Compound Detail

CHEMBL216640

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CC[C@H](C)[C@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(N)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL216640
Phase	Preclinical
Structure Type	BOTH
InChI Key	OKJAOUBQLSWUNX-QFIUEGLPSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

1361.7

MW (Da)

Drug Information

Molecule Type	Protein
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C63H104N22O12
MW	1361.67

Activity Summary

IC50 25 meas. best 10.11

Ki 24 meas. best 10.23

EC50 3 meas. best 9.41

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Kappa-type opioid receptor CHEMBL237	Ki	10.23	10.12	0.1	3
Kappa-type opioid receptor CHEMBL3952	IC50	10.11	9.414	0.1	5
Kappa-type opioid receptor CHEMBL3952	Ki	10.06	10.06	0.1	1
Kappa-type opioid receptor CHEMBL3614	Ki	9.85	9.4433	0.1	3
Kappa-type opioid receptor CHEMBL237	IC50	9.81	9.81	0.2	1
Cavia porcellus CHEMBL369	IC50	9.43	9.1117	0.4	6
Kappa-type opioid receptor CHEMBL3614	EC50	9.41	9.41	0.4	1
Unchecked CHEMBL612545	Ki	9.24	8.7267	0.6	3
Mu-type opioid receptor CHEMBL4354	Ki	9.19	9.19	0.7	1
Kappa-type opioid receptor CHEMBL237	EC50	9.13	9.13	0.7	2
Mu-type opioid receptor CHEMBL4354	IC50	8.97	8.194	1.1	5
Mu-type opioid receptor CHEMBL270	Ki	8.73	8.7267	1.9	3
Delta-type opioid receptor CHEMBL236	Ki	8.54	8.5067	2.9	3
Mu-type opioid receptor CHEMBL233	Ki	8.25	8.2067	5.6	3
Delta-type opioid receptor CHEMBL3222	Ki	8.21	8.125	6.2	4
Delta-type opioid receptor CHEMBL236	IC50	8.16	7.7275	7.0	4
Opioid receptors; mu/kappa/delta CHEMBL2095181	IC50	8.12	8.12	7.5	1
Mus musculus CHEMBL375	IC50	7.89	7.89	12.9	1
Delta-type opioid receptor CHEMBL3222	IC50	7.59	7.59	25.5	1
Opioid receptor CHEMBL2095192	IC50	6.69	6.69	204.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ke	-	-	Cavia porcellus
Ke	125.0	nM	-
Ke	-	-	Cavia porcellus
Ke	-	-	-
Ke	625.0	nM	-
T1/2	0.7	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Kappa-type opioid receptor	Ki	=	0.059	nM	10.23	In vitro binding affinity towards human Opioid receptor kappa 1 on CHO cell memb...	12747782
Kappa-type opioid receptor	Ki	=	0.074	nM	10.13	Binding affinity towards cloned human Opioid receptor kappa 1 in CHO cell membra...	10893307
Kappa-type opioid receptor	IC50	=	0.077	nM	10.11	Binding affinity against Opioid receptor kappa 1 in guinea pig brain homogenate ...	1972964
Kappa-type opioid receptor	Ki	=	0.0869	nM	10.06	Binding affinity was measured on opioid receptor kappa 1	11543672
Kappa-type opioid receptor	Ki	=	0.1	nM	10.0	Displacement of [3H]U69,593 from human KOR expressed in mouse HN9.10 cell membra...	27797517
Kappa-type opioid receptor	Ki	=	0.14	nM	9.85	Binding affinity towards Opioid receptor kappa 1 expressed in CHO cells was dete...	14711314
Kappa-type opioid receptor	IC50	=	0.1549	nM	9.81	Displacement of [3H]U69,593 from human KOR expressed in mouse HN9.10 cell membra...	27797517
Cavia porcellus	IC50	=	0.376	nM	9.43	Tested for antagonist activity in guinea pig ileum by (GPI) assay.	10893307
Kappa-type opioid receptor	EC50	=	0.39	nM	9.41	Agonist activity at rat cloned kappa opioid receptor expressed in CHO cells asse...	19715279
Cavia porcellus	IC50	=	0.456	nM	9.34	Inhibitory concentration of compound was measured in guinea pig ileum(GPI) assay	11543672
Kappa-type opioid receptor	IC50	=	0.58	nM	9.24	Binding affinity against Opioid receptor kappa 1 of Guinea pig brain homogenate ...	7658433
Kappa-type opioid receptor	IC50	=	0.58	nM	9.24	Binding affinity at kappa opioid receptor in guinea pig brain by [3H]U-69593 dis...	7966152
Kappa-type opioid receptor	Ki	=	0.57	nM	9.24	Displacement of [3H]Diprenorphine from rat kappa opioid receptor expressed in CH...	19715279
Unchecked	Ki	=	0.57	nM	9.24	Inhibition of [3H]diprenorphine binding to kappa opioid receptor expressed in CH...	15999987
Kappa-type opioid receptor	IC50	=	0.58	nM	9.24	Inhibition of binding [3H]U-69539 at Opioid receptor kappa 1 of guinea pig brain...	8691442
Kappa-type opioid receptor	IC50	=	0.58	nM	9.24	Inhibition of [3H]U-69593 binding to Opioid receptor kappa 1 of plasma membrane ...	8676350
Kappa-type opioid receptor	Ki	=	0.57	nM	9.24	Displacement of [3H]diprenorphine from rat kappa opioid receptor expressed in CH...	19807094
Mu-type opioid receptor	Ki	=	0.653	nM	9.19	Binding affinity was measured on mu opioid receptor	11543672
Kappa-type opioid receptor	EC50	=	0.74	nM	9.13	Effective concentration for half-maximal stimulation was determined by [35S]GTP-...	12747782
Kappa-type opioid receptor	EC50	=	0.74	nM	9.13	Human kOpioid receptor kappa 1 mediated stimulation of [35S]- GTPgammaS binding ...	10893307

Literature References

PubMed	DOI	Target Context	# Activities
15999987	10.1021/jm050105i	Unchecked	5
1972964	10.1021/jm00169a007	Opioid receptor	4
1972964	10.1021/jm00169a007	Opioid receptors; mu/kappa/delta	3
12747782	10.1021/jm020125+	Kappa-type opioid receptor	3
19715279	10.1021/jm900577k	Kappa-type opioid receptor	3
10893307	10.1021/jm990442p	Kappa-type opioid receptor	2
19715279	10.1021/jm900577k	Unchecked	2
8676350	10.1021/jm950369c	Kappa-type opioid receptor	2
27797517	10.1021/acs.jmedchem.6b01411	Kappa-type opioid receptor	2
7658433	10.1021/jm00018a006	Kappa-type opioid receptor	2
19807094	10.1021/jm900715m	Unchecked	2
14711314	10.1021/jm030298e	Kappa-type opioid receptor	1
27797517	10.1021/acs.jmedchem.6b01411	Unchecked	1
14711314	10.1021/jm030298e	Opioid receptors; mu/kappa/delta	1
14711314	10.1021/jm030298e	Delta-type opioid receptor	1
14711314	10.1021/jm030298e	Mu-type opioid receptor	1
8676350	10.1021/jm950369c	Opioid receptors; mu & kappa	1
8676350	10.1021/jm950369c	Cavia porcellus	1
8676350	10.1021/jm950369c	Mu-type opioid receptor	1
12747782	10.1021/jm020125+	Opioid receptors; mu/kappa/delta	1

Data from ChEMBL 36 via Core Engine