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Compound Detail

CHEMBL346178

OSANETANT
🧪 Phase II
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🧪 Phase II
CC(=O)N(C)C1(c2ccccc2)CCN(CCC[C@]2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL346178
Name OSANETANT
Phase Phase II
Structure Type MOL
InChI Key DZOJBGLFWINFBF-UMSFTDKQSA-N

Known Names

Osanetant SB-236984 SR-14280 SR-142801 SR142801
12
Targets
49
Activities
3
Assay Types
19
PK Parameters
20
Publications
5
Known Names
1
Indications

Molecular Properties

606.6
MW (Da)
7.42
ALogP
3
HBA
0
HBD
43.9
PSA (Ų)
0.27
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -tant

Extended Properties

Molecular Formula C35H41Cl2N3O2
MW 606.64
Aromatic Rings 3
Heavy Atoms 42
NP-Likeness -0.61

Indications

Prostatic Neoplasms

Activity Summary

Ki 29 meas. best 9.7
Kd 12 meas. best 10.1
IC50 8 meas. best 9.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Kd 10.1 10.01 0.1 2
Neuromedin-K receptor
CHEMBL3799
 Kd 10.1 9.4733 0.1 3
Neuromedin-K receptor
CHEMBL4429
 Ki 9.7 8.9375 0.2 12
Neuromedin-K receptor
CHEMBL4429
 Kd 9.7 8.3357 0.2 7
Neuromedin-K receptor
CHEMBL4429
 IC50 9.68 9.39 0.2 2
Substance-K receptor
CHEMBL4554
 Ki 9.29 9.29 0.5 1
Neuromedin-K receptor
CHEMBL3799
 Ki 9.22 9.16 0.6 2
Gerbillinae
CHEMBL612671
 Ki 8.7 8.7 2.0 1
Substance-K receptor
CHEMBL2327
 Ki 7.45 7.2525 35.5 4
Neuromedin-K receptor
CHEMBL3154
 Ki 7.3 7.2633 50.1 3
Substance-P receptor
CHEMBL249
 Ki 6.68 6.3367 209.6 6
Neuromedin-K receptor
CHEMBL3799
 IC50 6.5 6.5 320.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 6.0 6.0 1000.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.16 5.16 7000.0 1
Unchecked
CHEMBL612545
 IC50 5.01 5.01 9650.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.96 4.96 11000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.26 4.26 55000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 114.27 ng.hr.mL-1 Rattus norvegicus
CL 57.0 mL.min-1.kg-1 Rattus norvegicus
CL 57.0 mL.min-1.kg-1 Rattus norvegicus
F 17.0 % Rattus norvegicus
F 17.0 % Rattus norvegicus
Fu 0.006 - Rattus norvegicus
Fu 0.001 - Rattus norvegicus
Fu 0.15 nM Rattus norvegicus
Fu 0.09 nM Rattus norvegicus
T1/2 0.06683 hr Homo sapiens
T1/2 0.1705 hr Cavia porcellus
T1/2 0.165 hr Homo sapiens
T1/2 0.1683 hr Homo sapiens
T1/2 0.525 hr Cavia porcellus
T1/2 0.2905 hr Homo sapiens
T1/2 0.3833 hr Rattus norvegicus
T1/2 1.833 hr Rattus norvegicus
T1/2 2.017 hr Rattus norvegicus
Tmax 0.75 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuromedin-K receptor Kd = 0.08 nM 10.1 Apparent binding affinity to guinea pig NK3 receptor expressed in HEK293 cells 19817444
Unchecked Kd = 0.08 nM 10.1 Equilibrium binding affinity to human NK3 receptor A1142.58T mutant expressed in... 19817444
Unchecked Kd = 0.12 nM 9.92 Apparent binding affinity to human NK3 receptor A1142.58T mutant expressed in HE... 19817444
Neuromedin-K receptor Kd = 0.15 nM 9.82 Equilibrium binding affinity to guinea pig NK3 receptor expressed in HEK293 cell... 19817444
Neuromedin-K receptor Ki = 0.1995 nM 9.7 Binding affinity to NK3 receptor (unknown origin) 24374277
Neuromedin-K receptor Kd = 0.2 nM 9.7 Equilibrium binding affinity to human NK3 receptor expressed in HEK293 cells 19817444
Neuromedin-K receptor IC50 = 0.21 nM 9.68 Compound was tested for binding affinity against human Tachykinin receptor 3 in ... -
Neuromedin-K receptor Kd = 0.22 nM 9.66 Apparent binding affinity to human NK3 receptor expressed in HEK293 cells 19817444
Neuromedin-K receptor Ki = 0.4 nM 9.4 Displacement of radioligand [3H]osanetant at human NK3 H316F mutant expressed in... 22574973
Neuromedin-K receptor Ki = 0.5 nM 9.3 Displacement of [3H]osanetant from human recombinant NK3 receptor expressed in H... 19817444
Neuromedin-K receptor Ki = 0.5 nM 9.3 Displacement of radioligand [3H]osanetant at human NK3 Y247F mutant expressed in... 22574973
Substance-K receptor Ki = 0.51 nM 9.29 Ability to displace [125I]NKA from Tachykinin receptor 2 in rat deodenum membran... 8691422
Neuromedin-K receptor Ki = 0.6 nM 9.22 Displacement of [3H]osanetant from guinea pig recombinant NK3 receptor expressed... 19817444
Neuromedin-K receptor Ki = 0.6 nM 9.22 Displacement of [3H]osanetant from wild type human NK3 receptor expressed in HEK... 22574973
Neuromedin-K receptor Ki = 0.8 nM 9.1 Displacement of [3H]osanetant from guinea pig recombinant NK3 receptor A1142.58T... 19817444
Neuromedin-K receptor IC50 = 0.8 nM 9.1 Tachykinin receptor 3 binding affinity was determined by incubation with CHO cel... -
Neuromedin-K receptor Ki = 1.2 nM 8.92 Binding Affinity of [125I]-MePhe7-NKB towards Tachykinin receptor 3-CHO cell mem... 8691422
Neuromedin-K receptor Ki = 1.2 nM 8.92 Binding affinity towards cloned human Tachykinin receptor 3 (hNK-3) expressed in... 10090788
Neuromedin-K receptor Ki = 1.585 nM 8.8 Displacement of [3H]-SB222200 from recombinant human NK3R expressed in CHO cell ... 25738882
Neuromedin-K receptor Ki = 1.9 nM 8.72 Binding affinity to human NK3 receptor by radioligand binding assay 21376585

Literature References

PubMed DOI Target Context # Activities
19817444 10.1021/jm900948q Neuromedin-K receptor 13
22574973 10.1021/jm2017072 Neuromedin-K receptor 11
25738882 10.1021/jm5017413 Rattus norvegicus 8
21376585 10.1016/j.bmcl.2011.02.033 Rattus norvegicus 5
22574973 10.1021/jm2017072 Unchecked 5
19117759 10.1016/j.bmcl.2008.12.005 ADMET 5
29624387 10.1021/acs.jmedchem.8b00035 Unchecked 4
25738882 10.1021/jm5017413 ADMET 4
19817444 10.1021/jm900948q Unchecked 4
19117759 10.1016/j.bmcl.2008.12.005 Gerbillinae 3
25738882 10.1021/jm5017413 Molecular identity unknown 3
21376585 10.1016/j.bmcl.2011.02.033 Unchecked 3
25738882 10.1021/jm5017413 Kappa-type opioid receptor 3
25738882 10.1021/jm5017413 Neuromedin-K receptor 3
8691422 10.1021/jm9602423 Neuromedin-K receptor 2
10090788 10.1021/jm980633c Neuromedin-K receptor 2
22574973 10.1021/jm2017072 Substance-P receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
8691422 10.1021/jm9602423 Oryctolagus cuniculus 2
21376585 10.1016/j.bmcl.2011.02.033 Neuromedin-K receptor 2

Data from ChEMBL 36 via Core Engine