US8716296, 5::US8716296, 6

ID: ALA3694402

PubChem CID: 59508976

Max Phase: Preclinical

Molecular Formula: C17H18N4O3

Molecular Weight: 326.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cc(NC(=O)C2CCC(=O)NC2)ncn1

Standard InChI:  InChI=1S/C17H18N4O3/c1-24-14-5-3-2-4-12(14)13-8-15(20-10-19-13)21-17(23)11-6-7-16(22)18-9-11/h2-5,8,10-11H,6-7,9H2,1H3,(H,18,22)(H,19,20,21,23)

Standard InChI Key:  NFQWUUWZHAEWSA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    3.6387   -0.8963    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
   -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   -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
   -2.5925   -6.0081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -7.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -8.1054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8849   -8.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8826   -9.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1804  -10.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4807   -9.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5190  -10.3700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4831   -8.2683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1853   -7.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 N   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 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 15  1  0
 11 22  2  0
 22 23  1  0
 23 24  2  0
 24  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3694402

   6-Oxo-piperidine-3-carboxylic acid [6-(2-methoxy-phenyl)-pyrimidin-4-yl]-amide

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: 326.36

Molecular Weight (Monoisotopic): 326.1379

AlogP: 1.62

#Rotatable Bonds: 4

Polar Surface Area: 93.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.81

CX Basic pKa: 1.72

CX LogP: 1.22

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -1.06

References

1.  (2014)  Inhibitors of protein kinases, 

Source

Source(1):

• BindingDB Database