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Compound Detail

CHEMBL438389

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CC(C)C[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCc1cc(C(F)(F)F)cc(C(F)(F)F)c1

Basic Information

ChEMBL ID CHEMBL438389
Phase Preclinical
Structure Type MOL
InChI Key LWOMHJBSXPGKKS-REAJPLCASA-N
7
Targets
16
Activities
3
Assay Types
2
PK Parameters
8
Publications
0
Known Names

Molecular Properties

1078.1
MW (Da)

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C54H61F6N9O8
MW 1078.12

Activity Summary

Ki 7 meas. best 9.22
IC50 6 meas. best 7.7
EC50 3 meas. best 7.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Substance-P receptor
CHEMBL249
Ki 9.22 9.215 0.6 2
Mu-type opioid receptor
CHEMBL233
Ki 8.02 8.02 9.5 1
Mu-type opioid receptor
CHEMBL270
Ki 8.02 8.02 9.5 1
Mu-type opioid receptor
CHEMBL233
IC50 7.7 7.7 19.9 1
Substance-P receptor
CHEMBL4027
Ki 7.48 7.48 33.0 2
Delta-type opioid receptor
CHEMBL3222
IC50 7.35 7.35 45.0 2
Mu-type opioid receptor
CHEMBL270
EC50 7.24 7.24 57.0 1
Delta-type opioid receptor
CHEMBL236
EC50 7.14 7.12 72.0 2
Delta-type opioid receptor
CHEMBL236
Ki 7.14 7.14 72.0 1
Delta-type opioid receptor
CHEMBL236
IC50 6.8 6.8 158.5 1
Mu-type opioid receptor
CHEMBL4354
IC50 6.46 6.46 350.0 2

Pharmacokinetic Data

Parameter Value Units Species
Ke 8.5 nM Cavia porcellus
Ke 8.5 nM Cavia porcellus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Substance-P receptor Ki = 0.6 nM 9.22 Displacement of [3H]SP from recombinant human neurokinin-1 receptor expressed in... 26465170
Substance-P receptor Ki = 0.61 nM 9.21 Displacement of [3H]substance P from human NK1 receptor expressed in CHO cells 18266313
Mu-type opioid receptor Ki = 9.5 nM 8.02 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 18266313
Mu-type opioid receptor Ki = 9.5 nM 8.02 Binding affinity to mu opioid receptor (unknown origin) 26465170
Mu-type opioid receptor IC50 = 19.95 nM 7.7 Binding affinity to mu opioid receptor (unknown origin) 26465170
Substance-P receptor Ki = 33.0 nM 7.48 Displacement of [3H]substance P from rat NK1 receptor expressed in CHO cells 18266313
Substance-P receptor Ki = 33.0 nM 7.48 Displacement of [3H]SP from rat neurokinin-1 receptor expressed in CHO cells inc... 26465170
Delta-type opioid receptor IC50 = 45.0 nM 7.35 Agonist activity at delta opioid receptor in ICR mouse vas deferens assessed as ... 18266313
Delta-type opioid receptor IC50 = 45.0 nM 7.35 Agonist activity at delta opioid receptor in ICR mouse isolated vas deferens ass... 26465170
Mu-type opioid receptor EC50 = 57.0 nM 7.24 Agonist activity at rat mu opioid receptor by [35S]GTP-gamma-S binding assay 18266313
Delta-type opioid receptor EC50 = 72.0 nM 7.14 Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN... 18266313
Delta-type opioid receptor Ki = 72.0 nM 7.14 Binding affinity to delta opioid receptor (unknown origin) 26465170
Delta-type opioid receptor EC50 = 80.0 nM 7.1 Agonist activity at human delta opioid receptor by [35S]GTP-gamma-S binding assa... 18266313
Delta-type opioid receptor IC50 = 158.49 nM 6.8 Binding affinity to delta opioid receptor (unknown origin) 26465170
Mu-type opioid receptor IC50 = 350.0 nM 6.46 Agonist activity at mu opioid receptor in Hartley guinea pig ileum assessed as i... 18266313
Mu-type opioid receptor IC50 = 350.0 nM 6.46 Agonist activity at mu opioid receptor in Hartley guniea pig isolated ileum asse... 26465170

Literature References

PubMed DOI Target Context # Activities
18266313 10.1021/jm070332f Delta-type opioid receptor 6
18266313 10.1021/jm070332f Mu-type opioid receptor 6
18266313 10.1021/jm070332f Substance-P receptor 5
26465170 10.1021/acs.jmedchem.5b01170 Mu-type opioid receptor 3
26465170 10.1021/acs.jmedchem.5b01170 Substance-P receptor 3
26465170 10.1021/acs.jmedchem.5b01170 Delta-type opioid receptor 3
18266313 10.1021/jm070332f Unchecked 2
26465170 10.1021/acs.jmedchem.5b01170 Unchecked 1

Data from ChEMBL 36 via Core Engine