Morpholine-4-carboxylic Acid [4-(2,4,6-Trimethylphenyl)thiazol-2-yl]amide

ID: ALA470159

Cas Number: 1134986-24-5

PubChem CID: 25259759

Max Phase: Preclinical

Molecular Formula: C17H21N3O2S

Molecular Weight: 331.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(-c2csc(NC(=O)N3CCOCC3)n2)c(C)c1

Standard InChI:  InChI=1S/C17H21N3O2S/c1-11-8-12(2)15(13(3)9-11)14-10-23-16(18-14)19-17(21)20-4-6-22-7-5-20/h8-10H,4-7H2,1-3H3,(H,18,19,21)

Standard InChI Key:  VRXAOORRMVWVJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -5.2358   -2.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2370   -3.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5241   -4.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047   -3.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8079   -2.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5261   -2.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9506   -2.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0954   -2.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0930   -4.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0060   -4.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -5.1507    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -4.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3397   -3.8233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9624   -4.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387   -5.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2862   -5.1176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9398   -5.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254   -4.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7057   -5.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270   -5.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9321   -5.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -4.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6820   -4.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  4  9  1  0
  1  2  2  0
 12 14  1  0
  1  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  1  0
  5  8  1  0
 15 17  2  0
  9 10  2  0
  3 18  1  0
 16 19  1  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
  6  1  1  0
 16 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA470159

   N-[4-(2,4,6-trimethylphenyl)-1,3-thiazol-2-yl]morpholine-4-carboxamide

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: 331.44

Molecular Weight (Monoisotopic): 331.1354

AlogP: 3.60

#Rotatable Bonds: 2

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.77

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 3.88

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -2.06

References

1. Qiu XL, Li G, Wu G, Zhu J, Zhou L, Chen PL, Chamberlin AR, Lee WH..  (2009)  Synthesis and biological evaluation of a series of novel inhibitor of Nek2/Hec1 analogues.,  52  (6): [PMID:19243176] [10.1021/jm8015969]

Source

Source(1):

• Scientific Literature