ANACETRAPIB

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Search structure


Synonyms	Anacetrapib MK-0859 MK0859
Status
Molecule Category	UNKNOWN
UNII	P7T269PR6S
EPA CompTox	DTXSID90236452


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	MZZLGJHLQGUVPN-HAWMADMCSA-N
Smiles	COc1cc(F)c(C(C)C)cc1-c1ccc(C(F)(F)F)cc1CN1C(=O)O[C@H](c2cc(C(F)(F)F)cc(C(F)(F)F)c2)[C@@H]1C
InChI	InChI=1S/C30H25F10NO3/c1-14(2)22-11-23(25(43-4)12-24(22)31)21-6-5-18(28(32,33)34)9-17(21)13-41-15(3)26(44-27(41)42)16-7-19(29(35,36)37)10-20(8-16)30(38,39)40/h5-12,14-15,26H,13H2,1-4H3/t15-,26-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C30H25F10NO3
Molecular Weight	637.51
AlogP	9.76
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	6.0
Polar Surface Area	38.77
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	44.0

Bioactivity

Mechanism of Action	Action	Reference
Cholesteryl ester transfer protein inhibitor	INHIBITOR	PubMed


Protein: Cholesteryl ester transfer protein Description: Cholesteryl ester transfer protein Organism : Homo sapiens P11597 ENSG00000087237

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Other ion channel Pore-forming toxins (proteins and peptides)	-	17-60	-	-	84-94

Assay Description	Organism	Bioactivity	Reference
Inhibition of human recombinant CETP-mediated cholesteryl ester transfer activity at 100 uM after 1 hr by fluorescent cholesteryl esters transfer assay relative to control	Homo sapiens	94.0 %
Inhibition of human recombinant CETP-mediated cholesteryl ester transfer activity after 1 hr by fluorescent cholesteryl esters transfer assay	Homo sapiens	17.2 nM
Inhibition of CETP-mediated neutral lipid transfer by fluorometric analysis	None	17.2 nM
Inhibition of CETP in human plasma assessed as reduction in fluorescent intensity by fluorescence analysis	Homo sapiens	46.0 nM
Inhibition of full-length human recombinant CETP expressed in CHO cells by BODIPY-CE dye based fluorescence assay	Homo sapiens	60.0 nM
Inhibition of recombinant CETP (unknown origin) assessed as inhibition of BODIPY-labeled cholesteryl transfer to fluorescent substrate by fluorimetric assay	Homo sapiens	40.0 nM
Inhibition of recombinant full length human CETP expressed in CHO cells assessed as reduction in BODIPY-CE transfer measured after 1 to 3 hrs by fluorescence assay	Homo sapiens	40.0 nM
Inhibition of CETP in human plasma measured every 30 mins for 120 mins by fluorescence method	Homo sapiens	18.0 nM
Inhibition of recombinant human CETP after 3 hrs using fluorescent cholesteryl containing HDL after 3 hrs by fluorescence assay	Homo sapiens	33.8 nM
Inhibition of recombinant human CETP at 10 uM using fluorescent cholesteryl containing HDL after 3 hrs by fluorescence assay	Homo sapiens	84.1 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	26.88 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	14.48 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.02 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.22 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.22 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.02 %
Inhibition of human CETP at 10 uM relative to control	Homo sapiens	88.4 %
Inhibition of human CETP	Homo sapiens	36.0 nM
Inhibition of CETP in 95% human serum assessed as inhibition of transfer of [3H] cholesteryl oleate or [3H] triolein between LDL and HDL	Homo sapiens	53.0 nM
In vivo inhibition of CETP in human assessed as reduction in LDL-C level	Homo sapiens	40.0 %
Inhibition of recombinant CETP (unknown origin) assessed as inhibition of transfer of [3H]cholesteryl oleate or [3H]triolein between exogenous [3H]LDL in 95% human serum by liquid scintillation analysis	Homo sapiens	45.0 nM
Inhibition of recombinant CETP (unknown origin) assessed as inhibition of transfer of [3H]cholesteryl oleate or [3H]triolein using exogenous LDL and HDL in 2% human serum by liquid scintillation analysis	Homo sapiens	17.0 nM
In vivo inhibition of CETP in transgenic mouse assessed as CETP activity measured at 100 mg/kg, po treated for 2 weeks relative to control	Mus musculus	80.0 %

Cross References

Resources	Reference
ChEMBL	CHEMBL1800807
DrugBank	DB06630
FDA SRS	P7T269PR6S
Guide to Pharmacology	8400
PubChem	11556427
SureChEMBL	SCHEMBL531448
ZINC	ZINC000068087592

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).