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

ID: ALA5277510

Chembl Id: CHEMBL5277510

Max Phase: Preclinical

Molecular Formula: C20H21ClN4O5

Molecular Weight: 432.86

Names and Identifiers

Canonical SMILES:  OCc1ccccc1CNc1nc2nc(O[C@@H]3CO[C@H]4[C@@H]3OC[C@H]4O)[nH]c2cc1Cl

Standard InChI:  InChI=1S/C20H21ClN4O5/c21-12-5-13-19(24-18(12)22-6-10-3-1-2-4-11(10)7-26)25-20(23-13)30-15-9-29-16-14(27)8-28-17(15)16/h1-5,14-17,26-27H,6-9H2,(H2,22,23,24,25)/t14-,15-,16-,17-/m1/s1

Standard InChI Key:  SQZYKPMGQFKCNZ-QBPKDAKJSA-N

Alternative Forms

1. Parent:

   

   ALA5277510

   ---

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: 432.86

Molecular Weight (Monoisotopic): 432.1200

AlogP: 1.62

#Rotatable Bonds: 6

Polar Surface Area: 121.75

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 0.69

CX LogP: 1.63

CX LogD: 1.63

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -0.15

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