(3R,3aR,6R,6aR)-6-(6-chloro-5-(2-(methylsulfonyl)benzylamino)-1H-imidazo[4,5-b]pyridin-2-yloxy)hexahydrofuro[3,2-b]furan-3-ol

ID: ALA5287452

Chembl Id: CHEMBL5287452

Max Phase: Preclinical

Molecular Formula: C20H21ClN4O6S

Molecular Weight: 480.93

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccccc1CNc1nc2nc(O[C@@H]3CO[C@H]4[C@@H]3OC[C@H]4O)[nH]c2cc1Cl

Standard InChI:  InChI=1S/C20H21ClN4O6S/c1-32(27,28)15-5-3-2-4-10(15)7-22-18-11(21)6-12-19(24-18)25-20(23-12)31-14-9-30-16-13(26)8-29-17(14)16/h2-6,13-14,16-17,26H,7-9H2,1H3,(H2,22,23,24,25)/t13-,14-,16-,17-/m1/s1

Standard InChI Key:  FTWOAZJLFQIGHX-MUIFIZLQSA-N

Alternative Forms

1. Parent:

   

   ALA5287452

   ---

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: 480.93

Molecular Weight (Monoisotopic): 480.0870

AlogP: 1.53

#Rotatable Bonds: 6

Polar Surface Area: 135.66

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 0.69

CX LogP: 1.24

CX LogD: 1.23

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -0.64

References

1. Tamura Y, Morita I, Hinata Y, Kojima E, Sasaki Y, Wada T, Asano M, Fujioka M, Hayasaki-Kajiwara Y, Iwasaki T, Matsumura K..  (2023)  Identification of novel benzimidazole derivatives as highly potent AMPK activators with anti-diabetic profiles.,  79  [PMID:36402454] [10.1016/j.bmcl.2022.129059]

Source

Source(1):

• Scientific Literature