LDN193189

LDN193189 is a chemical compound used in the study of bone morphogenetic protein signalling through the ALK2, ALK3 and ALK6 receptors.[1] It has been researched for the treatment of fibrodysplasia ossificans progressiva.[2]

LDN193189
Names
Preferred IUPAC name
4-{6-[4-(Piperazin-1-yl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl}quinoline
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
UNII
InChI
  • 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
    Key: CDOVNWNANFFLFJ-UHFFFAOYSA-N
SMILES
  • C1(C2=C3N=CC(C4=CC=C(N5CCNCC5)C=C4)=CN3N=C2)=CC=NC6=CC=CC=C16
Properties
Chemical formula
 C25H22N6
Molar mass 406.493 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also


References
  1. Cuny GD, Yu PB, Laha JK, Xing X, Liu JF, Lai CS, Deng DY, Sachidanandan C, Bloch KD, Peterson RT. Structure-activity relationship study of bone morphogenetic protein (BMP) signaling inhibitors. Bioorg Med Chem Lett. 2008 Aug 1;18(15):4388-92. doi:10.1016/j.bmcl.2008.06.052 PMID 18621530
  2. Williams E, Bullock AN. Structural basis for the potent and selective binding of LDN-212854 to the BMP receptor kinase ALK2. Bone. 2018 Apr;109:251-258. doi:10.1016/j.bone.2017.09.004 PMID 28918311
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