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Compound Detail

CHEMBL309138

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CCCN(CCC)c1cc(C)nc2c(-c3cnc(N(C)C)cc3C)c(C)nn12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL309138
Phase Preclinical
Structure Type MOL
InChI Key ANNRUWYFVIGKHA-UHFFFAOYSA-N
2
Targets
19
Activities
3
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

380.5
MW (Da)
4.41
ALogP
6
HBA
0
HBD
49.6
PSA (Ų)
0.61
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H32N6
MW 380.54
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.48

Activity Summary

Ki 11 meas. best 8.59
IC50 7 meas. best 8.4
Kd 1 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Corticotropin-releasing factor receptor 1
CHEMBL1800
 Kd 9.52 9.52 0.3 1
Corticotropin-releasing factor receptor 1
CHEMBL1800
 Ki 8.59 8.342 2.6 10
Corticotropin-releasing factor receptor 1
CHEMBL4649
 Ki 8.42 8.42 3.8 1
Corticotropin-releasing factor receptor 1
CHEMBL1800
 IC50 8.4 7.6514 4.0 7

Pharmacokinetic Data

Parameter Value Units Species
CL 112.0 mL.min-1.kg-1 Rattus norvegicus
T1/2 1.7 hr Rattus norvegicus
T1/2 12.8 hr Homo sapiens
Vd 16.7 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Corticotropin-releasing factor receptor 1 Kd = 0.303 nM 9.52 Binding affinity to recombinant human CRF1 receptor expressed in CHO cells 21889333
Corticotropin-releasing factor receptor 1 Ki = 2.6 nM 8.59 Displacement of [125I]-Tyr0-sauvagine from human CRF1 receptor expressed in HEK2... 26456805
Corticotropin-releasing factor receptor 1 Ki = 3.0 nM 8.52 Displacement of [125I]sauvagine from human CRF1 receptor expressed in IMR32 cell... 18672365
Corticotropin-releasing factor receptor 1 Ki = 3.0 nM 8.52 Antagonist activity at human CRF-1 receptor 21618986
Corticotropin-releasing factor receptor 1 Ki = 3.0 nM 8.52 Displacement of [125I]-Tyr0-sauvagine from CRF1 receptor (unknown origin) 26456805
Corticotropin-releasing factor receptor 1 Ki = 3.5 nM 8.46 Inhibition of [125I]o-CRF binding to CHO cells expressing human CRF1 receptor 15341493
Corticotropin-releasing factor receptor 1 Ki = 3.8 nM 8.42 Displacement of [125I]-sauvagine from rat CRF-1 receptor expressed in rat cortic... 21618986
Corticotropin-releasing factor receptor 1 IC50 = 4.0 nM 8.4 Antagonist activity at CRF1 receptor in human IMR32 cells assessed as inhibition... 22971011
Corticotropin-releasing factor receptor 1 Ki = 3.981 nM 8.4 Antagonist activity at human recombinant CRF1 receptor 21074436
Corticotropin-releasing factor receptor 1 Ki = 5.0 nM 8.3 Displacement of [125I]-sauvagine from Corticotropin releasing factor receptor 1 ... 12127521
Corticotropin-releasing factor receptor 1 Ki = 7.8 nM 8.11 Inhibition of [125I]sauvagine binding to corticotropin releasing factor receptor... 15943483
Corticotropin-releasing factor receptor 1 Ki = 8.3 nM 8.08 Antagonist activity at human CRF1 receptor expressed in IMR32 cells assessed as ... 22587443
Corticotropin-releasing factor receptor 1 IC50 = 8.5 nM 8.07 Displacement of [125I]-CRF from human CRF1 receptor expressed in CHO cellular me... 26901666
Corticotropin-releasing factor receptor 1 Ki = 12.0 nM 7.92 Antagonist activity at recombinant human CRF1 receptor expressed in CHO cells as... 21889333
Corticotropin-releasing factor receptor 1 IC50 = 17.0 nM 7.77 Displacement of ovine [125-I]-CRF from human CRF1 receptor expressed in CHO cell... 28174066
Corticotropin-releasing factor receptor 1 IC50 = 28.18 nM 7.55 Displacement of [125I]sauvagine from human recombinant CRF1 receptor expressed i... 18989952
Corticotropin-releasing factor receptor 1 IC50 = 50.0 nM 7.3 Inhibition of CRF stimulated cAMP production in CHO cells expressing CRF1 recept... 16078829
Corticotropin-releasing factor receptor 1 IC50 = 50.0 nM 7.3 Inhibition of [125I]o-CRF binding to CHO cells expressing human CRF1 receptor 15341493
Corticotropin-releasing factor receptor 1 IC50 = 67.0 nM 7.17 Displacement of ovine [125-I]-CRF from human CRF1 receptor expressed in CHO cell... 28174066

Literature References

PubMed DOI Target Context # Activities
21618986 10.1021/jm200365y Rattus norvegicus 6
21889333 10.1016/j.bmcl.2011.08.040 Corticotropin-releasing factor receptor 1 4
28174066 10.1016/j.bmc.2016.11.011 Corticotropin-releasing factor receptor 1 3
26901666 10.1021/acs.jmedchem.5b01715 Mus musculus 3
15341493 10.1021/jm040058e ADMET 3
12951129 10.1016/s0960-894x(03)00684-x No relevant target 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
26456805 10.1016/j.bmcl.2015.10.010 Corticotropin-releasing factor receptor 1 2
21618986 10.1021/jm200365y Corticotropin-releasing factor receptor 1 2
15341493 10.1021/jm040058e Corticotropin-releasing factor receptor 1 2
21074436 10.1016/j.bmcl.2010.10.095 Liver microsomes 1
21074436 10.1016/j.bmcl.2010.10.095 Corticotropin-releasing factor receptor 1 1
22587443 10.1021/jm300259r Corticotropin-releasing factor receptor 1 1
22971011 10.1021/jm300864p Corticotropin-releasing factor receptor 1 1
18989952 10.1021/jm800744m Corticotropin-releasing factor receptor 1 1
26456805 10.1016/j.bmcl.2015.10.010 Corticotropin-releasing factor receptor 2 1
18672365 10.1016/j.bmcl.2008.07.063 Corticotropin-releasing factor receptor 1 1
15943483 10.1021/jm050070m Corticotropin-releasing factor receptor 1 1
12127521 10.1016/s0960-894x(02)00358-x Corticotropin-releasing factor receptor 1 1

Data from ChEMBL 36 via Core Engine