= 7.3 Hz, 3H); MS m/z 416.30 [M+H]+. | |
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 3 General procedure: A solution of the acid (61 mg, 0.20 mmol), O-(benzotriazol-l-yl)-N,jV,N' N1- tetramethyluronium tetrafluoroborate (TBTU, 81.4 mg, 0.25 mmol, 1.3 eq) and N,N- diisopropylethylamine (DIEA, 77.5 mg, 0.60 mmol, 3.0 eq) in anhydrous DMF (3.0 mL) and was added 4-fluorobenzylamine (37.5 mg, 0.30 mmol, 1.5eq) in DMF (1.0 mL) dropwisely at room temperature. The resulting mixture was stirred for overnight, then diluted with EtOAc (15 mL) and washed with water (3 ). The organic layer was dried (Na2S04) and concentrated. The residue was purified on HPLC to give the title compound (61.5 mg, 74%) as a yellow solid. 1H NM (400 MHz, CDC13) <5 9.57 (d, J= 7.4 Hz, 1H), 8.77 (s, lH), 8.13 (s, 1H), 7.40-7.31 (m, 1H), 7 '.29-7.22 (m, 3H), 7.00 (t, J= 8.6 Hz, 2H), 4.44 (d, J= 5.2 Hz, 2H), 4.00 (s, 1H), 3.77-3.62 (m, 1H), 3.40 (dd, J = 13.0, 6.9 Hz, 2H), 2.15-2.09 (m, 2H), 2.04 (d, J= 7.6 Hz, 2H), 1.66-1.54 (m, 2H), 1.49-1.33 (m, 6H), 0.94 (t, J= 7.3 Hz, 3H); MS m/z 416.30 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 3 h / 20 °C 2: lithium hydroxide monohydrate / water / 2 h / Reflux 3: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: lithium hydroxide monohydrate / water / 2 h / Reflux 2: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57 mg | With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C 2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 1.5 h / 0 °C 3: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 3 h / 20 °C 4: lithium hydroxide monohydrate / water / 2 h / Reflux 5: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C |