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
SMILES / InChI / InChIKey
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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
InChI Key ZZWJKLGCDHYVMB-BWGXUDETSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-{5-[(1R,2S)-2-(2,2-difluoropropanamido)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)propoxy]-1H-indazol-1-yl}-N-[(3R)-oxolan-3-yl]benzamide
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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