Details
Stereochemistry | ACHIRAL |
Molecular Formula | C25H22N6 |
Molecular Weight | 406.4824 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C1CN(CCN1)C2=CC=C(C=C2)C3=CN4N=CC(=C4N=C3)C5=CC=NC6=CC=CC=C56
InChI
InChIKey=CDOVNWNANFFLFJ-UHFFFAOYSA-N
InChI=1S/C25H22N6/c1-2-4-24-22(3-1)21(9-10-27-24)23-16-29-31-17-19(15-28-25(23)31)18-5-7-20(8-6-18)30-13-11-26-12-14-30/h1-10,15-17,26H,11-14H2
Molecular Formula | C25H22N6 |
Molecular Weight | 406.4824 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/?term=19029982Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/18621530; http://www.ncbi.nlm.nih.gov/pubmed/?term=21670081
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=19029982
Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/18621530; http://www.ncbi.nlm.nih.gov/pubmed/?term=21670081
LDN193189 is a cell-permeable, highly potent and selective BMP pathway inhibitor. It prevents Smad1, Smad5, and Smad8 phosphorylation. It is a useful tool compound to modulate stem cell differentiation (for example, neural differentiation of human ESC/iPSC in combination with SB431542). LDN-193189 blocks the production of reactive oxygen species induced by oxidized LDL during atherogenesis in human aortic endothelial cells. It was also used in animal models to treat FOP and ectopic ossification, as well as NSCLC lung cancer.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P36894 Gene ID: 657.0 Gene Symbol: BMPR1A Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/18621530 |
30.0 nM [IC50] | ||
Target ID: Q04771 Gene ID: 90.0 Gene Symbol: ACVR1 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/18621530 |
5.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
Structure-activity relationship study of bone morphogenetic protein (BMP) signaling inhibitors. | 2008 Aug 1 |
|
BMP type I receptor inhibition reduces heterotopic [corrected] ossification. | 2008 Dec |
|
Dorsomorphin inhibits BMP signals required for embryogenesis and iron metabolism. | 2008 Jan |
|
Highly efficient neural conversion of human ES and iPS cells by dual inhibition of SMAD signaling. | 2009 Mar |
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Dorsomorphin and LDN-193189 inhibit BMP-mediated Smad, p38 and Akt signalling in C2C12 cells. | 2010 Nov |
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Small-molecule regulators of human stem cell self-renewal. | 2011 Apr 11 |
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BMP4 promotes prostate tumor growth in bone through osteogenesis. | 2011 Aug 1 |
|
Rapid and robust generation of functional oligodendrocyte progenitor cells from epiblast stem cells. | 2011 Sep 25 |
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Inhibition of bone morphogenetic protein signaling reduces vascular calcification and atherosclerosis. | 2012 Mar |
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BMP9 is a proliferative and survival factor for human hepatocellular carcinoma cells. | 2013 |
|
ΔNp63α-mediated activation of bone morphogenetic protein signaling governs stem cell activity and plasticity in normal and malignant mammary epithelial cells. | 2013 Jan 15 |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=21670081
Curator's Comment: conditional caALK2-transgenic mice with Ad.Cre
3 mg/kg LDN-193189 was used once or twice daily
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=21946668
0.1 uM final concentration in stem cell differentiation conditions
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:30:57 GMT 2023
by
admin
on
Sat Dec 16 10:30:57 GMT 2023
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Record UNII |
W69H5YQU9O
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Record Status |
Validated (UNII)
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Record Version |
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LDN193189
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Related Record | Type | Details | ||
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TARGET -> INHIBITOR |
IC50
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TARGET -> INHIBITOR |
IC50
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PARENT -> SALT/SOLVATE |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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