3-(3-(4-(1-Aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo-[4,5-b]pyridin-2-yl)pyridin-2-amine Hydrochloride

ID: ALA4523032

Cas Number: 1313883-00-9

PubChem CID: 67305743

Product Number: M413976, Order Now?

Max Phase: Preclinical

Molecular Formula: C27H25ClN6

Molecular Weight: 432.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Nc1ncccc1-c1nc2ccc(-c3ccccc3)nc2n1-c1ccc(C2(N)CCC2)cc1

Standard InChI:  InChI=1S/C27H24N6.ClH/c28-24-21(8-4-17-30-24)25-32-23-14-13-22(18-6-2-1-3-7-18)31-26(23)33(25)20-11-9-19(10-12-20)27(29)15-5-16-27;/h1-4,6-14,17H,5,15-16,29H2,(H2,28,30);1H

Standard InChI Key:  DRHSWSSVIKDJME-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   10.1652  -15.0268    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1994  -15.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3744  -14.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3703  -15.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1953  -15.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929  -11.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5594  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0536  -10.5562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3011  -11.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2788  -10.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5566  -10.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562  -10.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8825  -11.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052  -12.0907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3818  -11.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8138  -11.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -11.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0306  -11.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5935  -10.4385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7711  -10.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3710  -12.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8349  -13.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1116  -14.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9239  -14.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4590  -13.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1794  -12.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3365   -9.7637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0139  -15.1442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859  -12.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4582  -11.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578  -12.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841  -13.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5165  -13.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2138  -12.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  2  1  0
  9  6  1  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  6 21  1  0
 20 27  1  0
 24  2  1  0
  2 28  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 13 29  1  0
M  END

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: 432.53

Molecular Weight (Monoisotopic): 432.2062

AlogP: 5.07

#Rotatable Bonds: 4

Polar Surface Area: 95.64

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.65

CX LogP: 4.86

CX LogD: 2.66

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -0.81

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