velsecorat   Click here for help

GtoPdb Ligand ID: 9325

Synonyms: AZ13189620 | AZD7594 | compound 15m [PMID: 28937774]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Velsecorat (AZD7594) is a novel non-steroidal modulator of inflammation [2]. Functionally it is a selective glucocorticoid receptor modulator (SGRM) delivered by inhalation, that was being developed for asthma and COPD [2]. Stereoisomers with 3S and 3R configuration at the bond with the tetrahydrofuran group are claimed in patent US8916600 (Examples 5 and 6 respectively) [1]. AZD7594 is identified as the 1R,2S,3′R stereoisomer in [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 112.42
Molecular weight 606.23
XLogP 4.54
No. Lipinski's rules broken 0
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Canonical SMILES CC(C(c1ccc2c(c1)OCCO2)Oc1ccc2c(c1)cnn2c1cccc(c1)C(=O)NC1COCC1)NC(=O)C(F)(F)C
Isomeric SMILES C[C@@H]([C@@H](c1ccc2c(c1)OCCO2)Oc1ccc2c(c1)cnn2c1cccc(c1)C(=O)N[C@H]1COCC1)NC(=O)C(F)(F)C
InChI InChI=1S/C32H32F2N4O6/c1-19(36-31(40)32(2,33)34)29(20-6-9-27-28(16-20)43-13-12-42-27)44-25-7-8-26-22(15-25)17-35-38(26)24-5-3-4-21(14-24)30(39)37-23-10-11-41-18-23/h3-9,14-17,19,23,29H,10-13,18H2,1-2H3,(H,36,40)(H,37,39)/t19-,23+,29-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
11103 velsecorat
Synonyms Click here for help
AZ13189620 | AZD7594 | compound 15m [PMID: 28937774]
Database Links Click here for help
BindingDB Ligand 141372
CAS Registry No. 1196509-60-0 (source: PubChem)
ChEMBL Ligand CHEMBL3666807
GtoPdb PubChem SID 318164844
PubChem CID 67041274
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Search UniChem for chemical match using the InChIKey ZZWJKLGCDHYVMB-BWGXUDETSA-N
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