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

ID: ALA5184386

Chembl Id: CHEMBL5184386

PubChem CID: 130378261

Max Phase: Preclinical

Molecular Formula: C30H28FN3O5

Molecular Weight: 529.57

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2ccc(-c3nc4cc(O[C@@H]5CO[C@H]6[C@@H]5OC[C@H]6O)[nH]c4cc3F)cc2)cc1)N1CCCC1

Standard InChI:  InChI=1S/C30H28FN3O5/c31-21-13-22-23(14-26(32-22)39-25-16-38-28-24(35)15-37-29(25)28)33-27(21)19-7-3-17(4-8-19)18-5-9-20(10-6-18)30(36)34-11-1-2-12-34/h3-10,13-14,24-25,28-29,32,35H,1-2,11-12,15-16H2/t24-,25-,28-,29-/m1/s1

Standard InChI Key:  NYOZPLFVFYJSSE-WPUBFDFZSA-N

Alternative Forms

1. Parent:

   

   ALA5184386

   ---

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: 529.57

Molecular Weight (Monoisotopic): 529.2013

AlogP: 4.18

#Rotatable Bonds: 5

Polar Surface Area: 96.91

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.41

CX Basic pKa: 1.01

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.40

Np Likeness Score: -0.44

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