ramatroban   Click here for help

GtoPdb Ligand ID: 1911

Synonyms: BAY U3405 | BAY-U-3405 | baynas | EN-137774
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 96.78
Molecular weight 416.12
XLogP 3.38
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CCn1c2CCC(Cc2c2c1cccc2)NS(=O)(=O)c1ccc(cc1)F
Isomeric SMILES OC(=O)CCn1c2CC[C@H](Cc2c2c1cccc2)NS(=O)(=O)c1ccc(cc1)F
InChI InChI=1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1
1. Hata AN, Lybrand TP, Breyer RM. (2005)
Identification of determinants of ligand binding affinity and selectivity in the prostaglandin D2 receptor CRTH2.
J Biol Chem, 280: 32442-32451. [PMID:16030019]
2. Shichijo M, Sugimoto H, Nagao K, Inbe H, Encinas JA, Takeshita K, Bacon KB, Gantner F. (2003)
Chemoattractant receptor-homologous molecule expressed on Th2 cells activation in vivo increases blood leukocyte counts and its blockade abrogates 13,14-dihydro-15-keto-prostaglandin D2-induced eosinophilia in rats.
J Pharmacol Exp Ther, 307 (2): 518-25. [PMID:12975488]
3. Sugimoto H, Shichijo M, Okano M, Bacon KB. (2005)
CRTH2-specific binding characteristics of [3H]ramatroban and its effects on PGD2-, 15-deoxy-Delta12, 14-PGJ2- and indomethacin-induced agonist responses.
Eur J Pharmacol, 524 (1-3): 30-7. [PMID:16256979]
4. Theis JG, Dellweg H, Perzborn E, Gross R. (1992)
Binding characteristics of the new thromboxane A2/prostaglandin H2 receptor antagonist [3H]BAY U 3405 to washed human platelets and platelet membranes.
Biochem Pharmacol, 44 (3): 495-503. [PMID:1387312]