estramustine   Click here for help

GtoPdb Ligand ID: 9076

Synonyms: Emcyt® | Estracyt®
Approved drug
estramustine is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Estramustine is a synthetic analogue combining estradiol and nornitrogen mustard. It is a DNA alkylating agent with antineoplastic activity.
Marketed formulations contain estramustine phosphate sodium (PubChem CID 444000).
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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 7
Topological polar surface area 49.77
Molecular weight 439.17
XLogP 5.74
No. Lipinski's rules broken 1
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Canonical SMILES ClCCN(C(=O)Oc1ccc2c(c1)CCC1C2CCC2(C1CCC2O)C)CCCl
Isomeric SMILES ClCCN(C(=O)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)CCCl
InChI InChI=1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3/t18-,19-,20+,21+,23+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1981))
IUPAC Name Click here for help
[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] N,N-bis(2-chloroethyl)carbamate
International Nonproprietary Names Click here for help
INN number INN
2877 estramustine
Synonyms Click here for help
Emcyt® | Estracyt®
Database Links Click here for help
BindingDB Ligand 50333646
ChEMBL Ligand CHEMBL1575
DrugBank Ligand DB01196
DrugCentral Ligand 1065
GtoPdb PubChem SID 315661161
PubChem CID 259331
Search Google for chemical match using the InChIKey FRPJXPJMRWBBIH-RBRWEJTLSA-N
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UniChem Compound Search for chemical match using the InChIKey FRPJXPJMRWBBIH-RBRWEJTLSA-N
UniChem Connectivity Search for chemical match using the InChIKey FRPJXPJMRWBBIH-RBRWEJTLSA-N
Wikipedia Estramustine