(S)-2-(3-Aminopiperidin-1-yl)-4-((3-(tert-butyl)-5-(methylsulfonyl)phenyl)amino)pyrimidine-5-carboxamide

ID: ALA4632457

PubChem CID: 155682248

Max Phase: Preclinical

Molecular Formula: C21H30N6O3S

Molecular Weight: 446.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(Nc2nc(N3CCC[C@H](N)C3)ncc2C(N)=O)cc(S(C)(=O)=O)c1

Standard InChI:  InChI=1S/C21H30N6O3S/c1-21(2,3)13-8-15(10-16(9-13)31(4,29)30)25-19-17(18(23)28)11-24-20(26-19)27-7-5-6-14(22)12-27/h8-11,14H,5-7,12,22H2,1-4H3,(H2,23,28)(H,24,25,26)/t14-/m0/s1

Standard InChI Key:  WVFCXHSFQFJHHE-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

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    8.1457  -13.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5595  -13.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8508  -12.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4421  -12.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1434  -15.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1412  -16.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8470  -16.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5566  -16.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5604  -15.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2628  -16.7408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6079  -12.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6081  -11.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9001  -13.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8961  -12.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234  -15.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 17  1  0
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 17 19  2  0
  6 20  1  0
 20 21  1  0
 20 25  1  0
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 24 25  1  0
 24 26  1  1
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 27 28  1  0
 27 29  1  0
 27 30  1  0
 15  2  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4632457

   ---

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: 446.58

Molecular Weight (Monoisotopic): 446.2100

AlogP: 1.95

#Rotatable Bonds: 5

Polar Surface Area: 144.30

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: 9.86

CX LogP: 3.08

CX LogD: 0.71

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.70

References

1. Fromont C, Atzori A, Kaur D, Hashmi L, Greco G, Cabanillas A, Nguyen HV, Jones DH, Garzón M, Varela A, Stevenson B, Iacobini GP, Lenoir M, Rajesh S, Box C, Kumar J, Grant P, Novitskaya V, Morgan J, Sorrell FJ, Redondo C, Kramer A, Harris CJ, Leighton B, Vickers SP, Cheetham SC, Kenyon C, Grabowska AM, Overduin M, Berditchevski F, Weston CJ, Knapp S, Fischer PM, Butterworth S..  (2020)  Discovery of Highly Selective Inhibitors of Calmodulin-Dependent Kinases That Restore Insulin Sensitivity in the Diet-Induced Obesity in Vivo Mouse Model.,  63  (13): [PMID:32433887] [10.1021/acs.jmedchem.9b01803]

Source

Source(1):

• Scientific Literature