medroxyprogesterone   Click here for help

GtoPdb Ligand ID: 2879

Abbreviated name: MPA
Synonyms: hydroxymethylprogesterone
Approved drug
medroxyprogesterone is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: The DrugBank entry for medroxyprogesterone shows the structure of the acetate form. Medroxyprogesterone (drug name) is the parent compound with medroxyprogesterone acetate being the active ingredient of the approved drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 54.37
Molecular weight 344.24
XLogP 3.54
No. Lipinski's rules broken 0
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Canonical SMILES O=C1CCC2(C(=C1)C(C)CC1C2CCC2(C1CCC2(O)C(=O)C)C)C
Isomeric SMILES O=C1CC[C@]2(C(=C1)[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
InChI InChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1
1. Zhi L, Tegley CM, Kallel EA, Marschke KB, Mais DE, Gottardis MM, Jones TK. (1998)
5-Aryl-1,2-dihydrochromeno[3,4-f]quinolines: a novel class of nonsteroidal human progesterone receptor agonists.
J Med Chem, 41 (3): 291-302. [PMID:9464360]