(3R,3aR,6R,6aR)-6-((6-fluoro-5-(4'-methoxy-[1,1'-biphenyl]-4-yl)-1H-pyrrolo[3,2-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

ID: ALA5187413

Chembl Id: CHEMBL5187413

PubChem CID: 141639042

Max Phase: Preclinical

Molecular Formula: C26H23FN2O5

Molecular Weight: 462.48

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(-c3nc4cc(O[C@@H]5CO[C@H]6[C@@H]5OC[C@H]6O)[nH]c4cc3F)cc2)cc1

Standard InChI:  InChI=1S/C26H23FN2O5/c1-31-17-8-6-15(7-9-17)14-2-4-16(5-3-14)24-18(27)10-19-20(29-24)11-23(28-19)34-22-13-33-25-21(30)12-32-26(22)25/h2-11,21-22,25-26,28,30H,12-13H2,1H3/t21-,22-,25-,26-/m1/s1

Standard InChI Key:  QAONCYPREGPDAZ-SAZLYLDSSA-N

Alternative Forms

1. Parent:

   

   ALA5187413

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 462.48

Molecular Weight (Monoisotopic): 462.1591

AlogP: 3.95

#Rotatable Bonds: 5

Polar Surface Area: 85.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: 1.01

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.08

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

Source(1):

• Scientific Literature