US9321760, 146

ID: ALA3986206

PubChem CID: 89446637

Max Phase: Preclinical

Molecular Formula: C28H33F2N5O

Molecular Weight: 493.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc(N2CCC(C(OCCN3CCCC3)c3ccc(F)cc3)CC2)c1-c1ccc(F)cc1

Standard InChI:  InChI=1S/C28H33F2N5O/c29-23-7-3-20(4-8-23)25-27(31)32-19-33-28(25)35-15-11-22(12-16-35)26(21-5-9-24(30)10-6-21)36-18-17-34-13-1-2-14-34/h3-10,19,22,26H,1-2,11-18H2,(H2,31,32,33)

Standard InChI Key:  PHGMRDAIDMWPRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 N   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 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    0.7500    0.0000 N   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
   -2.5987   -1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969   -1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4920   -3.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4871   -5.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1854   -6.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805   -7.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8788   -8.2544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7340   -9.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653  -10.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214   -8.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303   -7.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7937   -3.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8008   -1.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1033   -0.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3988   -1.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4409   -0.9287    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3919   -3.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0893   -3.7678    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   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0067   -7.2009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 13 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 22  1  0
  6 29  2  0
 29  2  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  2  0
 36 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986206

   5-(4-Fluorophenyl)-6-[4-[(4-fluorophenyl)-(2-pyrrolidin-1-ylethoxy)methyl]piperidin-1-yl]pyrimidin-4-amine

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: 493.60

Molecular Weight (Monoisotopic): 493.2653

AlogP: 5.07

#Rotatable Bonds: 8

Polar Surface Area: 67.51

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.92

CX LogP: 5.08

CX LogD: 3.41

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.47

Np Likeness Score: -0.80

References

1.  (2016)  Aminopyrimidine derivatives for use as modulators of kinase activity, 

Source

Source(1):

• BindingDB Database