ID: ALA5187798

Max Phase: Preclinical

Molecular Formula: C25H25N3O5

Molecular Weight: 447.49

Associated Items:

Representations

Canonical SMILES:  N#Cc1c(O[C@@H]2CO[C@H]3[C@@H]2OC[C@H]3O)[nH]c2ccc(-c3ccc(N4CCOCC4)cc3)cc12

Standard InChI:  InChI=1S/C25H25N3O5/c26-12-19-18-11-16(15-1-4-17(5-2-15)28-7-9-30-10-8-28)3-6-20(18)27-25(19)33-22-14-32-23-21(29)13-31-24(22)23/h1-6,11,21-24,27,29H,7-10,13-14H2/t21-,22-,23-,24-/m1/s1

Standard InChI Key:  QBPFUAWEKXMKPD-MOUTVQLLSA-N

Associated Targets(Human)

AMPK alpha2/beta2/gamma1 80 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 447.49Molecular Weight (Monoisotopic): 447.1794AlogP: 2.45#Rotatable Bonds: 4
Polar Surface Area: 99.97Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: 0HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 11.37CX Basic pKa: 1.21CX LogP: 2.51CX LogD: 2.51
Aromatic Rings: 3Heavy Atoms: 33QED Weighted: 0.63Np Likeness Score: -0.43

References

1. Tamura Y, Morita I, Hinata Y, Kojima E, Ozasa H, Ikemoto H, Asano M, Wada T, Hayasaki-Kajiwara Y, Iwasaki T, Matsumura K..  (2022)  Identification of novel indole derivatives as highly potent AMPK activators with anti-diabetic profiles.,  68  [PMID:35513222] [10.1016/j.bmcl.2022.128769]

Source