N-(1-(4-(2-(2-Aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)acetamide

ID: ALA4553900

PubChem CID: 58345166

Max Phase: Preclinical

Molecular Formula: C29H26N6O

Molecular Weight: 474.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NC1(c2ccc(-n3c(-c4cccnc4N)nc4ccc(-c5ccccc5)nc43)cc2)CCC1

Standard InChI:  InChI=1S/C29H26N6O/c1-19(36)34-29(16-6-17-29)21-10-12-22(13-11-21)35-27(23-9-5-18-31-26(23)30)33-25-15-14-24(32-28(25)35)20-7-3-2-4-8-20/h2-5,7-15,18H,6,16-17H2,1H3,(H2,30,31)(H,34,36)

Standard InChI Key:  WLRQALGKINNDBN-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4553900

   N-[1-[4-[2-(2-aminopyridin-3-yl)-5-phenylimidazo[4,5-b]pyridin-3-yl]phenyl]cyclobutyl]acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 474.57

Molecular Weight (Monoisotopic): 474.2168

AlogP: 5.25

#Rotatable Bonds: 5

Polar Surface Area: 98.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.79

CX Basic pKa: 5.89

CX LogP: 4.68

CX LogD: 4.66

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.13

References

1. Lapierre JM, Eathiraj S, Vensel D, Liu Y, Bull CO, Cornell-Kennon S, Iimura S, Kelleher EW, Kizer DE, Koerner S, Makhija S, Matsuda A, Moussa M, Namdev N, Savage RE, Szwaya J, Volckova E, Westlund N, Wu H, Schwartz B..  (2016)  Discovery of 3-(3-(4-(1-Aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine (ARQ 092): An Orally Bioavailable, Selective, and Potent Allosteric AKT Inhibitor.,  59  (13): [PMID:27305487] [10.1021/acs.jmedchem.6b00619]

Source

Source(1):

• Scientific Literature