ID: ALA2409756

Max Phase: Preclinical

Molecular Formula: C17H26N2O4S

Molecular Weight: 354.47

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=S1(=O)N=C(NC23CC4CC(CC(O)(C4)C2)C3)O[C@H]2CCCC[C@H]21

Standard InChI:  InChI=1S/C17H26N2O4S/c20-17-8-11-5-12(9-17)7-16(6-11,10-17)18-15-19-24(21,22)14-4-2-1-3-13(14)23-15/h11-14,20H,1-10H2,(H,18,19)/t11?,12?,13-,14+,16?,17?/m0/s1

Standard InChI Key:  AHEKEXPSDHXIPA-GKNBTTNJSA-N

Associated Targets(Human)

11-beta-hydroxysteroid dehydrogenase 1 5910 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

11-beta-hydroxysteroid dehydrogenase 1 1542 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 354.47Molecular Weight (Monoisotopic): 354.1613AlogP: 1.69#Rotatable Bonds: 1
Polar Surface Area: 87.99Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: 0HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: CX LogP: 1.19CX LogD: 1.19
Aromatic Rings: 0Heavy Atoms: 24QED Weighted: 0.75Np Likeness Score: -0.13

References

1. Böhme T, Engel CK, Farjot G, Güssregen S, Haack T, Tschank G, Ritter K..  (2013)  1,1-Dioxo-5,6-dihydro-[4,1,2]oxathiazines, a novel class of 11ß-HSD1 inhibitors for the treatment of diabetes.,  23  (16): [PMID:23845218] [10.1016/j.bmcl.2013.05.102]

Source