Compound Detail

CHEMBL278789

DERMORPHIN

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C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(N)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL278789
Name	DERMORPHIN
Phase	Preclinical
Structure Type	BOTH
InChI Key	FHZPGIUBXYVUOY-VWGYHWLBSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

802.9

MW (Da)

-2.00

ALogP

HBA

HBD

295.6

PSA (Å²)

0.06

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Protein
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C40H50N8O10
MW	802.89
Aromatic Rings	3
Heavy Atoms	58
NP-Likeness	-0.15

Activity Summary

IC50 38 meas. best 10.28

Ki 21 meas. best 10.04

EC50 5 meas. best 9.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cavia porcellus CHEMBL369	IC50	10.28	9.12	0.1	5
Mu-type opioid receptor CHEMBL270	Ki	10.04	9.2471	0.1	7
Mu-type opioid receptor CHEMBL233	Ki	9.27	8.5933	0.5	3
Mu-type opioid receptor CHEMBL270	IC50	9.27	8.6475	0.5	4
Mu-type opioid receptor CHEMBL4354	EC50	9.15	8.975	0.7	2
Mu-type opioid receptor CHEMBL233	IC50	9.14	8.78	0.7	4
Mu-type opioid receptor CHEMBL2858	IC50	9.12	8.45	0.8	2
Mu-type opioid receptor CHEMBL4354	IC50	8.97	8.7271	1.1	7
Mu-type opioid receptor CHEMBL2858	Ki	8.96	8.96	1.1	1
Opioid receptors; mu/kappa/delta CHEMBL2095181	IC50	8.85	8.85	1.4	1
Mu-type opioid receptor CHEMBL233	EC50	7.98	7.32	10.5	3
Delta-type opioid receptor CHEMBL3222	IC50	7.82	7.6083	15.2	6
Mus musculus CHEMBL375	IC50	7.75	7.735	17.8	2
Delta-type opioid receptor CHEMBL269	Ki	7.08	6.8257	82.5	7
Delta-type opioid receptor CHEMBL236	IC50	6.71	6.6125	197.0	4
Delta-type opioid receptor CHEMBL269	IC50	6.53	6.52	294.0	3
Delta-type opioid receptor CHEMBL236	Ki	6.03	6.03	929.0	1
Delta-type opioid receptor CHEMBL3222	Ki	6.0	6.0	1004.0	1
Kappa-type opioid receptor CHEMBL237	Ki	5.09	5.09	8162.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.6667	hr	-
T1/2	0.5833	hr	-
T1/2	0.3333	hr	Mus musculus
T1/2	0.1667	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cavia porcellus	IC50	=	0.052	nM	10.28	Inhibition of twitches in guinea pig ileum	6312044
Mu-type opioid receptor	Ki	=	0.092	nM	10.04	Binding affinity against Opioid receptor mu 1 using [3H]DAMGO in rat brain synap...	11958984
Mu-type opioid receptor	Ki	=	0.28	nM	9.55	Binding affinity for rat brain P2 synaptosome Opioid receptor mu 1	11806723
Mu-type opioid receptor	Ki	=	0.28	nM	9.55	Opioid receptor mu 1 binding affinity by displacement of radioligand [3H][DAla,M...	9288177
Mu-type opioid receptor	Ki	=	0.54	nM	9.27	Binding affinity to MOP (unknown origin)	34995453
Mu-type opioid receptor	IC50	=	0.538	nM	9.27	Displacement of [3H]DAMGO from mu opioid receptor in rat brain homogenate	16814543
Mu-type opioid receptor	Ki	=	0.7	nM	9.15	Binding affinity against Opioid receptor mu 1 in P2 membrane preparation of rat ...	1849997
Mu-type opioid receptor	EC50	=	0.7079	nM	9.15	Negative logarithm of the molar concentration of an agonist to produce 50% of th...	11806723
Mu-type opioid receptor	IC50	=	0.72	nM	9.14	Displacement of [3H]DAMGO from mu opioid receptor expressed in CHO cells after 9...	19621878
Mu-type opioid receptor	IC50	=	0.76	nM	9.12	Antagonist activity at mouse brain homogenate MOP	34995453
Mu-type opioid receptor	IC50	=	1.06	nM	8.97	Agonist activity at mu-opioid receptor in guinea pig ileum assessed as inhibitio...	29152051
Cavia porcellus	IC50	=	1.06	nM	8.97	Evaluated for its ability to inhibit electrically induced contractions in the gu...	-
Mu-type opioid receptor	IC50	=	1.1	nM	8.96	Antagonist activity at guinea pig ileum MOP	34995453
Mu-type opioid receptor	Ki	=	1.1	nM	8.96	Displacement of [3H]-DAGO from Opioid receptor mu 1 of adult male mouse brain.	9986710
Mu-type opioid receptor	IC50	=	1.21	nM	8.92	In vitro inhibitory activity against electrically evoked contractions of guinea ...	12459023
Mu-type opioid receptor	Ki	=	1.22	nM	8.91	Displacement of [3H]DAMGO from rat mu opioid receptor in brain P2 synaptosomes	16366592
Mu-type opioid receptor	Ki	=	1.22	nM	8.91	Inhibition of [3H]DAGO binding to Opioid receptor mu 1 of rat brain P2 synaptoso...	12459023
Cavia porcellus	IC50	=	1.41	nM	8.85	In vitro inhibition of contractions in the electrically stimulated guinea pig il...	4009598
Mu-type opioid receptor	IC50	=	1.41	nM	8.85	Inhibition of opioid receptor mu in guinea pig ileum (GPI)	1851843
Opioid receptors; mu/kappa/delta	IC50	=	1.41	nM	8.85	In vitro opioid inhibitory activity against in guinea pig ileum	2872334

Literature References

PubMed	DOI	Target Context	# Activities
32901477	10.1021/acs.jmedchem.9b02057	Mu-type opioid receptor	5
9986710	10.1021/jm9810699	Mus musculus	4
34995453	10.1021/acs.jmedchem.0c01915	Mus musculus	4
2887656	10.1021/jm00392a002	Mus musculus	4
34995453	10.1021/acs.jmedchem.0c01915	Mu-type opioid receptor	4
4009598	10.1021/jm00383a013	Mus musculus	4
28288109	10.1038/nchembio.2334	Mas-related G-protein coupled receptor member X2	4
1851843	10.1021/jm00109a019	Delta-type opioid receptor	3
1851843	10.1021/jm00109a019	Mu-type opioid receptor	3
2872334	10.1021/jm00156a003	Opioid receptors; mu/kappa/delta	3
2872334	10.1021/jm00156a003	Mus musculus	3
11958984	10.1016/s0960-894x(02)00035-5	Delta-type opioid receptor	3
4009598	10.1021/jm00383a013	ADMET	2
16366592	10.1021/jm058259l	Delta-type opioid receptor	2
12459023	10.1021/jm020336e	Mu-type opioid receptor	2
6312044	10.1021/jm00364a016	Cavia porcellus	2
9288177	10.1021/jm970119r	Mus musculus	2
4009598	10.1021/jm00383a013	Cavia porcellus	2
11806723	10.1021/jm010449i	Mu-type opioid receptor	2
2887656	10.1021/jm00392a002	Mu-type opioid receptor	2

Data from ChEMBL 36 via Core Engine