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

ID: ALA5268785

Chembl Id: CHEMBL5268785

Max Phase: Preclinical

Molecular Formula: C19H19ClN4O4

Molecular Weight: 402.84

Names and Identifiers

Canonical SMILES:  O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1nc2nc(NCc3ccccc3)c(Cl)cc2[nH]1

Standard InChI:  InChI=1S/C19H19ClN4O4/c20-11-6-12-18(23-17(11)21-7-10-4-2-1-3-5-10)24-19(22-12)28-14-9-27-15-13(25)8-26-16(14)15/h1-6,13-16,25H,7-9H2,(H2,21,22,23,24)/t13-,14-,15-,16-/m1/s1

Standard InChI Key:  SFMUTPRPDZVAGY-KLHDSHLOSA-N

Alternative Forms

1. Parent:

   

   ALA5268785

   ---

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: 402.84

Molecular Weight (Monoisotopic): 402.1095

AlogP: 2.13

#Rotatable Bonds: 5

Polar Surface Area: 101.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 0.69

CX LogP: 2.40

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -0.29

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