Compound Detail

CHEMBL38874

DAMGO

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C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)NCC(=O)N(C)[C@@H](Cc1ccccc1)C(=O)NCCO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL38874
Name	DAMGO
Phase	Preclinical
Structure Type	MOL
InChI Key	HPZJMUBDEAMBFI-WTNAPCKOSA-N

Targets

276

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

513.6

MW (Da)

-0.94

ALogP

HBA

HBD

174.1

PSA (Å²)

0.20

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C26H35N5O6
MW	513.60
Aromatic Rings	2
Heavy Atoms	37
NP-Likeness	-0.03

Activity Summary

EC50 121 meas. best 9.68

Ki 99 meas. best 9.55

IC50 50 meas. best 9.53

Kd 6 meas. best 6.29

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mu-type opioid receptor CHEMBL233	EC50	9.68	7.7375	0.2	67
Mu-type opioid receptor CHEMBL270	EC50	9.59	7.41	0.3	25
Mu-type opioid receptor CHEMBL233	Ki	9.55	8.716	0.3	45
Mu-type opioid receptor CHEMBL233	IC50	9.53	8.7421	0.3	19
Mu-type opioid receptor CHEMBL270	Ki	9.28	8.7586	0.5	21
Delta-type opioid receptor CHEMBL236	Ki	9.18	6.4333	0.7	12
Mu-type opioid receptor CHEMBL2858	Ki	9.08	8.86	0.8	2
Mu-type opioid receptor CHEMBL4354	Ki	9.0	8.98	1.0	2
Mu-type opioid receptor CHEMBL270	IC50	9.0	8.2975	1.0	8
Unchecked CHEMBL612545	IC50	8.96	8.81	1.1	2
Mu-type opioid receptor CHEMBL2858	IC50	8.86	8.09	1.4	4
Unchecked CHEMBL612545	Ki	8.85	8.345	1.4	2
Delta-type opioid receptor CHEMBL236	IC50	8.84	8.84	1.4	1
Opioid receptors; mu and delta CHEMBL2221343	EC50	8.57	8.57	2.7	2
Gastrin/cholecystokinin type B receptor CHEMBL298	EC50	8.57	8.57	2.7	1
Mu-type opioid receptor CHEMBL2858	EC50	8.48	7.7093	3.3	14
Delta-type opioid receptor CHEMBL236	EC50	8.16	7.28	6.9	2
Cavia porcellus CHEMBL369	IC50	8.08	7.865	8.2	4
Opioid receptors; mu & delta CHEMBL2095149	EC50	8.05	8.005	9.0	2
Gastrin/cholecystokinin type B receptor CHEMBL298	Ki	7.96	7.96	11.0	1
Mu-type opioid receptor CHEMBL4354	IC50	7.94	7.745	11.5	2
Cavia porcellus CHEMBL369	EC50	7.93	7.685	11.8	2
Opioid receptors; mu/kappa/delta CHEMBL2095181	IC50	7.85	7.85	14.0	1
Mus musculus CHEMBL375	EC50	7.61	7.61	24.7	1
Nociceptin receptor CHEMBL5492	Ki	7.57	7.57	26.9	1
Delta-type opioid receptor CHEMBL269	EC50	7.31	7.31	49.0	1
Mus musculus CHEMBL375	IC50	7.29	6.536	51.5	5
Opioid receptors; mu & delta CHEMBL2095149	IC50	7.12	7.12	76.1	1
Mu-type opioid receptor CHEMBL4354	EC50	6.8	6.8	158.5	1
Delta-type opioid receptor CHEMBL269	Ki	6.74	6.1483	180.4	6
Kappa-type opioid receptor CHEMBL237	Ki	6.57	6.27	270.0	4
Kappa-type opioid receptor CHEMBL3952	Kd	6.29	6.29	509.0	2
Mu-type opioid receptor CHEMBL4354	Kd	6.23	6.23	592.0	2
Delta-type opioid receptor CHEMBL269	IC50	6.14	6.14	727.0	1
Delta-type opioid receptor CHEMBL3222	IC50	6.02	5.915	950.0	2
Kappa-type opioid receptor CHEMBL3952	Ki	5.74	5.49	1841.0	2
Delta-type opioid receptor CHEMBL236	Kd	5.73	5.73	1850.0	2
Kappa-type opioid receptor CHEMBL4329	EC50	5.4	5.4	4000.0	1
Kappa-type opioid receptor CHEMBL237	EC50	5.4	5.38	4000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
Ke	25.3	nM	Cavia porcellus
Ke	-	-	Mus musculus
Ke	25.3	nM	Cavia porcellus
Ke	1.6	nM	Cavia porcellus
Ke	1.9	nM	Mus musculus
Ke	0.8	nM	Cavia porcellus
Ke	1.64	nM	Mus musculus
T1/2	0.0992	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mu-type opioid receptor	EC50	=	0.21	nM	9.68	Agonist activity at human mu opioid receptor expressed in CHO-K1 cells assessed ...	36084534
Mu-type opioid receptor	EC50	=	0.26	nM	9.59	Agonist activity at rat mu-opioid receptor expressed in HEK293 cells co-expressi...	29853330
Mu-type opioid receptor	Ki	=	0.28	nM	9.55	Binding affinity to human mu-type opioid receptor by radioligand displacement as...	23466604
Mu-type opioid receptor	IC50	=	0.294	nM	9.53	Opioid Receptor Binding Assay: The measurement of opioid receptor binding affini...	-
Mu-type opioid receptor	EC50	=	0.3	nM	9.52	Agonist activity at human MOR expressed in CHOK1 cells assessed as inhibition of...	33479684
Mu-type opioid receptor	Ki	=	0.3162	nM	9.5	Displacement of [3H]-DAMGO from human mu opioid receptor expressed in CHO-K1 cel...	33326237
Mu-type opioid receptor	EC50	=	0.33	nM	9.48	Agonist activity at human MOR expressed in CHO-K1 cells assessed as decrease in ...	38810170
Mu-type opioid receptor	Ki	=	0.35	nM	9.46	Displacement of [3H]-DAMGO from human mu opioid receptor expressed in CHO-K1 cel...	33326237
Mu-type opioid receptor	Ki	=	0.403	nM	9.39	Displacement of [3H]DAMGO from human recombinant mu opioid receptor expressed in...	33635670
Mu-type opioid receptor	Ki	=	0.41	nM	9.39	Displacement of [3H]DAMGO from human recombinant mu opioid receptor expressed in...	31834797
Mu-type opioid receptor	IC50	=	0.43	nM	9.37	Displacement of [3H]DAMGO from human recombinant Mu-type opioid receptor express...	26988801
Mu-type opioid receptor	IC50	=	0.43	nM	9.37	Displacement of [3H]DAMGO from human recombinant mu-opioid receptor expressed in...	27876250
Mu-type opioid receptor	Ki	=	0.44	nM	9.36	Displacement of radiolabeled DAMGO from human mu-type opioid receptor agonist si...	18983139
Mu-type opioid receptor	Ki	=	0.45	nM	9.35	Displacement of [125I]-IBNalA from MOR-1 expressed in CHO cells	21621410
Mu-type opioid receptor	EC50	=	0.49	nM	9.31	Agonist activity at human MOR expressed in HEK293T cells assessed as inhibition ...	34505767
Mu-type opioid receptor	Ki	=	0.5	nM	9.3	Displacement of [3H]DAMGO from human recombinant Opioid receptor mu 1 on CHO cel...	12672258
Mu-type opioid receptor	Ki	=	0.53	nM	9.28	Compound was evaluated for the binding affinity of Opioid receptor mu 1 by displ...	10866377
Mu-type opioid receptor	Ki	=	0.53	nM	9.28	Binding affinity for mu opioid receptor	12699761
Mu-type opioid receptor	Ki	=	0.56	nM	9.25	Displacement of [3H]-DAMGO from human mu opioid receptor expressed in CHO cells ...	26125201
Mu-type opioid receptor	Ki	=	0.6	nM	9.22	Displacement of [3H]DAMGO from MOR in HEK293 cells	27624520

Literature References

PubMed	DOI	Target Context	# Activities
37467430	10.1021/acs.jmedchem.3c00417	Mu-type opioid receptor	9
33479684	10.1039/d0md00104j	Mu-type opioid receptor	8
38810170	10.1021/acs.jmedchem.4c00333	Mu-type opioid receptor	7
34505767	10.1021/acs.jmedchem.1c01273	Mu-type opioid receptor	6
34802839	10.1016/j.ejmech.2021.113986	Mu-type opioid receptor	6
18062664	10.1021/jm7010222	Mu-type opioid receptor	6
33170687	10.1021/acs.jmedchem.0c00901	Delta-type opioid receptor	5
33326237	10.1021/acs.jnatprod.0c01036	Mu-type opioid receptor	5
16392810	10.1021/jm050577x	Mu-type opioid receptor	5
19762245	10.1016/j.bmc.2009.08.035	Mu-type opioid receptor	5
36827198	10.1021/acs.jmedchem.2c01707	Mu-type opioid receptor	5
16686530	10.1021/jm050921q	Mu-type opioid receptor	4
16942039	10.1021/jm060278n	Mu-type opioid receptor	4
30199635	10.1021/acs.jmedchem.8b01136	Mu-type opioid receptor	4
27958743	10.1021/acs.jmedchem.6b01235	Mu-type opioid receptor	4
29649744	10.1016/j.ejmech.2018.02.074	Mu-type opioid receptor	4
20617791	10.1021/jm100157m	Mu-type opioid receptor	4
22439881	10.1021/jm3001086	Mu-type opioid receptor	4
21351746	10.1021/jm101542c	Mu-type opioid receptor	4
14998329	10.1021/jm030311v	Mu-type opioid receptor	4

Data from ChEMBL 36 via Core Engine