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Compound Detail

CHEMBL223156

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CN1C(=O)NC(=O)[C@]12Cc1ccc(NC(=O)Cn3c(=O)n(-c4ccccn4)c4ccccc43)cc1C2

Basic Information

ChEMBL ID CHEMBL223156
Phase Preclinical
Structure Type MOL
InChI Key BZGALMKCNIYKHV-AREMUKBSSA-N
1
Targets
11
Activities
2
Assay Types
9
PK Parameters
12
Publications
0
Known Names

Molecular Properties

482.5
MW (Da)
1.84
ALogP
7
HBA
2
HBD
118.3
PSA (Ų)
0.43
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 C26H22N6O4
MW 482.50
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -1.44

Activity Summary

IC50 7 meas. best 7.11
Ki 4 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Calcitonin gene-related peptide type 1 receptor
CHEMBL3798
Ki 7.7 7.69 20.0 4
Calcitonin gene-related peptide type 1 receptor
CHEMBL3798
IC50 7.11 6.7543 78.0 7

Pharmacokinetic Data

Parameter Value Units Species
CL 3.4 mL.min-1.kg-1 Rattus norvegicus
CL 1.7 mL.min-1.kg-1 Canis lupus familiaris
CL 0.85 mL.min-1.kg-1 Macaca mulatta
F 36.0 % Rattus norvegicus
F 83.0 % Canis lupus familiaris
F 29.0 % Macaca mulatta
T1/2 1.6 hr Rattus norvegicus
T1/2 4.8 hr Canis lupus familiaris
T1/2 9.6 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Calcitonin gene-related peptide type 1 receptor Ki = 20.0 nM 7.7 Displacement of [125I]hCGRP from human CGRP receptor expressed in HEK293 cells c... 19010673
Calcitonin gene-related peptide type 1 receptor Ki = 20.0 nM 7.7 Displacement of [125I]human CLR from human CGRP expressed in HEK293 cells coexpr... 20299218
Calcitonin gene-related peptide type 1 receptor Ki = 21.0 nM 7.68 Displacement of [125I]hCGRP from human cloned CGRP receptor expressed in HEK293 ... 17027263
Calcitonin gene-related peptide type 1 receptor Ki = 21.0 nM 7.68 Displacement of [125I]hCGRP from human cloned CGRP receptor expressed in HEK93 c... 18947992
Calcitonin gene-related peptide type 1 receptor IC50 = 78.0 nM 7.11 Inhibition of CGRP-induced cAMP production in E10 cells 17027263
Calcitonin gene-related peptide type 1 receptor IC50 = 78.0 nM 7.11 Antagonist activity against human cloned CGRP receptor expressed in HEK93 cells ... 18947992
Calcitonin gene-related peptide type 1 receptor IC50 = 78.0 nM 7.11 Antagonistic activity at human CGRP receptor expressed in HEK293 cells coexpress... 19010673
Calcitonin gene-related peptide type 1 receptor IC50 = 78.0 nM 7.11 Antagonist activity at human CLR expressed in human HEK293 cells coexpressing hu... 20299218
Calcitonin gene-related peptide type 1 receptor IC50 = 530.0 nM 6.28 Antagonist activity against human cloned CGRP receptor expressed in HEK93 cells ... 18947992
Calcitonin gene-related peptide type 1 receptor IC50 = 530.0 nM 6.28 Antagonistic activity at human CGRP receptor expressed in HEK293 cells coexpress... 19010673
Calcitonin gene-related peptide type 1 receptor IC50 = 530.0 nM 6.28 Antagonist activity at human CLR expressed in human HEK293 cells coexpressing hu... 20299218

Literature References

PubMed DOI Target Context # Activities
17027263 10.1016/j.bmcl.2006.09.045 Rattus norvegicus 4
17027263 10.1016/j.bmcl.2006.09.045 Canis familiaris 4
17027263 10.1016/j.bmcl.2006.09.045 Rhesus monkey 4
18947992 10.1016/j.bmcl.2008.10.019 Calcitonin gene-related peptide type 1 receptor 3
19010673 10.1016/j.bmcl.2008.10.106 Calcitonin gene-related peptide type 1 receptor 3
20299218 10.1016/j.bmcl.2010.02.086 Calcitonin gene-related peptide type 1 receptor 3
17027263 10.1016/j.bmcl.2006.09.045 Calcitonin gene-related peptide type 1 receptor 2
17027263 10.1016/j.bmcl.2006.09.045 No relevant target 1
17027263 10.1016/j.bmcl.2006.09.045 Caco-2 1
17027263 10.1016/j.bmcl.2006.09.045 Cytochrome P450 3A4 1
17027263 10.1016/j.bmcl.2006.09.045 Cytochrome P450 2C9 1
17027263 10.1016/j.bmcl.2006.09.045 Cytochrome P450 2D6 1

Data from ChEMBL 36 via Core Engine