US8575145, 112

ID: ALA3664615

PubChem CID: 58303644

Max Phase: Preclinical

Molecular Formula: C21H21FN4O3

Molecular Weight: 396.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(COc1cc(F)cc2ccc(-c3nnc4ccccn34)nc12)[C@@H](O)CO

Standard InChI:  InChI=1S/C21H21FN4O3/c1-21(2,17(28)11-27)12-29-16-10-14(22)9-13-6-7-15(23-19(13)16)20-25-24-18-5-3-4-8-26(18)20/h3-10,17,27-28H,11-12H2,1-2H3/t17-/m0/s1

Standard InChI Key:  VMKWYFBQMNYWFN-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
    0.0000    2.7000    0.0000 F   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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  6  1  0
 16 11  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 17  1  0
 25 20  1  0
  2 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3664615

   (2R)-4-[6-fluoro-2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl]oxy-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: 396.42

Molecular Weight (Monoisotopic): 396.1598

AlogP: 2.84

#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: 1.24

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.31

References

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

Source

Source(1):

• BindingDB Database