LAPAQUISTAT ACETATE

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Search structure


Synonyms	Lapaquistat acetate TAK 475 TAK-475
Status
Molecule Category	Free-form
UNII	IUH3AY74O3
EPA CompTox	DTXSID50432130

Structure


InChI Key	CMLUGNQVANVZHY-POURPWNDSA-N
Smiles	COc1cccc([C@H]2O[C@H](CC(=O)N3CCC(CC(=O)O)CC3)C(=O)N(CC(C)(C)COC(C)=O)c3ccc(Cl)cc32)c1OC
InChI	InChI=1S/C33H41ClN2O9/c1-20(37)44-19-33(2,3)18-36-25-10-9-22(34)16-24(25)30(23-7-6-8-26(42-4)31(23)43-5)45-27(32(36)41)17-28(38)35-13-11-21(12-14-35)15-29(39)40/h6-10,16,21,27,30H,11-15,17-19H2,1-5H3,(H,39,40)/t27-,30-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C33H41ClN2O9
Molecular Weight	645.15
AlogP	4.87
Hydrogen Bond Acceptor	8.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	11.0
Polar Surface Area	131.91
Molecular species	ACID
Aromatic Rings	2.0
Heavy Atoms	45.0

Pharmacology

Mechanism of Action	Action	Reference
Squalene synthetase inhibitor	INHIBITOR	PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme	-	78-213	-	-	-

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Homo sapiens	-	78	-	-	-
Rattus norvegicus	-	78	-	-	31-81
marmosets	-	-	-	-	14-29

Target Conservation


Protein: Squalene synthetase Description: Squalene synthase Organism : Homo sapiens P37268 ENSG00000079459

Cross References

Resources	Reference
ChEMBL	CHEMBL435224
FDA SRS	IUH3AY74O3
PubChem	9874248
SureChEMBL	SCHEMBL206424
ZINC	ZINC000003989256

CONTENTS

EcoDrug+ was developed under the PREMIER 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 EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025