ID: ALA5274223

Max Phase: Preclinical

Molecular Formula: C20H18ClF3N4O4

Molecular Weight: 470.84

Representations

Canonical SMILES:  O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1nc2nc(NCc3ccccc3C(F)(F)F)c(Cl)cc2[nH]1

Standard InChI:  InChI=1S/C20H18ClF3N4O4/c21-11-5-12-18(27-17(11)25-6-9-3-1-2-4-10(9)20(22,23)24)28-19(26-12)32-14-8-31-15-13(29)7-30-16(14)15/h1-5,13-16,29H,6-8H2,(H2,25,26,27,28)/t13-,14-,15-,16-/m1/s1

Standard InChI Key:  QTEJJSDAHBYPJY-KLHDSHLOSA-N

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

Properties

Molecular Weight: 470.84

Molecular Weight (Monoisotopic): 470.0969

AlogP: 3.15

#Rotatable Bonds: 5

Polar Surface Area: 101.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.11

CX Basic pKa: 0.69

CX LogP: 3.28

CX LogD: 3.27

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -0.60

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