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Compound Detail

CHEMBL415330

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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(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(N)=O

Basic Information

ChEMBL ID CHEMBL415330
Phase Preclinical
Structure Type BOTH
InChI Key YJLKYUMEUZAMMP-IWIISZHXSA-N
12
Targets
22
Activities
3
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

1603.0
MW (Da)

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C75H127N25O14
MW 1603.00

Activity Summary

Ki 12 meas. best 10.64
IC50 7 meas. best 9.94
EC50 3 meas. best 8.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL3952
Ki 10.64 10.24 0.0 2
Kappa-type opioid receptor
CHEMBL3952
IC50 9.94 9.94 0.1 1
Mu-type opioid receptor
CHEMBL270
Ki 9.71 9.28 0.2 3
Opioid receptors; mu/kappa/delta
CHEMBL2095181
IC50 9.62 9.195 0.2 2
Opioid receptor (mu and kappa)
CHEMBL2111465
IC50 9.62 9.62 0.2 1
Kappa-type opioid receptor
CHEMBL4329
Ki 9.54 9.525 0.3 2
Kappa-type opioid receptor
CHEMBL3614
Ki 9.41 9.41 0.4 1
Kappa-type opioid receptor
CHEMBL237
Ki 9.4 9.4 0.4 1
Mu-type opioid receptor
CHEMBL4354
IC50 8.89 8.89 1.3 1
Delta-type opioid receptor
CHEMBL269
Ki 8.72 8.565 1.9 2
Kappa-type opioid receptor
CHEMBL4329
EC50 8.55 7.8433 2.8 3
Delta-type opioid receptor
CHEMBL236
IC50 8.39 8.39 4.1 1
Delta-type opioid receptor
CHEMBL3222
Ki 8.22 8.22 6.1 1
Opioid receptor
CHEMBL2095192
IC50 8.11 8.11 7.8 1

Pharmacokinetic Data

Parameter Value Units Species
Ke 82.0 nM Cavia porcellus
Ke 100.0 nM -
Ke 2000.0 nM Cavia porcellus
Ke - - -
T1/2 0.25 hr -
T1/2 0.06667 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Kappa-type opioid receptor Ki = 0.023 nM 10.64 Inhibition of [3H]- bremazocine to opioid receptor kappa of guinea pig cerebral ... 1360025
Kappa-type opioid receptor IC50 = 0.114 nM 9.94 Binding affinity against Opioid receptor kappa 1 in guinea pig brain homogenate ... 1972964
Kappa-type opioid receptor Ki = 0.146 nM 9.84 Compound was tested for binding affinity towards kappa opioid receptor in guinea... 8097539
Mu-type opioid receptor Ki = 0.194 nM 9.71 Compound was tested for binding affinity towards mu-opioid receptor in rat foreb... 8097539
Opioid receptors; mu/kappa/delta IC50 = 0.24 nM 9.62 Opioid receptor activity in guinea pig ileum assay 8097539
Opioid receptor (mu and kappa) IC50 = 0.24 nM 9.62 Opioid receptor activity in guinea pig ileum 1360025
Kappa-type opioid receptor Ki = 0.29 nM 9.54 Displacement of [3H]diprenorphine from mouse KOR expressed in HEK293 cell membra... 37632447
Kappa-type opioid receptor Ki = 0.31 nM 9.51 Displacement of [3H]-diprenorphine from mouse KOR expressed in HEK293 cell membr... 34162205
Kappa-type opioid receptor Ki = 0.39 nM 9.41 Binding affinity towards Opioid receptor kappa 1 expressed in CHO cells was dete... 14711314
Kappa-type opioid receptor Ki = 0.4 nM 9.4 Displacement of [3H]U69593 from human kappa opioid receptor expressed in CHO-K1 ... 26859603
Mu-type opioid receptor Ki = 0.4 nM 9.4 Inhibition of [3H]DAMGO to opioid receptor mu of rat fore brain membranes was de... 1360025
Mu-type opioid receptor IC50 = 1.29 nM 8.89 Binding affinity against Opioid receptor mu 1 in guinea pig brain homogenate usi... 1972964
Opioid receptors; mu/kappa/delta IC50 = 1.7 nM 8.77 Opioid receptors antagonist activity in smooth-muscle tissue of guinea pig ileum... 1972964
Mu-type opioid receptor Ki = 1.88 nM 8.73 Binding affinity towards Opioid receptor mu 1 expressed in CHO cells was determi... 14711314
Delta-type opioid receptor Ki = 1.9 nM 8.72 Inhibition of [3H]DPDPE to opioid receptor delta of rat fore brain membranes was... 1360025
Kappa-type opioid receptor EC50 = 2.8 nM 8.55 Agonist activity at mouse KOR expressed in HEK293 cell assessed as inhibition of... 34162205
Delta-type opioid receptor Ki = 3.88 nM 8.41 Compound was tested for binding affinity towards delta-opioid receptor in rat fo... 8097539
Delta-type opioid receptor IC50 = 4.07 nM 8.39 Binding affinity against Opioid receptor delta 1 in guinea pig brain homogenate ... 1972964
Delta-type opioid receptor Ki = 6.07 nM 8.22 Binding affinity towards opioid receptor delta 1 expressed in CHO cells was dete... 14711314
Opioid receptor IC50 = 7.8 nM 8.11 Opioid receptors antagonist activity in smooth-muscle tissue mouse vas deferens ... 1972964

Literature References

PubMed DOI Target Context # Activities
34162205 10.1021/acs.jmedchem.1c00158 Kappa-type opioid receptor 4
37632447 10.1021/acs.jmedchem.3c00426 Kappa-type opioid receptor 3
1972964 10.1021/jm00169a007 Opioid receptor 3
1972964 10.1021/jm00169a007 Opioid receptors; mu/kappa/delta 3
37632447 10.1021/acs.jmedchem.3c00426 ADMET 2
1360025 10.1021/jm00101a010 Kappa-type opioid receptor 2
8097539 10.1021/jm00060a018 Opioid receptors; mu/kappa/delta 2
1972964 10.1021/jm00169a007 Kappa-type opioid receptor 1
1972964 10.1021/jm00169a007 Mu-type opioid receptor 1
1972964 10.1021/jm00169a007 Delta-type opioid receptor 1
8097539 10.1021/jm00060a018 Delta-type opioid receptor 1
8097539 10.1021/jm00060a018 Mu-type opioid receptor 1
1972964 10.1021/jm00169a007 Opioid receptors; mu & kappa 1
1360025 10.1021/jm00101a010 Cavia porcellus 1
8097539 10.1021/jm00060a018 Kappa-type opioid receptor 1
1360025 10.1021/jm00101a010 Mu-type opioid receptor 1
1360025 10.1021/jm00101a010 Delta-type opioid receptor 1
1360025 10.1021/jm00101a010 Opioid receptor (mu and kappa) 1
14711314 10.1021/jm030298e Delta-type opioid receptor 1
14711314 10.1021/jm030298e Mu-type opioid receptor 1

Data from ChEMBL 36 via Core Engine