Details of the Drug

General Information of Drug (ID: DMK4S8I)

Drug Name
Promegestone
Synonyms Surgestone (TN)
Indication
Disease Entry ICD 11 Status REF
Gynecological disease GA6Z Approved [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 326.5
Logarithm of the Partition Coefficient (xlogp) 3.3
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C22H30O2
IUPAC Name
(8S,13S,14S,17S)-13,17-dimethyl-17-propanoyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Canonical SMILES
CCC(=O)[C@]1(CC[C@@H]2[C@@]1(CCC3=C4CCC(=O)C=C4CC[C@@H]23)C)C
InChI
InChI=1S/C22H30O2/c1-4-20(24)22(3)12-10-19-18-7-5-14-13-15(23)6-8-16(14)17(18)9-11-21(19,22)2/h13,18-19H,4-12H2,1-3H3/t18-,19+,21+,22-/m1/s1
InChIKey
QFFCYTLOTYIJMR-XMGTWHOFSA-N
Cross-matching ID
PubChem CID
36709
ChEBI ID
CHEBI:73390
CAS Number
34184-77-5
DrugBank ID
DB13602
TTD ID
D0F2AK
INTEDE ID
DR1352

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME 		DE4LYSA CP3A4_HUMAN Substrate [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Disks large homolog 5 (DLG5) OTU9Z17K DLG5_HUMAN Gene/Protein Processing [3]
ETS-related transcription factor Elf-5 (ELF5) OTLRU8YF ELF5_HUMAN Gene/Protein Processing [4]
G-protein-signaling modulator 2 (GPSM2) OT6RPMRM GPSM2_HUMAN Gene/Protein Processing [3]
G1/S-specific cyclin-D1 (CCND1) OT8HPTKJ CCND1_HUMAN Gene/Protein Processing [5]
Glucocorticoid receptor (NR3C1) OTCI2YDI GCR_HUMAN Post-Translational Modifications [6]
Glutamine synthetase (GLUL) OTYGTCGF GLNA_HUMAN Gene/Protein Processing [3]
Heat shock factor protein 1 (HSF1) OTYNJ4KP HSF1_HUMAN Gene/Protein Processing [7]
Histone-binding protein RBBP7 (RBBP7) OTLB56HX RBBP7_HUMAN Gene/Protein Processing [3]
Long-chain-fatty-acid--CoA ligase 1 (ACSL1) OTB06ESI ACSL1_HUMAN Gene/Protein Processing [3]
Metallothionein-1B (MT1B) OTUA4FFH MT1B_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2877).
2 Progestogens in menopausal hormone therapy. Prz Menopauzalny. 2015 Jun;14(2):134-43.
3 Short-chain fatty acids enhance nuclear receptor activity through mitogen-activated protein kinase activation and histone deacetylase inhibition. Proc Natl Acad Sci U S A. 2004 May 4;101(18):7199-204.
4 The antiproliferative effects of progestins in T47D breast cancer cells are tempered by progestin induction of the ETS transcription factor Elf5. Mol Endocrinol. 2010 Jul;24(7):1380-92. doi: 10.1210/me.2009-0516. Epub 2010 Jun 2.
5 Two chromatin remodeling activities cooperate during activation of hormone responsive promoters. PLoS Genet. 2009 Jul;5(7):e1000567. doi: 10.1371/journal.pgen.1000567. Epub 2009 Jul 17.
6 Glucocorticoid receptor phosphorylation differentially affects target gene expression. Mol Endocrinol. 2008 Aug;22(8):1754-66. doi: 10.1210/me.2007-0219. Epub 2008 May 15.
7 A Gene Expression Biomarker Predicts Heat Shock Factor 1 Activation in a Gene Expression Compendium. Chem Res Toxicol. 2021 Jul 19;34(7):1721-1737. doi: 10.1021/acs.chemrestox.0c00510. Epub 2021 Jun 25.