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

CHEMBL450668

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
Cc1cc(C[C@@H](NC(=O)N2CCC(N3Cc4cccc(F)c4NC3=O)CC2)C(=O)N2CCC(N3CCCCC3)CC2)cc2cn[nH]c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL450668
Phase Preclinical
Structure Type MOL
InChI Key HBOINTMVWRSZQS-SSEXGKCCSA-N
4
Targets
15
Activities
3
Assay Types
20
PK Parameters
20
Publications
0
Known Names

Molecular Properties

644.8
MW (Da)
4.62
ALogP
5
HBA
3
HBD
116.9
PSA (Ų)
0.36
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C35H45FN8O3
MW 644.80
Aromatic Rings 3
Heavy Atoms 47
NP-Likeness -1.07

Activity Summary

IC50 7 meas. best 10.59
Ki 5 meas. best 10.89
EC50 3 meas. best 10.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Calcitonin gene-related peptide type 1 receptor
CHEMBL3798
 Ki 10.89 10.89 0.0 4
Calcitonin gene-related peptide type 1 receptor
CHEMBL3798
 IC50 10.59 10.59 0.0 1
Calcitonin gene-related peptide type 1 receptor
CHEMBL3798
 EC50 10.46 10.46 0.0 1
Unchecked
CHEMBL612545
 EC50 10.22 8.365 0.1 2
Unchecked
CHEMBL612545
 Ki 10.11 10.11 0.1 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.8 5.2 1600.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 5.17 4.86 6700.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 709.28 ng.hr.mL-1 Oryctolagus cuniculus
AUC 838.24 ng.hr.mL-1 Oryctolagus cuniculus
AUC 232.13 ng.hr.mL-1 Oryctolagus cuniculus
CL 13.0 mL.min-1.kg-1 Oryctolagus cuniculus
Cmax 8200.0 mg kg-1 Oryctolagus cuniculus
Cmax 1200.0 nM Oryctolagus cuniculus
Cmax 360.0 nM Oryctolagus cuniculus
F 0.3 % Rattus norvegicus
F 0.3 % Macaca fascicularis
F 73.0 % Rattus norvegicus
F 81.0 % Rattus norvegicus
F 43.0 % Rattus norvegicus
F 76.0 % Macaca fascicularis
F 59.0 % Oryctolagus cuniculus
F 55.2 % Oryctolagus cuniculus
Fu 0.35 - Homo sapiens
T1/2 11.0 hr Oryctolagus cuniculus
Tmax 0.033 hr Oryctolagus cuniculus
Tmax 0.17 hr Oryctolagus cuniculus
Tmax 0.17 hr Oryctolagus cuniculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Calcitonin gene-related peptide type 1 receptor Ki = 0.0128 nM 10.89 Displacement of [I125]CGRP from human CGRP receptor in SK-N-MC cells 18665579
Calcitonin gene-related peptide type 1 receptor Ki = 0.013 nM 10.89 Displacement of [I125]CGRP from CGRP receptor in human SK-N-MC cell membrane aft... 22429470
Calcitonin gene-related peptide type 1 receptor Ki = 0.013 nM 10.89 Binding affinity to CGRP receptor (unknown origin) 23402880
Calcitonin gene-related peptide type 1 receptor Ki = 0.013 nM 10.89 Antagonist activity at human CGRP receptor 23632269
Calcitonin gene-related peptide type 1 receptor IC50 = 0.026 nM 10.59 Antagonist activity at human CGRP receptor expressed in human SK-N-MC cells asse... 23993336
Calcitonin gene-related peptide type 1 receptor EC50 = 0.0345 nM 10.46 Antagonist activity at human CGRP receptor in SK-N-MC cells assessed as inhibiti... 18665579
Unchecked EC50 = 0.06 nM 10.22 Ex vivo reversal of human alpha CGRP-induced artery dilation in human intracrani... 18665579
Unchecked Ki = 0.078 nM 10.11 Displacement of [I125]CGRP from marmoset CGRP receptor 18665579
Unchecked EC50 = 311.0 nM 6.51 Ex vivo effect on basal artery tension in human coronary artery assessed as cont... 18665579
Cytochrome P450 2D6 IC50 = 1600.0 nM 5.8 Inhibition of CYP2D6-mediated metabolism of dextromethorphan in human liver micr... 18665579
Cytochrome P450 3A4 IC50 = 6700.0 nM 5.17 Inhibition of CYP3A4 (unknown origin) using 7-benzyloxy-resorufin as substrate 23402880
Cytochrome P450 3A4 IC50 = 7800.0 nM 5.11 Inhibition of recombinant CYP3A4 expressed in insect microsomes after 20 mins in... 18665579
Cytochrome P450 2D6 IC50 = 25000.0 nM 4.6 Inhibition of human recombinant CYP2D6 expressed in insect microsomes by AMMC as... 18665579
Cytochrome P450 3A4 IC50 = 26000.0 nM 4.58 Inhibition of recombinant CYP3A4 expressed in insect microsomes after 45 mins in... 18665579
Cytochrome P450 3A4 IC50 = 26000.0 nM 4.58 Inhibition of CYP3A4 (unknown origin) using 7-benzyloxy-4-trifluoromethylcoumari... 23402880

Literature References

PubMed DOI Target Context # Activities
18665579 10.1021/jm800546t Oryctolagus cuniculus 15
18665579 10.1021/jm800546t Unchecked 13
19467597 10.1016/j.bmcl.2009.04.150 No relevant target 5
18665579 10.1021/jm800546t Calcitonin gene-related peptide type 1 receptor 4
18665579 10.1021/jm800546t Callithrix jacchus 4
18665579 10.1021/jm800546t Rattus norvegicus 4
18665579 10.1021/jm800546t Cytochrome P450 3A4 3
23632269 10.1016/j.bmcl.2013.04.012 Rattus norvegicus 2
26832218 10.1016/j.bmcl.2016.01.026 ADMET 2
23402880 10.1016/j.bmcl.2013.01.011 Cytochrome P450 3A4 2
18665579 10.1021/jm800546t Cytochrome P450 2D6 2
18665579 10.1021/jm800546t Cynomolgus monkey 2
18665579 10.1021/jm800546t Voltage-gated inwardly rectifying potassium channel KCNH2 1
18665579 10.1021/jm800546t Cytochrome P450 1A2 1
18665579 10.1021/jm800546t Cytochrome P450 2C9 1
18665579 10.1021/jm800546t Cytochrome P450 2C19 1
18665579 10.1021/jm800546t Calcitonin receptor 1
18665579 10.1021/jm800546t Serum 1
22429470 10.1016/j.bmcl.2012.02.065 Calcitonin gene-related peptide type 1 receptor 1
18665579 10.1021/jm800546t No relevant target 1

Data from ChEMBL 36 via Core Engine