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Compound Detail

CHEMBL5181536

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COC(=O)N1C[C@@H](C)N(c2ncc3[nH]nc(-c4ccc(N5CCN(C)CC5)cc4)c3n2)[C@@H](C)C1

Basic Information

ChEMBL ID CHEMBL5181536
Phase Preclinical
Structure Type MOL
InChI Key MXDCACLUETVZNL-CALCHBBNSA-N
8
Targets
13
Activities
1
Assay Types
9
PK Parameters
19
Publications
0
Known Names

Molecular Properties

464.6
MW (Da)
2.44
ALogP
8
HBA
1
HBD
93.7
PSA (Ų)
0.63
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H32N8O2
MW 464.57
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.21

Activity Summary

IC50 13 meas. best 9.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Activin receptor type-1
CHEMBL5903
IC50 9.01 8.11 1.0 2
Activin receptor type-1-like
CHEMBL5311
IC50 7.72 7.72 19.0 1
Hepcidin
CHEMBL3989381
IC50 7.47 7.47 34.0 1
TGF-beta receptor type-1
CHEMBL4439
IC50 7.0 7.0 100.0 1
Fibroblast growth factor receptor 3
CHEMBL2742
IC50 6.75 6.6733 176.0 3
Fibroblast growth factor receptor 2
CHEMBL4142
IC50 6.67 6.595 213.0 2
Fibroblast growth factor receptor 1
CHEMBL3650
IC50 6.24 6.07 577.0 2
Bone morphogenetic protein receptor type-1A
CHEMBL5275
IC50 6.04 6.04 901.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1881.51 ng.hr.mL-1 Rattus norvegicus
AUC 174678.32 ng.hr.mL-1 Mus musculus
AUC 12171.73 ng.hr.mL-1 Mus musculus
CL 16.67 mL.min-1.kg-1 Homo sapiens
CL 18.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 434.0 nM Rattus norvegicus
F 85.0 % Rattus norvegicus
Fu 0.043 - Homo sapiens
T1/2 5.7 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Activin receptor type-1 IC50 = 0.98 nM 9.01 Inhibition of human recombinant N-terminal GST tagged ALK2 (147 to end residues)... 35859885
Activin receptor type-1-like IC50 = 19.0 nM 7.72 Inhibition of recombinant human C-terminal GST tagged ALK1 (144 to end residues)... 35859885
Hepcidin IC50 = 34.0 nM 7.47 Inhibition of Hepcidin in human Huh-7 cells assessed as inhibition of BMP-7 indu... 35859885
Activin receptor type-1 IC50 = 61.0 nM 7.21 Inhibition of ALK2 in human HeLa cells assessed as reduction in BMP-7 induced SM... 35859885
TGF-beta receptor type-1 IC50 = 100.0 nM 7.0 Inhibition of recombinant human GST-tagged full length ALK5 expressed in baculov... 35859885
Fibroblast growth factor receptor 3 IC50 = 176.0 nM 6.75 Inhibition of FGFR3 (unknown origin) using peptide substrate incubated for 90 mi... 35859885
Fibroblast growth factor receptor 3 IC50 = 178.0 nM 6.75 Inhibition of recombinant N-terminal His-Avi-tag human FGFR3 (447 to 761 residue... 36923909
Fibroblast growth factor receptor 2 IC50 = 213.0 nM 6.67 Inhibition of recombinant human FGFR2 (400 to 821 residues) using biotin-EQEDEPE... 36923909
Fibroblast growth factor receptor 3 IC50 = 300.0 nM 6.52 Enzymatic Assay: un-Phosphorylated (UP): The inhibitor potency of the exemplifie... -
Fibroblast growth factor receptor 2 IC50 = 300.0 nM 6.52 Enzymatic Assay: un-Phosphorylated (UP): The inhibitor potency of the exemplifie... -
Fibroblast growth factor receptor 1 IC50 = 577.0 nM 6.24 Inhibition of recombinant human wild type FGFR1 (399 to 820 residues) using biot... 36923909
Bone morphogenetic protein receptor type-1A IC50 = 901.0 nM 6.04 Inhibition of recombinant human N-terminal GST-tagged ALK3 (187 to 532 residues)... 35859885
Fibroblast growth factor receptor 1 IC50 = 1250.0 nM 5.9 Enzymatic Assay: un-Phosphorylated (UP): The inhibitor potency of the exemplifie... -

Literature References

PubMed DOI Target Context # Activities
35859885 10.1021/acsmedchemlett.2c00206 ADMET 12
35859885 10.1021/acsmedchemlett.2c00206 Unchecked 5
35859885 10.1021/acsmedchemlett.2c00206 Activin receptor type-1 2
35859885 10.1021/acsmedchemlett.2c00206 Cytochrome P450 2B6 1
36923909 10.1021/acsmedchemlett.3c00003 Fibroblast growth factor receptor 2 1
36923909 10.1021/acsmedchemlett.3c00003 Fibroblast growth factor receptor 1 1
36923909 10.1021/acsmedchemlett.3c00003 Fibroblast growth factor receptor 3 1
35859885 10.1021/acsmedchemlett.2c00206 Voltage-gated inwardly rectifying potassium channel KCNH2 1
35859885 10.1021/acsmedchemlett.2c00206 Cytochrome P450 3A4 1
35859885 10.1021/acsmedchemlett.2c00206 Cytochrome P450 2D6 1
35859885 10.1021/acsmedchemlett.2c00206 Cytochrome P450 2C19 1
35859885 10.1021/acsmedchemlett.2c00206 Cytochrome P450 2C9 1
35859885 10.1021/acsmedchemlett.2c00206 Cytochrome P450 2C8 1
35859885 10.1021/acsmedchemlett.2c00206 Cytochrome P450 1A2 1
35859885 10.1021/acsmedchemlett.2c00206 Fibroblast growth factor receptor 3 1
35859885 10.1021/acsmedchemlett.2c00206 Hepcidin 1
35859885 10.1021/acsmedchemlett.2c00206 TGF-beta receptor type-1 1
35859885 10.1021/acsmedchemlett.2c00206 Bone morphogenetic protein receptor type-1A 1
35859885 10.1021/acsmedchemlett.2c00206 Activin receptor type-1-like 1

Data from ChEMBL 36 via Core Engine