ADL-5747

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Search structure


Synonyms	ADL5747 Adl-5747 Adl5747
Status
Molecule Category	Mixture
UNII	BRJ718SA03


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

Structure


InChI Key	ALGHKWSXJUQNJJ-UHFFFAOYSA-N
Smiles	CCN(CC)C(=O)c1ccc(C2=CC3(CCNCC3)Oc3ccccc32)c(O)c1
InChI	InChI=1S/C24H28N2O3/c1-3-26(4-2)23(28)17-9-10-18(21(27)15-17)20-16-24(11-13-25-14-12-24)29-22-8-6-5-7-19(20)22/h5-10,15-16,25,27H,3-4,11-14H2,1-2H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C24H29ClN2O3
Molecular Weight	428.96
AlogP	3.82
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	4.0
Polar Surface Area	61.8
Molecular species	BASE
Aromatic Rings	2.0
Heavy Atoms	29.0

Bioactivity

Mechanism of Action	Action	Reference
Delta opioid receptor agonist	AGONIST	PubMed


Protein: Delta opioid receptor Description: Delta-type opioid receptor Organism : Homo sapiens P41143 ENSG00000116329

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2	-	-	-	-	0
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19	-	-	-	-	13
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9	-	-	-	-	11
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6	-	43000	-	-	13
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4	-	-	-	-	18
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel	-	56700	-	-	10
Ion channel Voltage-gated ion channel Voltage-gated calcium channel	-	-	-	-	30
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor	94	-	-	3	18

Assay Description	Organism	Bioactivity	Reference
Displacement of [3H]diprenorphine from human delta opioid receptor expressed in CHO cells	Homo sapiens	2.7 nM
Agonist activity at human delta opioid receptor expressed in CHO cells assessed as stimulation of [35S]GTPgammaS binding	Homo sapiens	94.0 nM
Displacement of [3H]diprenorphine from human mu opioid receptor expressed in CHO cells at 10 uM	Homo sapiens	18.0 %
Displacement of [3H]diprenorphine from human kappa opioid receptor expressed in CHO cells at 10 uM	Homo sapiens	25.0 %
Inhibition of human CYP1A2 at 10 uM	Homo sapiens	0.0 %
Inhibition of human CYP2C19 at 10 uM	Homo sapiens	12.8 %
Inhibition of human CYP2C9 at 10 uM	Homo sapiens	11.4 %
Inhibition of human CYP2D6 at 10 uM	Homo sapiens	12.5 %
Inhibition of human CYP3A4 at 10 uM	Homo sapiens	18.0 %
Inhibition of human Kv4.3 channel at 100 uM	Homo sapiens	10.3 %
Inhibition of human heart sodium channel at 100 uM	Homo sapiens	10.2 %
Inhibition of human L-type calcium channel at 100 uM	Homo sapiens	29.5 %
Inhibition of human KvLQT1/MinK channel at 100 uM	Homo sapiens	30.5 %

Cross References

Resources	Reference
ChEMBL	CHEMBL561339
FDA SRS	BRJ718SA03
Guide to Pharmacology	9003
PubChem	76967747
SureChEMBL	SCHEMBL471356
ZINC	ZINC000038358855
ChEMBL	CHEMBL4297345
FDA SRS	24QBI4WA54
PubChem	76967747

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).