norethisterone   Click here for help

GtoPdb Ligand ID: 2880

Synonyms: Micronor® | norethindrone | Noriday®
Approved drug PDB Ligand
norethisterone is an approved drug (FDA (1973))
Compound class: Synthetic organic
Comment: A synthetic progestational hormone but more potently inhibits ovulation than does progesterone.
Marketed formulations may contain norethisterone acetate (PubChem CID 5832).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 37.3
Molecular weight 298.19
XLogP 3.24
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C#CC1(O)CCC2C1(C)CCC1C2CCC2=CC(=O)CCC12
Isomeric SMILES C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
InChI InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
InChI Key VIKNJXKGJWUCNN-XGXHKTLJSA-N
References
1. Edwards JP, West SJ, Marschke KB, Mais DE, Gottardis MM, Jones TK. (1998)
5-Aryl-1,2-dihydro-5H-chromeno[3,4-f]quinolines as potent, orally active, nonsteroidal progesterone receptor agonists: the effect of D-ring substituents.
J. Med. Chem., 41 (3): 303-10. [PMID:9464361]