(3R,3aR,6R,6aR)-6-(6-chloro-5-((S)-7-fluoro-2,3-dihydro-1H-inden-1-ylamino)-1H-imidazo[4,5-b]pyridin-2-yloxy)hexahydrofuro[3,2-b]furan-3-ol

ID: ALA5291316

Chembl Id: CHEMBL5291316

Max Phase: Preclinical

Molecular Formula: C21H20ClFN4O4

Molecular Weight: 446.87

Names and Identifiers

Canonical SMILES:  O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1nc2nc(N[C@H]3CCc4cccc(F)c43)c(Cl)cc2[nH]1

Standard InChI:  InChI=1S/C21H20ClFN4O4/c22-10-6-13-20(26-19(10)24-12-5-4-9-2-1-3-11(23)16(9)12)27-21(25-13)31-15-8-30-17-14(28)7-29-18(15)17/h1-3,6,12,14-15,17-18,28H,4-5,7-8H2,(H2,24,25,26,27)/t12-,14+,15+,17+,18+/m0/s1

Standard InChI Key:  SZCMGPNNNJOHBC-DILNWQEPSA-N

Alternative Forms

1. Parent:

   

   ALA5291316

   ---

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: 446.87

Molecular Weight (Monoisotopic): 446.1157

AlogP: 2.76

#Rotatable Bonds: 4

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: 9.10

CX Basic pKa: 0.68

CX LogP: 3.09

CX LogD: 3.08

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -0.26

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