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

ID: ALA5269059

Chembl Id: CHEMBL5269059

Max Phase: Preclinical

Molecular Formula: C25H24ClFN6O4

Molecular Weight: 526.96

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2cc(F)c3c(c2)CC[C@@H]3Nc2nc3nc(O[C@@H]4CO[C@H]5[C@@H]4OC[C@H]5O)[nH]c3cc2Cl)cn1

Standard InChI:  InChI=1S/C25H24ClFN6O4/c1-33-8-13(7-28-33)12-4-11-2-3-16(20(11)15(27)5-12)29-23-14(26)6-17-24(31-23)32-25(30-17)37-19-10-36-21-18(34)9-35-22(19)21/h4-8,16,18-19,21-22,34H,2-3,9-10H2,1H3,(H2,29,30,31,32)/t16-,18+,19+,21+,22+/m0/s1

Standard InChI Key:  HTAHJDZTRZQPMU-JTYVBTRNSA-N

Alternative Forms

1. Parent:

   

   ALA5269059

   ---

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: 526.96

Molecular Weight (Monoisotopic): 526.1532

AlogP: 3.16

#Rotatable Bonds: 5

Polar Surface Area: 119.34

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.10

CX Basic pKa: 1.85

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.36

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