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name Structure Reference Source Properties Activities Metabolism

C33H31ClF3NO3

AlkaPlorer ID: AK266655

Synonym: None

IUPAC Name: 2-[3-[3-[[2-chloro-3-(trifluoromethyl)phenyl]methyl-(2,2-diphenylethyl)amino]propoxy]phenyl]acetic acid

Structure

SMILES: O=C(O)CC1=CC(OCCCN(CC2=CC=CC(C(F)(F)F)=C2Cl)CC(C2=CC=CC=C2)C2=CC=CC=C2)=CC=C1

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InChI: InChI=1S/C33H31ClF3NO3/c34-32-27(15-8-17-30(32)33(35,36)37)22-38(18-9-19-41-28-16-7-10-24(20-28)21-31(39)40)23-29(25-11-3-1-4-12-25)26-13-5-2-6-14-26/h1-8,10-17,20,29H,9,18-19,21-23H2,(H,39,40)

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InChIKey: NAXSRXHZFIBFMI-UHFFFAOYSA-N

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Reference

PubChem CID: 447905

CAS: 405911-09-3

SuperNatural Ⅲ: SN0240560

NPASS: NPC462909

COCONUT: CNP0074940

Source

Species Genus Family Order Class Phylum Kingdom Domain
Pteris cretica Pteris Pteridaceae Polypodiales Polypodiopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 582.0620000000001

TPSA？: 49.77

MolLogP？: 8.089100000000007

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis 4'-phosphopantetheinyl transferase ffp Potency 44668.4 nM None
Chlorocebus sabaeus Vero C1008 CC50 33000.0 nM 10.6019/CHEMBL4495565
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 39810.7 nM None
Homo sapiens Arachidonate 15-lipoxygenase, type II Potency 31622.8 nM None
Homo sapiens ATP-dependent DNA helicase Q1 Potency 25118.9 nM None
Homo sapiens ATP-dependent DNA helicase Q1 Potency 35481.3 nM None
Homo sapiens Bloom syndrome protein Potency 39810.7 nM None
Homo sapiens DNA polymerase kappa Potency 39810.7 nM None
Homo sapiens Glycogen synthase kinase-3 beta IC50 nan nM 10.1021/jm050532w
Homo sapiens Hepatocyte Activity nan None 10.1021/jm070453f
Homo sapiens HepG2 Activity 43.0 % 10.1021/jm301913k
Homo sapiens HepG2 Activity 242.0 % 10.1021/jm301913k
Homo sapiens HepG2 Activity nan None 10.1016/j.ejmech.2019.111647
Homo sapiens HepG2 Activity nan None 10.1021/jm301913k
Homo sapiens HepG2 Activity nan None 10.1021/jm800612u
Homo sapiens HepG2 EC50 210.0 nM 10.1021/jm800799q
Homo sapiens HepG2 EC50 2002.0 nM 10.1021/jm800799q
Homo sapiens HepG2 Efficacy 45.0 % 10.1021/jm800799q
Homo sapiens HepG2 Efficacy 137.0 % 10.1021/jm800799q
Homo sapiens HepG2 FC 4.9 None 10.1016/j.bmcl.2015.01.047
Homo sapiens HepG2 FC 15.0 None 10.1016/j.bmcl.2015.01.047
Homo sapiens HepG2 Ratio 2.7 None 10.1016/j.bmcl.2007.03.076
Homo sapiens HepG2 Ratio 2.7 None 10.1016/j.bmcl.2007.06.017
Homo sapiens HepG2 Ratio 3.1 None 10.1016/j.bmcl.2015.01.047
Homo sapiens HepG2 Ratio 5.2 None 10.1016/j.bmcl.2007.06.017
Homo sapiens Histone acetyltransferase GCN5 Potency 11220.2 nM None
Homo sapiens Histone deacetylase 6 Inhibition -0.97 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 5.78 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 17782.8 nM None
Homo sapiens Huh-7 Activity 1.0 None 10.1021/jm800612u
Homo sapiens Liver X receptor Activity nan None 10.1016/j.ejmech.2019.111647
Homo sapiens LXR-alpha Activity nan None 10.1021/jm800612u
Homo sapiens LXR-alpha EC50 22.0 nM 10.1021/acs.jmedchem.5b02029
Homo sapiens LXR-alpha EC50 66.0 nM 10.1021/jm070453f
Homo sapiens LXR-alpha EC50 80.0 nM 10.1021/jm050532w
Homo sapiens LXR-alpha EC50 97.0 nM 10.1021/jm070453f
Homo sapiens LXR-alpha EC50 125.0 nM 10.1021/jm0255116
Homo sapiens LXR-alpha EC50 175.0 nM 10.1016/j.bmcl.2009.01.004
Homo sapiens LXR-alpha EC50 190.0 nM 10.1021/jm0255116
Homo sapiens LXR-alpha EC50 200.0 nM 10.1016/j.bmcl.2009.08.036
Homo sapiens LXR-alpha EC50 280.0 nM 10.1016/j.bmcl.2009.02.039
Homo sapiens LXR-alpha EC50 310.0 nM 10.1016/j.bmcl.2009.02.039
Homo sapiens LXR-alpha EC50 367.0 nM 10.1016/j.bmcl.2007.03.076
Homo sapiens LXR-alpha EC50 367.0 nM 10.1016/j.bmcl.2007.06.017
Homo sapiens LXR-alpha EC50 660.0 nM 10.1021/jm800799q
Homo sapiens LXR-alpha EC50 794.33 nM 10.1021/jm901797p
Homo sapiens LXR-alpha EC50 1128.0 nM 10.1021/acs.jmedchem.5b02029
Homo sapiens LXR-alpha EC50 1300.0 nM 10.1016/j.bmcl.2015.01.047
Homo sapiens LXR-alpha EC50 1300.0 nM 10.1016/j.bmcl.2015.04.080
Homo sapiens LXR-alpha Efficacy 58.0 % 10.1021/jm800799q
Homo sapiens LXR-alpha Efficacy 100.0 % 10.1021/jm070453f
Homo sapiens LXR-alpha Emax 60.0 % 10.1016/j.bmcl.2015.01.047
Homo sapiens LXR-alpha Emax 60.0 % 10.1016/j.bmcl.2015.04.080
Homo sapiens LXR-alpha FC 1.53 None 10.1021/jm301913k
Homo sapiens LXR-alpha FC 2.19 None 10.1016/j.ejmech.2019.111647
Homo sapiens LXR-alpha FC 2.38 None 10.1021/jm301913k
Homo sapiens LXR-alpha IC50 100.0 nM 10.1021/jm0609566
Homo sapiens LXR-alpha IC50 100.0 nM 10.1021/jm800799q
Homo sapiens LXR-alpha IC50 100.0 nM 10.1021/jm901797p
Homo sapiens LXR-alpha IC50 235.0 nM 10.1021/jm800612u
Homo sapiens LXR-alpha Kd 6970.0 nM 10.1021/acs.jmedchem.1c00175
Homo sapiens LXR-alpha Kd nan None 10.1021/acs.jnatprod.0c00050
Homo sapiens LXR-alpha RE 1.0 None 10.1021/jm0255116
Homo sapiens LXR-alpha RE 1.0 None 10.1021/jm050532w
Homo sapiens LXR-alpha RE 1.7 None 10.1021/jm0255116
Homo sapiens LXR-beta Activity nan None 10.1016/j.ejmech.2019.06.011
Homo sapiens LXR-beta Activity nan None 10.1021/jm800612u
Homo sapiens LXR-beta EC50 4.0 nM 10.1021/jm070453f
Homo sapiens LXR-beta EC50 5.0 nM 10.1021/acs.jmedchem.5b02029
Homo sapiens LXR-beta EC50 15.0 nM 10.1016/j.bmcl.2007.03.076
Homo sapiens LXR-beta EC50 15.0 nM 10.1016/j.bmcl.2007.06.017
Homo sapiens LXR-beta EC50 20.0 nM 10.1021/jm050532w
Homo sapiens LXR-beta EC50 25.0 nM 10.1016/j.bmcl.2009.01.004
Homo sapiens LXR-beta EC50 27.0 nM 10.1021/jm070453f
Homo sapiens LXR-beta EC50 35.0 nM 10.1016/j.bmcl.2007.03.076
Homo sapiens LXR-beta EC50 35.0 nM 10.1016/j.bmcl.2007.06.017
Homo sapiens LXR-beta EC50 40.0 nM 10.1016/j.bmcl.2009.08.036
Homo sapiens LXR-beta EC50 78.0 nM 10.1016/j.bmcl.2009.02.039
Homo sapiens LXR-beta EC50 100.0 % 10.1016/j.bmcl.2007.06.017
Homo sapiens LXR-beta EC50 130.0 nM 10.1016/j.bmcl.2009.02.039
Homo sapiens LXR-beta EC50 289.0 nM 10.1016/j.ejmech.2019.06.011
Homo sapiens LXR-beta EC50 310.0 nM 10.1021/jm800799q
Homo sapiens LXR-beta EC50 390.0 nM 10.1021/acs.jmedchem.5b02029
Homo sapiens LXR-beta EC50 400.0 nM 10.1016/j.bmcl.2015.04.080
Homo sapiens LXR-beta EC50 410.0 nM 10.1021/jm0609566
Homo sapiens LXR-beta EC50 420.0 nM 10.1016/j.bmcl.2015.01.047
Homo sapiens LXR-beta EC50 501.19 nM 10.1021/jm901797p
Homo sapiens LXR-beta Efficacy 30.0 % 10.1021/jm0609566
Homo sapiens LXR-beta Efficacy 77.0 % 10.1021/jm800799q
Homo sapiens LXR-beta Efficacy 100.0 % 10.1021/jm070453f
Homo sapiens LXR-beta Emax 62.0 % 10.1016/j.bmcl.2015.01.047
Homo sapiens LXR-beta Emax 62.0 % 10.1016/j.bmcl.2015.04.080
Homo sapiens LXR-beta FC 1.42 None 10.1021/jm301913k
Homo sapiens LXR-beta FC 1.86 None 10.1021/jm301913k
Homo sapiens LXR-beta IC50 7.943 nM 10.1021/jm901797p
Homo sapiens LXR-beta IC50 12.0 nM 10.1021/jm0609566
Homo sapiens LXR-beta IC50 12.0 nM 10.1021/jm800799q
Homo sapiens LXR-beta IC50 30.0 nM 10.1021/jm800612u
Homo sapiens LXR-beta IC50 39.81 nM 10.1021/jm901797p
Homo sapiens LXR-beta Ki 2.2 nM 10.1016/j.ejmech.2019.06.011
Homo sapiens LXR-beta Ki 2.2 nM 10.1016/j.ejmech.2020.112240
Homo sapiens LXR-beta RE 1.0 None 10.1021/jm050532w
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 17782.8 nM None
Homo sapiens Microtubule-associated protein tau Potency 12589.3 nM None
Homo sapiens Microtubule-associated protein tau Potency 22387.2 nM None
Homo sapiens Niemann-Pick C1 protein Activity nan None 10.1016/j.bmcl.2017.04.062
Homo sapiens Pregnane X receptor Ki 2000.0 nM 10.1016/j.bmcl.2009.08.036
Homo sapiens Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-alpha EC50 0.401 nM 10.1016/j.ejmech.2020.112240
Homo sapiens Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-alpha Efficacy 100.0 % 10.1016/j.ejmech.2020.112240
Homo sapiens Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-beta EC50 0.228 nM 10.1016/j.ejmech.2020.112240
Homo sapiens Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-beta Efficacy 100.0 % 10.1016/j.ejmech.2020.112240
Homo sapiens THP-1 Activity 0.8 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 0.89 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 1.0 None 10.1021/jm800612u
Homo sapiens THP-1 Activity 1.02 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 1.18 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 1.2 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 1.22 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 1.25 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 3.77 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 4.13 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 4.7 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 5.28 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 10.04 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 12.82 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 24.92 None 10.1021/jm7011326
Homo sapiens THP-1 Activity 100.0 % 10.1021/jm070453f
Homo sapiens THP-1 EC50 10.0 nM 10.1016/j.bmcl.2007.03.076
Homo sapiens THP-1 EC50 10.0 nM 10.1016/j.bmcl.2007.06.017
Homo sapiens THP-1 EC50 31.0 nM 10.1021/jm800799q
Homo sapiens THP-1 EC50 434.0 nM 10.1021/jm800799q
Homo sapiens THP-1 Efficacy 84.0 % 10.1021/jm800799q
Homo sapiens THP-1 Efficacy 178.0 % 10.1021/jm800799q
Homo sapiens THP-1 IC50 20.0 nM 10.1021/jm800612u
Homo sapiens THP-1 Ratio 1.8 None 10.1016/j.bmcl.2007.03.076
Homo sapiens THP-1 Ratio 1.8 None 10.1016/j.bmcl.2007.06.017
Homo sapiens THP-1 Ratio 5.2 None 10.1016/j.bmcl.2007.03.076
Homo sapiens THP-1 Ratio 10.7 None 10.1016/j.bmcl.2007.03.076
Homo sapiens THP-1 Ratio 10.7 None 10.1016/j.bmcl.2007.06.017
Homo sapiens Tyrosine-protein kinase YES Potency 54677.7 nM None
Homo sapiens U-87 MG Activity nan None 10.1016/j.ejmech.2020.112240
Homo sapiens U-87 MG IC50 3650.0 nM 10.1016/j.ejmech.2020.112240
Homo sapiens Vitamin D receptor Potency 39810.7 nM None
Mus musculus Mus musculus Activity 1.99 % 10.1016/j.bmc.2007.03.013
Mus musculus Mus musculus Activity 2.95 mg/dl 10.1016/j.bmc.2007.03.013
Mus musculus Mus musculus Activity 10.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 17.0 % 10.1021/jm800799q
Mus musculus Mus musculus Activity 21.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 23.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 27.0 % 10.1021/jm0609566
Mus musculus Mus musculus Activity 40.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 40.0 % 10.1021/jm800799q
Mus musculus Mus musculus Activity 44.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 46.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 48.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 50.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 62.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 69.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity 79.0 % 10.1016/j.bmc.2007.03.013
Mus musculus Mus musculus Activity 110.0 % 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Activity nan None 10.1021/jm100034x
Mus musculus Mus musculus Activity nan None 10.1021/jm800799q
Mus musculus Mus musculus AUC 2.0 uM.hr.Kg/mg 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus CL 8.0 mL.min-1.kg-1 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Cp 175.0 ng/ml 10.1021/jm100034x
Mus musculus Mus musculus EC50 50.0 nM 10.1016/j.bmcl.2009.01.004
Mus musculus Mus musculus FC 1.9 None 10.1021/jm800799q
Mus musculus Mus musculus FC 6.9 None 10.1021/jm800799q
Mus musculus Mus musculus T1/2 2.0 hr 10.1021/jm0255116
Mus musculus Mus musculus T1/2 3.4 hr 10.1016/j.bmcl.2006.02.050
Mus musculus Mus musculus Vdss 1.2 L.kg-1 10.1016/j.bmcl.2006.02.050
Mus musculus Nuclear receptor ROR-gamma Potency 35481.3 nM None
Mus musculus Oxysterols receptor LXR-beta Activity 55.0 % 10.1021/jm301913k
Mus musculus Oxysterols receptor LXR-beta FC 1.83 None 10.1021/jm301913k
Mus musculus RAW264.7 Activity nan None 10.1021/jm800612u
Mus musculus RAW264.7 EC50 29.0 nM 10.1016/j.bmcl.2009.08.036
Rattus norvegicus Oxysterols receptor LXR-beta FC 2.42 None 10.1016/j.ejmech.2019.111647
Schistosoma mansoni Schistosoma mansoni Activity 35.9 % 10.1039/D0MD00062K
Schistosoma mansoni Schistosoma mansoni IC50 2000.0 nM 10.1039/D0MD00062K
Schistosoma mansoni Schistosoma mansoni IC50 2100.0 nM 10.1039/D0MD00062K
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 17.5 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 30.12 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 27710.0 nM 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -4.18 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 11.5 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 26.23 % 10.6019/CHEMBL4495565
Trypanosoma cruzi Cruzipain Potency 31622.8 nM None
None ADMET Activity nan None 10.1021/jm901797p
None ADMET AUC 1867.0 ng/g.hr 10.1021/acs.jmedchem.0c00868
None ADMET AUC 8853.0 ng/g.hr 10.1021/acs.jmedchem.0c00868
None ADMET Cmax 21819.06 nM 10.1021/jm0255116
None ADMET F 70.0 % 10.1021/jm0255116
None ADMET Kp 0.21 None 10.1021/acs.jmedchem.0c00868
None ADMET Selectivity index 1.19 None 10.6019/CHEMBL4495565
None Macrophage Activity nan None 10.1016/j.bmcl.2009.08.036
None Macrophage FC 2.0 None 10.1016/j.bmcl.2009.08.036
None Macrophage FC 3.1 None 10.1016/j.bmcl.2009.08.036
None Macrophage FC 3.2 None 10.1016/j.bmcl.2009.08.036
None Macrophage FC 4.1 None 10.1016/j.bmcl.2009.08.036
None Macrophage FC 5.4 None 10.1016/j.bmcl.2009.08.036
None NON-PROTEIN TARGET Potency 13324.4 nM None
None NON-PROTEIN TARGET Potency 14950.2 nM None
None NON-PROTEIN TARGET Potency 26350.6 nM None
None Unchecked Activity nan None 10.1016/j.bmc.2008.02.078
None Unchecked Activity nan None 10.1016/j.ejmech.2019.111647
None Unchecked Activity nan None 10.1016/j.ejmech.2020.112240
None Unchecked EC50 20.0 nM 10.1016/j.ejmech.2021.113906
None Unchecked EC50 170.0 nM 10.1021/jm050532w
None Unchecked IC50 30.0 nM 10.1021/acs.jmedchem.0c00262
None Unchecked IC50 4800.0 nM 10.1016/j.bmc.2008.02.078
None Unchecked Potency 5950.8 nM None
None Unchecked Potency 11770.4 nM None
None Unchecked Potency 22387.2 nM None
None Unchecked Potency 26350.6 nM None
None Unchecked Potency 28183.8 nM None
None Unchecked Potency 29565.9 nM None
None Unchecked Potency 33173.4 nM None
None Unchecked Ratio 1.11 None 10.1016/j.ejmech.2019.111647
None Unchecked Ratio EC50 1.8 None 10.1016/j.ejmech.2020.112240
None Unchecked RE 1.0 None 10.1021/jm050532w

Metabolism Information