US9321760, 141

ID: ALA3985928

PubChem CID: 89446830

Max Phase: Preclinical

Molecular Formula: C18H21FN4O

Molecular Weight: 328.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=Cc1c(N)ncnc1N1CCC(C(O)c2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C18H21FN4O/c1-2-15-17(20)21-11-22-18(15)23-9-7-13(8-10-23)16(24)12-3-5-14(19)6-4-12/h2-6,11,13,16,24H,1,7-10H2,(H2,20,21,22)

Standard InChI Key:  YAILFBJHSPJSDI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  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
   -6.4915   -3.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5327   -3.1632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4870   -5.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7822   -6.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7746   -7.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4718   -8.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4658   -9.4606    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1766   -7.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1842   -6.0041    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
    0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0432   -3.5993    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
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 15  1  0
  6 22  2  0
 22  2  1  0
 22 23  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985928

   [1-(6-Amino-5-ethenylpyrimidin-4-yl)piperidin-4-yl]-(4-fluorophenyl)methanol

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: 328.39

Molecular Weight (Monoisotopic): 328.1699

AlogP: 2.79

#Rotatable Bonds: 4

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.14

CX LogP: 2.96

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.90

Np Likeness Score: -0.67

References

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

Source

Source(1):

• BindingDB Database