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

ID: ALA5275857

Chembl Id: CHEMBL5275857

Max Phase: Preclinical

Molecular Formula: C23H23ClFN5O5

Molecular Weight: 503.92

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cc(F)c2c(c1)CC[C@@H]2Nc1nc2nc(O[C@@H]3CO[C@H]4[C@@H]3OC[C@H]4O)[nH]c2cc1Cl

Standard InChI:  InChI=1S/C23H23ClFN5O5/c1-9(31)26-11-4-10-2-3-14(18(10)13(25)5-11)27-21-12(24)6-15-22(29-21)30-23(28-15)35-17-8-34-19-16(32)7-33-20(17)19/h4-6,14,16-17,19-20,32H,2-3,7-8H2,1H3,(H,26,31)(H2,27,28,29,30)/t14-,16+,17+,19+,20+/m0/s1

Standard InChI Key:  ZIOKASVXPMNNNN-UXANRKEVSA-N

Alternative Forms

1. Parent:

   

   ALA5275857

   ---

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: 503.92

Molecular Weight (Monoisotopic): 503.1372

AlogP: 2.71

#Rotatable Bonds: 5

Polar Surface Area: 130.62

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.10

CX Basic pKa: 1.07

CX LogP: 2.33

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: -0.48

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