4-(2-(4-amino-1,2,5-oxadiazol-3-yl)-6-((S)-2-amino-1-phenylethoxy)-1-ethyl-1H-imidazo[4,5-c]pyridin-4-yl)-2-methylbut-3-yn-2-ol

ID: ALA1099296

PubChem CID: 46886549

Max Phase: Preclinical

Molecular Formula: C23H25N7O3

Molecular Weight: 447.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c(-c2nonc2N)nc2c(C#CC(C)(C)O)nc(O[C@H](CN)c3ccccc3)cc21

Standard InChI:  InChI=1S/C23H25N7O3/c1-4-30-16-12-18(32-17(13-24)14-8-6-5-7-9-14)26-15(10-11-23(2,3)31)19(16)27-22(30)20-21(25)29-33-28-20/h5-9,12,17,31H,4,13,24H2,1-3H3,(H2,25,29)/t17-/m1/s1

Standard InChI Key:  VLGIYSJSJHPDHN-QGZVFWFLSA-N

Molfile:  

     RDKit          2D

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   -0.0797  -18.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6355  -18.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6367  -19.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519  -20.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3532  -20.9913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771  -20.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  8  9  2  0
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  2  6  1  0
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 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1099296

   4-(2-(4-amino-1,2,5-oxadiazol-3-yl)-6-((S)-2-amino-1-phenylethoxy)-1-ethyl-1H-imidazo[4,5-c]pyridin-4-yl)-2-methylbut-3-yn-2-ol

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: 447.50

Molecular Weight (Monoisotopic): 447.2019

AlogP: 2.28

#Rotatable Bonds: 6

Polar Surface Area: 151.13

Molecular Species: BASE

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.26

CX Basic pKa: 9.00

CX LogP: 2.60

CX LogD: 1.00

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.68

References

1. Rouse MB, Seefeld MA, Leber JD, McNulty KC, Sun L, Miller WH, Zhang S, Minthorn EA, Concha NO, Choudhry AE, Schaber MD, Heerding DA..  (2009)  Aminofurazans as potent inhibitors of AKT kinase.,  19  (5): [PMID:19179070] [10.1016/j.bmcl.2009.01.002]

Source

Source(1):

• Scientific Literature