Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL27979

A-349,821
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C[C@H]1CC[C@H](C)N1CCCOc1ccc(-c2ccc(C(=O)N3CCOCC3)cc2)cc1

Basic Information

ChEMBL ID CHEMBL27979
Name A-349,821
Phase Preclinical
Structure Type MOL
InChI Key CFUHKRLMDNFZED-SFTDATJTSA-N
14
Targets
22
Activities
2
Assay Types
9
PK Parameters
19
Publications
0
Known Names

Molecular Properties

422.6
MW (Da)
4.47
ALogP
4
HBA
0
HBD
42.0
PSA (Ų)
0.62
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 C26H34N2O3
MW 422.57
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.18

Activity Summary

Ki 19 meas. best 9.4
Kd 3 meas. best 9.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cavia porcellus
CHEMBL369
Kd 9.47 9.47 0.3 1
Histamine H3 receptor
CHEMBL4124
Ki 9.4 8.9867 0.4 3
Histamine H3 receptor
CHEMBL264
Ki 9.31 8.808 0.5 5
Histamine H3 receptor
CHEMBL4124
Kd 8.71 8.71 1.9 1
Histamine H3 receptor
CHEMBL264
Kd 8.67 8.67 2.1 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 6.03 6.03 933.2 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 5.79 5.79 1621.8 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 5.79 5.79 1621.8 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 5.78 5.78 1659.6 1
Histamine H1 receptor
CHEMBL231
Ki 5.63 5.63 2344.2 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 5.45 5.45 3548.1 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.31 5.31 4897.8 1
D(4) dopamine receptor
CHEMBL219
Ki 5.01 5.01 9772.4 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.01 5.01 9772.4 1
Histamine H2 receptor
CHEMBL1941
Ki 5.0 5.0 10000.0 1
Histamine H4 receptor
CHEMBL3759
Ki 5.0 5.0 10000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 16.67 mL.min-1.kg-1 Cercopithecidae
CL 10.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 402.3 nM Cercopithecidae
Cmax 733.61 nM Canis lupus familiaris
F 78.0 % Cercopithecidae
F 33.0 % Canis lupus familiaris
T1/2 5.3 hr Cercopithecidae
T1/2 2.6 hr Canis lupus familiaris
Vd 7.5 L.kg-1 Cercopithecidae

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cavia porcellus Kd = 0.3388 nM 9.47 Compound was tested for blocked alpha-methylhistamine-induced inhibition of elec... 12657274
Histamine H3 receptor Ki = 0.3981 nM 9.4 Binding affinity to rat cortical histamine H3 receptor 21062081
Histamine H3 receptor Ki = 0.4898 nM 9.31 Binding affinity for human recombinant H3 receptor 12657274
Histamine H3 receptor Ki = 0.4898 nM 9.31 Binding affinity to human histamine H3 receptor 17498953
Histamine H3 receptor Ki = 1.585 nM 8.8 Binding affinity to human histamine H3 receptor 21062081
Histamine H3 receptor Ki = 1.66 nM 8.78 Binding affinity towards rat cortical H3 receptor 12657274
Histamine H3 receptor Ki = 1.66 nM 8.78 Binding affinity to rat histamine H3 receptor 17498953
Histamine H3 receptor Kd = 1.95 nM 8.71 Affinity towards rat cortical H3 receptor using radioligand binding assay 12657274
Histamine H3 receptor Ki = 2.0 nM 8.7 Binding affinity to histamine H3 receptor 19456097
Histamine H3 receptor Kd = 2.138 nM 8.67 Affinity to bind with human cloned H3 receptor using radioligand binding assay 12657274
Histamine H3 receptor Ki = 12.0 nM 7.92 Displacement of [3H]RAMH from human histamine H3 receptor expressed in CHO cells 18606542
Muscarinic acetylcholine receptor M2 Ki = 933.25 nM 6.03 Binding affinity towards human muscarinic M2 receptor 12657274
Muscarinic acetylcholine receptor M1 Ki = 1621.81 nM 5.79 Binding affinity towards human muscarinic M1 receptor 12657274
Alpha-2C adrenergic receptor Ki = 1621.81 nM 5.79 Binding affinity towards human Alpha-2C adrenergic receptor 12657274
Muscarinic acetylcholine receptor M3 Ki = 1659.59 nM 5.78 Binding affinity towards human muscarinic M3 receptor 12657274
Histamine H1 receptor Ki = 2344.23 nM 5.63 Binding affinity towards human histaminergic (H1) receptor 12657274
Sodium-dependent serotonin transporter Ki = 3548.13 nM 5.45 Binding affinity towards human UPTK-Serotonin transporter 12657274
Sodium-dependent dopamine transporter Ki = 4897.79 nM 5.31 Binding affinity towards human UPTK-DA transporter 12657274
D(4) dopamine receptor Ki = 9772.37 nM 5.01 Binding affinity towards human D4.2 receptor 12657274
Sodium-dependent noradrenaline transporter Ki = 9772.37 nM 5.01 Binding affinity towards human UPTK-NE transporter 12657274

Literature References

PubMed DOI Target Context # Activities
12657274 10.1016/s0960-894x(03)00118-5 ADMET 5
12657274 10.1016/s0960-894x(03)00118-5 Histamine H3 receptor 5
12657274 10.1016/s0960-894x(03)00118-5 Canis familiaris 4
21062081 10.1021/jm100064d Histamine H3 receptor 2
17498953 10.1016/j.bmcl.2007.04.056 Histamine H3 receptor 2
12657274 10.1016/s0960-894x(03)00118-5 Histamine H1 receptor 1
19456097 10.1021/jm900409x Histamine H3 receptor 1
18606542 10.1016/j.bmcl.2008.06.062 Histamine H3 receptor 1
12657274 10.1016/s0960-894x(03)00118-5 Cavia porcellus 1
12657274 10.1016/s0960-894x(03)00118-5 Histamine H4 receptor 1
12657274 10.1016/s0960-894x(03)00118-5 Histamine H2 receptor 1
12657274 10.1016/s0960-894x(03)00118-5 Sodium-dependent dopamine transporter 1
12657274 10.1016/s0960-894x(03)00118-5 Sodium-dependent serotonin transporter 1
12657274 10.1016/s0960-894x(03)00118-5 Sodium-dependent noradrenaline transporter 1
12657274 10.1016/s0960-894x(03)00118-5 Alpha-2C adrenergic receptor 1
12657274 10.1016/s0960-894x(03)00118-5 Muscarinic acetylcholine receptor M3 1
12657274 10.1016/s0960-894x(03)00118-5 Muscarinic acetylcholine receptor M2 1
12657274 10.1016/s0960-894x(03)00118-5 Muscarinic acetylcholine receptor M1 1
12657274 10.1016/s0960-894x(03)00118-5 D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine