(3R,3aR,6R,6aR)-6-((6-chloro-5-((3-phenylpropyl)amino)-1H-imidazo[4,5-b]pyridin-2-yl)oxy)hexahydrofuro[3,2-b]furan-3-ol

ID: ALA5285246

Chembl Id: CHEMBL5285246

Max Phase: Preclinical

Molecular Formula: C21H23ClN4O4

Molecular Weight: 430.89

Names and Identifiers

Canonical SMILES:  O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1nc2nc(NCCCc3ccccc3)c(Cl)cc2[nH]1

Standard InChI:  InChI=1S/C21H23ClN4O4/c22-13-9-14-20(25-19(13)23-8-4-7-12-5-2-1-3-6-12)26-21(24-14)30-16-11-29-17-15(27)10-28-18(16)17/h1-3,5-6,9,15-18,27H,4,7-8,10-11H2,(H2,23,24,25,26)/t15-,16-,17-,18-/m1/s1

Standard InChI Key:  ABOWBALYDJTLNH-BRSBDYLESA-N

Alternative Forms

1. Parent:

   

   ALA5285246

   ---

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: 430.89

Molecular Weight (Monoisotopic): 430.1408

AlogP: 2.56

#Rotatable Bonds: 7

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: 9.12

CX Basic pKa: 0.70

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -0.23

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