US8575145, 120::US8575145, 121::US8575145, 150::US8575145, 151::US8575145, 90::US8575145, 91

ID: ALA3660085

PubChem CID: 58303678

Max Phase: Preclinical

Molecular Formula: C21H19F2N5O

Molecular Weight: 395.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cc(OC2CCNCCC2F)c2nc(-c3nnc4ccccn34)ccc2c1

Standard InChI:  InChI=1S/C21H19F2N5O/c22-14-11-13-4-5-16(21-27-26-19-3-1-2-10-28(19)21)25-20(13)18(12-14)29-17-7-9-24-8-6-15(17)23/h1-5,10-12,15,17,24H,6-9H2

Standard InChI Key:  SJVQOMGMHYJTEW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.1556   -1.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5875   -1.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1307    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3762    1.5639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8922    1.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.7583    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
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    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
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  2  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
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 15 16  2  0
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 18 19  1  0
 19 20  2  0
 20 10  1  0
 20 15  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 21  1  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3660085

   6-Fluoro-8-(5-fluoroazepan-4-yl)oxy-2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline

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: 395.41

Molecular Weight (Monoisotopic): 395.1558

AlogP: 3.55

#Rotatable Bonds: 3

Polar Surface Area: 64.34

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.85

CX LogP: 2.26

CX LogD: -0.13

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.28

References

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

Source

Source(1):

• BindingDB Database