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

ID: ALA1098241

PubChem CID: 11959283

Max Phase: Preclinical

Molecular Formula: C16H19N7O2

Molecular Weight: 341.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c(-c2nonc2N)nc2c(C#CC(C)(C)O)nc(CN)cc21

Standard InChI:  InChI=1S/C16H19N7O2/c1-4-23-11-7-9(8-17)19-10(5-6-16(2,3)24)12(11)20-15(23)13-14(18)22-25-21-13/h7,24H,4,8,17H2,1-3H3,(H2,18,22)

Standard InChI Key:  SAJJWJQNKYDEPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.5116   -1.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0171   -0.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2366   -1.0450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2540   -1.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0452   -2.1084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2576    0.0144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351   -1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3122   -2.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0287   -1.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0258   -0.9963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3104   -0.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8156   -2.0768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5974   -1.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001   -1.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8182   -0.7499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7923   -2.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0664   -3.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3053    0.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3000    1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2958    1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0082    2.3078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5793    2.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2917    2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7438   -2.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7451   -3.0632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  2  3  2  0
  1  7  1  0
 12 13  1  0
 14 15  1  0
 15  7  2  0
  7 12  1  0
  1  2  1  0
 12 16  1  0
 13  8  1  0
 16 17  1  0
  3  4  1  0
 11 18  1  0
  8  9  2  0
 18 19  3  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  1  0
  5  1  2  0
 20 22  1  0
 10 11  2  0
 20 23  1  0
 11 14  1  0
  9 24  1  0
 13 14  2  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098241

   4-(2-(4-amino-1,2,5-oxadiazol-3-yl)-6-(aminomethyl)-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: 341.38

Molecular Weight (Monoisotopic): 341.1600

AlogP: 0.66

#Rotatable Bonds: 3

Polar Surface Area: 141.90

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.26

CX Basic pKa: 8.26

CX LogP: 0.38

CX LogD: -0.53

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -0.97

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