US9296747, Example 18

ID: ALA3892475

PubChem CID: 118983114

Max Phase: Preclinical

Molecular Formula: C18H22N4O5

Molecular Weight: 374.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)N1CCc2nc(Nc3cc(OC)c(OC)c(OC)c3)ncc2C1

Standard InChI:  InChI=1S/C18H22N4O5/c1-24-14-7-12(8-15(25-2)16(14)26-3)20-17-19-9-11-10-22(18(23)27-4)6-5-13(11)21-17/h7-9H,5-6,10H2,1-4H3,(H,19,20,21)

Standard InChI Key:  GZXJESNMBXPHCL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    3.6331   -3.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 O   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
    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
   -2.5981    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1984    1.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    0.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7988    1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0952    0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3961    1.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3985    2.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0900   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3856   -1.5212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3798   -2.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7884   -1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7801   -3.0099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7380   -3.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4920   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 N   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
   -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  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 12  1  0
 10 24  2  0
 24 25  1  0
 25 26  2  0
 26  8  1  0
 26 27  1  0
 27  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3892475

   ---

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: 374.40

Molecular Weight (Monoisotopic): 374.1590

AlogP: 2.37

#Rotatable Bonds: 5

Polar Surface Area: 95.04

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.42

CX Basic pKa: 0.87

CX LogP: 1.55

CX LogD: 1.55

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.85

Np Likeness Score: -1.21

References

1.  (2016)  Piperidylpyrimidine derivatives as modulators of protein kinase inhibitors and of vascular endothelial growth factor receptor 2, 

Source

Source(1):

• BindingDB Database