Alternatived Products of [ 1802326-66-4 ]
Product Details of [ 1802326-66-4 ]
CAS No. : 1802326-66-4
MDL No. : MFCD29924732
Formula :
C17 H17 ClN2 O2
Boiling Point :
-
Linear Structure Formula : -
InChI Key : MWDVCHRYCKXEBY-LBPRGKRZSA-N
M.W :
316.78
Pubchem ID : 2548547
Synonyms :
Calculated chemistry of [ 1802326-66-4 ]
Physicochemical Properties
Num. heavy atoms :
22
Num. arom. heavy atoms :
12
Fraction Csp3 :
0.18
Num. rotatable bonds :
7
Num. H-bond acceptors :
2.0
Num. H-bond donors :
2.0
Molar Refractivity :
86.36
TPSA :
58.2 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
No
CYP2C19 inhibitor :
Yes
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
Yes
CYP3A4 inhibitor :
Yes
Log Kp (skin permeation) :
-6.05 cm/s
Lipophilicity
Log Po/w (iLOGP) :
2.08
Log Po/w (XLOGP3) :
3.07
Log Po/w (WLOGP) :
2.62
Log Po/w (MLOGP) :
2.86
Log Po/w (SILICOS-IT) :
3.31
Consensus Log Po/w :
2.79
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
0.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-3.68
Solubility :
0.0662 mg/ml ; 0.000209 mol/l
Class :
Soluble
Log S (Ali) :
-3.96
Solubility :
0.0348 mg/ml ; 0.00011 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-6.35
Solubility :
0.000141 mg/ml ; 0.000000445 mol/l
Class :
Poorly soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
0.0
Synthetic accessibility :
2.34
Safety of [ 1802326-66-4 ]
Application In Synthesis of [ 1802326-66-4 ]
* 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.
Downstream synthetic route of [ 1802326-66-4 ]
1
[ 1802326-80-2 ]
[ 1802326-66-4 ]
Yield Reaction Conditions Operation in experiment
44%
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 1h;
Reference:
[1]Dvorak, Curt A.; Coate, Heather; Nepomuceno, Diane; Wennerholm, Michelle; Kuei, Chester; Lord, Brian; Woody, David; Bonaventure, Pascal; Liu, Changlu; Lovenberg, Timothy; Carruthers, Nicholas I.
[ACS Medicinal Chemistry Letters, 2015, vol. 6, # 9, p. 1015 - 1018]
2
[ 2627-86-3 ]
[ 1802326-66-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
2: hydrogenchloride / dichloromethane; 1,4-dioxane / 20 °C / Inert atmosphere
3: triethylamine / dichloromethane / 20 °C / Inert atmosphere
Multi-step reaction with 4 steps
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
2: hydrogenchloride / dichloromethane; 1,4-dioxane / 20 °C / Inert atmosphere
3: triethylamine / dichloromethane / 20 °C / Inert atmosphere
4: hydrogen; palladium 10% on activated carbon / ethanol / 1 h / 20 °C
Reference:
[1]Dvorak, Curt A.; Coate, Heather; Nepomuceno, Diane; Wennerholm, Michelle; Kuei, Chester; Lord, Brian; Woody, David; Bonaventure, Pascal; Liu, Changlu; Lovenberg, Timothy; Carruthers, Nicholas I.
[ACS Medicinal Chemistry Letters, 2015, vol. 6, # 9, p. 1015 - 1018]
[2]Dvorak, Curt A.; Coate, Heather; Nepomuceno, Diane; Wennerholm, Michelle; Kuei, Chester; Lord, Brian; Woody, David; Bonaventure, Pascal; Liu, Changlu; Lovenberg, Timothy; Carruthers, Nicholas I.
[ACS Medicinal Chemistry Letters, 2015, vol. 6, # 9, p. 1015 - 1018]
3
[ 1287264-24-7 ]
[ 1802326-66-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: hydrogenchloride / dichloromethane; 1,4-dioxane / 20 °C / Inert atmosphere
2: triethylamine / dichloromethane / 20 °C / Inert atmosphere
Multi-step reaction with 3 steps
1: hydrogenchloride / dichloromethane; 1,4-dioxane / 20 °C / Inert atmosphere
2: triethylamine / dichloromethane / 20 °C / Inert atmosphere
3: hydrogen; palladium 10% on activated carbon / ethanol / 1 h / 20 °C
Reference:
[1]Dvorak, Curt A.; Coate, Heather; Nepomuceno, Diane; Wennerholm, Michelle; Kuei, Chester; Lord, Brian; Woody, David; Bonaventure, Pascal; Liu, Changlu; Lovenberg, Timothy; Carruthers, Nicholas I.
[ACS Medicinal Chemistry Letters, 2015, vol. 6, # 9, p. 1015 - 1018]
[2]Dvorak, Curt A.; Coate, Heather; Nepomuceno, Diane; Wennerholm, Michelle; Kuei, Chester; Lord, Brian; Woody, David; Bonaventure, Pascal; Liu, Changlu; Lovenberg, Timothy; Carruthers, Nicholas I.
[ACS Medicinal Chemistry Letters, 2015, vol. 6, # 9, p. 1015 - 1018]
4
[ 877614-96-5 ]
[ 1802326-66-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 20 °C / Inert atmosphere
2: hydrogen; palladium 10% on activated carbon / ethanol / 1 h / 20 °C
Reference:
[1]Dvorak, Curt A.; Coate, Heather; Nepomuceno, Diane; Wennerholm, Michelle; Kuei, Chester; Lord, Brian; Woody, David; Bonaventure, Pascal; Liu, Changlu; Lovenberg, Timothy; Carruthers, Nicholas I.
[ACS Medicinal Chemistry Letters, 2015, vol. 6, # 9, p. 1015 - 1018]
5
[ 877614-96-5 ]
[ 618-46-2 ]
[ 1802326-66-4 ]
Yield Reaction Conditions Operation in experiment
83%
With triethylamine In dichloromethane at 20℃; Inert atmosphere;
Reference:
[1]Dvorak, Curt A.; Coate, Heather; Nepomuceno, Diane; Wennerholm, Michelle; Kuei, Chester; Lord, Brian; Woody, David; Bonaventure, Pascal; Liu, Changlu; Lovenberg, Timothy; Carruthers, Nicholas I.
[ACS Medicinal Chemistry Letters, 2015, vol. 6, # 9, p. 1015 - 1018]