N-(4-(2-(2-aminopyridin-3-yl)-6-cyclopentyl-3H-imidazo[4,5-b]pyridin-3-yl)benzyl)benzamide

ID: ALA2177826

PubChem CID: 58345019

Max Phase: Preclinical

Molecular Formula: C30H28N6O

Molecular Weight: 488.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncccc1-c1nc2cc(C3CCCC3)cnc2n1-c1ccc(CNC(=O)c2ccccc2)cc1

Standard InChI:  InChI=1S/C30H28N6O/c31-27-25(11-6-16-32-27)28-35-26-17-23(21-7-4-5-8-21)19-33-29(26)36(28)24-14-12-20(13-15-24)18-34-30(37)22-9-2-1-3-10-22/h1-3,6,9-17,19,21H,4-5,7-8,18H2,(H2,31,32)(H,34,37)

Standard InChI Key:  NSAYDSOCAFUODA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.9848  -16.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6929  -17.1554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911  -15.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3997  -15.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4045  -16.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1845  -16.9904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6619  -16.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1768  -15.6659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5962  -17.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8250  -18.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4100  -17.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4771  -16.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8893  -17.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7057  -17.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1109  -16.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6937  -15.6042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4640  -14.9080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8357  -19.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529  -19.7987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0672  -20.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6643  -21.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8462  -21.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4434  -21.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8577  -22.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6791  -22.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0782  -21.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8844  -20.4964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781  -15.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1925  -14.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3931  -14.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9847  -15.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5317  -15.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  8 16  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 25 32  2  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 33  1  0
  1 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2177826

   N-[[4-[2-(2-aminopyridin-3-yl)-6-cyclopentylimidazo[4,5-b]pyridin-3-yl]phenyl]methyl]benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.60

Molecular Weight (Monoisotopic): 488.2325

AlogP: 5.65

#Rotatable Bonds: 6

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: ┄

CX Basic pKa: 5.89

CX LogP: 5.33

CX LogD: 5.32

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.32

Np Likeness Score: -1.09

References

1. Ashwell MA, Lapierre JM, Brassard C, Bresciano K, Bull C, Cornell-Kennon S, Eathiraj S, France DS, Hall T, Hill J, Kelleher E, Khanapurkar S, Kizer D, Koerner S, Link J, Liu Y, Makhija S, Moussa M, Namdev N, Nguyen K, Nicewonger R, Palma R, Szwaya J, Tandon M, Uppalapati U, Vensel D, Volak LP, Volckova E, Westlund N, Wu H, Yang RY, Chan TC..  (2012)  Discovery and optimization of a series of 3-(3-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amines: orally bioavailable, selective, and potent ATP-independent Akt inhibitors.,  55  (11): [PMID:22533986] [10.1021/jm300276x]

Source

Source(1):

• Scientific Literature