AZD-4017

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Search structure


Synonyms	AZD4017 Azd 4017 Azd-4017
Status
Molecule Category	UNKNOWN
UNII	3JL137394Y
EPA CompTox	DTXSID80145044


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

Structure


InChI Key	NCDZABJPWMBMIQ-INIZCTEOSA-N
Smiles	CCCSc1nc(N2CCC[C@@H](CC(=O)O)C2)ccc1C(=O)NC1CCCCC1
InChI	InChI=1S/C22H33N3O3S/c1-2-13-29-22-18(21(28)23-17-8-4-3-5-9-17)10-11-19(24-22)25-12-6-7-16(15-25)14-20(26)27/h10-11,16-17H,2-9,12-15H2,1H3,(H,23,28)(H,26,27)/t16-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H33N3O3S
Molecular Weight	419.59
AlogP	4.34
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	8.0
Polar Surface Area	82.53
Molecular species	ACID
Aromatic Rings	1.0
Heavy Atoms	29.0

Bioactivity

Mechanism of Action	Action	Reference
11-beta-hydroxysteroid dehydrogenase 1 inhibitor	INHIBITOR	PubMed PubMed


Protein: 11-beta-hydroxysteroid dehydrogenase 1 Description: 11-beta-hydroxysteroid dehydrogenase 1 Organism : Homo sapiens P28845 ENSG00000117594

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Oxidoreductase	-	2-7	-	-	-
Enzyme	-	2-7	-	-	-

Assay Description	Organism	Bioactivity	Reference
Inhibition of N-terminal His6-tagged full length cynomolgus monkey 11betaHSD1 expressed in baculovirus infected cells using cortisone as substrate after 25 mins by HTRF assay	Macaca fascicularis	29.0 nM
Inhibition of 11betaHSD1 in human isolated adipocytes using [3H]cortisone as substrate after 6 hrs by flow scintillation analysis	Homo sapiens	2.0 nM
Ex-vivo inhibition of 11betaHSD1 in C57Bl6J mouse epididymal adipose tissue using [3H]cortisone as substrate at 50 mg/kg, po after 1 hr by flow scintillation analysis	Mus musculus	50.0 %
Inhibition of N-terminal His6-tagged full length human 11betaHSD1 expressed in baculovirus infected cells using cortisone as substrate after 25 mins by HTRF assay	Homo sapiens	7.0 nM
Inhibition of CYP1A2 at 10 uM	None	25.0 %
Inhibition of CYP2C9 at 10 uM	None	25.0 %
Inhibition of CYP2D6 at 10 uM	None	25.0 %
Inhibition of CYP2C19 at 10 uM	None	25.0 %
Inhibition of CYP3A4 at 10 uM	None	25.0 %
Inhibition of N-terminal His6-tagged full length mouse 11betaHSD1 expressed in baculovirus infected cells using cortisone as substrate after 25 mins by HTRF assay	Mus musculus	750.0 nM
Inhibition of 11betaHSD1 in human adipocytes assessed as cortisone to cortisol conversion by scintillation counting method	Homo sapiens	2.0 nM
Inhibition of N-terminal 6-His tagged full length cynomolgus monkey 11betaHSD1 incubated for 25 mins by HTRF assay	Macaca fascicularis	29.0 nM
Inhibition of N-terminal 6-His tagged full length mouse 11betaHSD1 incubated for 25 mins by HTRF assay	Mus musculus	750.0 nM
Inhibition of N-terminal 6-His tagged full length human 11betaHSD1 incubated for 25 mins by HTRF assay	Homo sapiens	7.0 nM
Inhibition of N-terminal 6-His-tagged human full length 11beta-HSD1 assessed as conversion of cortisone to cortisol after 25 mins by HTRF assay	Homo sapiens	7.0 nM
Inhibition of N-terminal 6-His-tagged mouse full length 11beta-HSD1 assessed as conversion of cortisone to cortisol after 25 mins by HTRF assay	Mus musculus	750.0 nM
Inhibition of N-terminal 6-His-tagged cynomolgus monkey full length 11beta-HSD1 assessed as conversion of cortisone to cortisol after 25 mins by HTRF assay	Macaca fascicularis	29.0 nM
Inhibition of 11beta-HSD1 in human adipocytes assessed as conversion of [3H]-cortisone to [3H]-cortisol by scintillation counting analysis	Homo sapiens	2.0 nM
Time Resolved Fluorescence Assay: The conversion of cortisone to the active steroid cortisol by 11βHSD1 oxo-reductase activity, can be measured using a competitive homogeneous time resolved fluorescence assay (HTRF) (CisBio International, R&D, Administration and Europe Office, In Vitro Technologies HTRF/Bioassays BP 84175, 30204 Bagnols/Cèze Cedex, France. Cortisol bulk HTRF kit: Cat No. 62CORPEC).	Homo sapiens	7.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL2153191
DrugBank	DB14875
FDA SRS	3JL137394Y
Guide to Pharmacology	7695
PDB	14M
PubChem	24946280
SureChEMBL	SCHEMBL1967349
ZINC	ZINC000095575356

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).