1-(5-(tert-butyl)isoxazol-3-yl)-3-(3-methyl-4-((6-(piperidin-1-yl)pyrimidin-4-yl)oxy)phenyl)urea

ID: ALA4098693

PubChem CID: 137659983

Max Phase: Preclinical

Molecular Formula: C24H30N6O3

Molecular Weight: 450.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NC(=O)Nc2cc(C(C)(C)C)on2)ccc1Oc1cc(N2CCCCC2)ncn1

Standard InChI:  InChI=1S/C24H30N6O3/c1-16-12-17(27-23(31)28-20-13-19(33-29-20)24(2,3)4)8-9-18(16)32-22-14-21(25-15-26-22)30-10-6-5-7-11-30/h8-9,12-15H,5-7,10-11H2,1-4H3,(H2,27,28,29,31)

Standard InChI Key:  CZHIKAJESJNHTF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   21.7738   -8.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7727   -8.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4807   -9.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1904   -8.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1876   -8.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4790   -7.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0647   -9.3210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3573   -8.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6492   -9.3199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3579   -8.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8937   -7.6786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6030   -8.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6027   -8.8994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3111   -9.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0183   -8.8939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0126   -8.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3036   -7.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9419   -8.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8618   -8.0998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0626   -7.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6534   -8.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1998   -9.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4765   -6.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7137   -7.6589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4242   -8.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1269   -7.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1251   -6.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4146   -6.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7058   -6.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8406   -8.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3607   -8.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5077   -9.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0219   -8.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  5 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
  6 23  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 16 24  1  0
 21 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098693

   ---

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: 450.54

Molecular Weight (Monoisotopic): 450.2379

AlogP: 5.50

#Rotatable Bonds: 5

Polar Surface Area: 105.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.27

CX Basic pKa: 4.63

CX LogP: 5.78

CX LogD: 5.73

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -1.96

References

1. Chen Y, Zheng Y, Jiang Q, Qin F, Zhang Y, Fu L, He G..  (2017)  Integrated bioinformatics, computational and experimental methods to discover novel Raf/extracellular-signal regulated kinase (ERK) dual inhibitors against breast cancer cells.,  127  [PMID:27839788] [10.1016/j.ejmech.2016.11.009]

Source

Source(1):

• Scientific Literature