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Compound Detail

CHEMBL322796

CYPRODIME
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COc1cccc2c1[C@]13CCN(CC4CC4)[C@H](C2)[C@]1(OC)CCC(=O)C3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL322796
Name CYPRODIME
Phase Preclinical
Structure Type MOL
InChI Key INUCRGMCKDQKNA-CEMLEFRQSA-N
9
Targets
17
Activities
3
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

355.5
MW (Da)
3.11
ALogP
4
HBA
0
HBD
38.8
PSA (Ų)
0.83
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H29NO3
MW 355.48
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness 1.11

Activity Summary

Ki 10 meas. best 7.97
IC50 4 meas. best 8.35
EC50 3 meas. best 7.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Opioid receptor
CHEMBL2094129
 IC50 8.35 7.7 4.5 2
Mu-type opioid receptor
CHEMBL233
 Ki 7.97 7.97 10.6 1
Mu-type opioid receptor
CHEMBL270
 Ki 7.97 6.47 10.7 2
Mu-type opioid receptor
CHEMBL233
 EC50 7.69 7.69 20.3 1
Mu-type opioid receptor
CHEMBL4354
 Ki 7.62 7.62 23.7 1
Delta-type opioid receptor
CHEMBL236
 Ki 7.21 7.21 61.1 1
Kappa-type opioid receptor
CHEMBL3952
 Ki 6.98 6.97 105.0 2
Kappa-type opioid receptor
CHEMBL237
 EC50 6.93 6.93 117.0 1
Opioid receptors; mu & kappa
CHEMBL2095156
 IC50 6.77 6.485 170.0 2
Delta-type opioid receptor
CHEMBL269
 Ki 6.38 6.38 416.9 1
Delta-type opioid receptor
CHEMBL236
 EC50 5.96 5.96 1105.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ke 12.4 nM -
Ke 26.1 nM -
Ke 55.4 nM -
Ke 1551.0 nM -
Ke 6108.0 nM -
Ke 55.4 nM Mus musculus
Ke 1551.0 nM Mus musculus
Ke 6108.0 nM Mus musculus
Ke 31.0 nM Cavia porcellus
Ke 55.4 nM -
Ke 61.6 nM -
Ke 1157.0 nM Cavia porcellus
Ke 1551.0 nM -
Ke 6108.0 nM -
Ke 4556.0 nM -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Opioid receptor IC50 = 4.5 nM 8.35 Inhibition of [3H]naloxone binding to opioid receptor in presence of NaCl 2536439
Mu-type opioid receptor Ki = 10.72 nM 7.97 Binding affinity against Opioid receptor mu 1 from rat brain membranes using [3H... 15743203
Mu-type opioid receptor Ki = 10.6 nM 7.97 Binding affinity to mu opioid receptor (unknown origin) 24144240
Mu-type opioid receptor EC50 = 20.3 nM 7.69 Concentration necessary to produce 50% of the Emax value, i.e. to stimulate [35S... 15163203
Mu-type opioid receptor Ki = 23.7 nM 7.62 Binding affinity was evaluated by measuring the ability to displace [3H]DAMGO ra... 7636870
Delta-type opioid receptor Ki = 61.1 nM 7.21 In vivo binding affinity was evaluated by measuring the ability to displace [3H]... 7636870
Opioid receptor IC50 = 90.0 nM 7.05 Inhibition of [3H]naloxone binding to opioid receptor in presence of NaCl 2536439
Kappa-type opioid receptor Ki = 105.0 nM 6.98 In vivo binding affinity was evaluated by measuring the ability to displace [3H]... 7636870
Kappa-type opioid receptor Ki = 109.65 nM 6.96 Binding affinity against Opioid receptor kappa 1 from guinea pig brain membranes... 15743203
Kappa-type opioid receptor EC50 = 117.0 nM 6.93 Concentration necessary to produce 50% of the Emax value, i.e. to stimulate [35S... 15163203
Opioid receptors; mu & kappa IC50 = 170.0 nM 6.77 Inhibition of [3H]-tifluadom binding to opioid receptor 2536439
Delta-type opioid receptor Ki = 416.87 nM 6.38 Binding affinity against Opioid receptor delta 1 from rat brain membranes using ... 15743203
Opioid receptors; mu & kappa IC50 = 628.0 nM 6.2 Inhibition of [3H]DADLE binding to opioid receptor 2536439
Delta-type opioid receptor EC50 = 1105.0 nM 5.96 Concentration necessary to produce 50% of the Emax value, i.e. to stimulate [35S... 15163203
Mu-type opioid receptor Ki = 10600.0 nM 4.97 Binding affinity determined by displacing [3H]DAMGO from Opioid receptor mu 1 in... 15163203

Literature References

PubMed DOI Target Context # Activities
19199782 10.1021/jm801272c Unchecked 6
15163203 10.1021/jm031126k Kappa-type opioid receptor 4
15163203 10.1021/jm031126k Mu-type opioid receptor 4
2536439 10.1021/jm00122a021 Unchecked 4
2536439 10.1021/jm00122a021 Mus musculus 4
15163203 10.1021/jm031126k Delta-type opioid receptor 3
2536439 10.1021/jm00122a021 Mu-type opioid receptor 3
2536439 10.1021/jm00122a021 Delta-type opioid receptor 2
2536439 10.1021/jm00122a021 Kappa-type opioid receptor 2
2536439 10.1021/jm00122a021 Opioid receptors; mu & kappa 2
2536439 10.1021/jm00122a021 Oryctolagus cuniculus 2
2536439 10.1021/jm00122a021 Opioid receptor 2
24055076 10.1016/j.bmc.2013.08.042 Unchecked 2
24144240 10.1021/jm4012214 Unchecked 2
19217280 10.1016/j.bmcl.2008.12.093 Unchecked 2
7636870 10.1021/jm00016a010 Delta-type opioid receptor 2
7636870 10.1021/jm00016a010 Kappa-type opioid receptor 2
7636870 10.1021/jm00016a010 Mu-type opioid receptor 2
23721804 10.1016/j.bmcl.2013.05.027 Unchecked 2
2157011 10.1021/jm00166a018 Delta-type opioid receptor 1

Data from ChEMBL 36 via Core Engine