tert-Butyl 4-((6-((1-(methanesulfonyl)piperidin-4-yl)amino)pyrimidin-4-yl)(trifluoromethyl)amino)piperidine-1-carboxylate

ID: ALA4876465

PubChem CID: 164627706

Max Phase: Preclinical

Molecular Formula: C21H33F3N6O4S

Molecular Weight: 522.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CCC(N(c2cc(NC3CCN(S(C)(=O)=O)CC3)ncn2)C(F)(F)F)CC1

Standard InChI:  InChI=1S/C21H33F3N6O4S/c1-20(2,3)34-19(31)28-9-7-16(8-10-28)30(21(22,23)24)18-13-17(25-14-26-18)27-15-5-11-29(12-6-15)35(4,32)33/h13-16H,5-12H2,1-4H3,(H,25,26,27)

Standard InChI Key:  CFZZZDOEMJABTD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.3919  -16.4962    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5930  -16.2790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7587  -21.0338    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0462  -20.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0452  -21.4446    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3999  -18.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9469  -19.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7536  -19.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0110  -18.4392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4555  -17.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6509  -17.9958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3040  -19.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   21.7258  -19.3399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1762  -18.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3655  -18.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5338  -19.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0818  -19.7904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7939  -18.3907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4380  -20.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2394  -20.7918    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5929  -18.9504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0411  -18.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3009  -17.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7531  -16.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9447  -17.1118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6873  -17.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2380  -18.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6537  -15.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  1  0
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  9  8  1  0
 10 11  2  0
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 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  2  0
 24  8  1  0
  8 26  1  0
 16  5  1  0
  5 27  1  0
 10 28  1  0
 28 29  1  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 32  2  1  0
  2 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876465

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 522.59

Molecular Weight (Monoisotopic): 522.2236

AlogP: 3.04

#Rotatable Bonds: 5

Polar Surface Area: 107.97

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.07

CX LogP: 2.08

CX LogD: 2.06

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.59

Np Likeness Score: -1.54

References

1. Kubo O, Takami K, Kamaura M, Watanabe K, Miyashita H, Abe S, Matsuda K, Tsujihata Y, Odani T, Iwasaki S, Kitazaki T, Murata T, Sato K..  (2021)  Discovery of a novel series of GPR119 agonists: Design, synthesis, and biological evaluation of N-(Piperidin-4-yl)-N-(trifluoromethyl)pyrimidin-4-amine derivatives.,  41  [PMID:34010766] [10.1016/j.bmc.2021.116208]

Source

Source(1):

• Scientific Literature