US8575145, 113

ID: ALA3664616

PubChem CID: 46174615

Max Phase: Preclinical

Molecular Formula: C21H22N4O3

Molecular Weight: 378.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(COc1cccc2ccc(-c3nnc4ccccn34)nc12)[C@@H](O)CO

Standard InChI:  InChI=1S/C21H22N4O3/c1-21(2,17(27)12-26)13-28-16-7-5-6-14-9-10-15(22-19(14)16)20-24-23-18-8-3-4-11-25(18)20/h3-11,17,26-27H,12-13H2,1-2H3/t17-/m0/s1

Standard InChI Key:  BJSRODNZIHDLGO-KRWDZBQOSA-N

Molfile:  

     RDKit          2D

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    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622   -2.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -5.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0843   -6.1089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458   -7.5361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450   -7.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0471   -8.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -8.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9803   -6.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9782   -5.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -6.1121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4969    0.4591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8003   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8387   -0.8872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  6  1  0
 15 10  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 16  1  0
 24 19  1  0
  2 25  1  0
 25 26  1  1
 25 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3664616

   (R)-4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yloxy)-3,3-dimethylbutane-1,2-diol

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: 378.43

Molecular Weight (Monoisotopic): 378.1692

AlogP: 2.70

#Rotatable Bonds: 6

Polar Surface Area: 92.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.82

CX Basic pKa: 1.23

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -1.13

References

1.  (2013)  Triazolopyridine compounds as PIM kinase inhibitors, 

Source

Source(1):

• BindingDB Database