(2R,3R)-3-(2-(4-((S)-cyclopropanesulfonimidoyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yloxy)butan-2-ol

ID: ALA4756673

PubChem CID: 56941512

Max Phase: Preclinical

Molecular Formula: C18H21F3N4O3S

Molecular Weight: 430.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@@H](C)Oc1nc(Nc2ccc([S@@](=N)(=O)C3CC3)cc2)ncc1C(F)(F)F

Standard InChI:  InChI=1S/C18H21F3N4O3S/c1-10(26)11(2)28-16-15(18(19,20)21)9-23-17(25-16)24-12-3-5-13(6-4-12)29(22,27)14-7-8-14/h3-6,9-11,14,22,26H,7-8H2,1-2H3,(H,23,24,25)/t10-,11-,29-/m1/s1

Standard InChI Key:  UELYDGOOJPRWGF-CUWIOODTSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   11.3226  -11.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9140  -11.2309    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5007  -11.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2273   -6.2724    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0531   -6.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6402   -5.5571    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3469   -7.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3457   -8.3432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0612   -8.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7782   -8.3427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7754   -7.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0594   -7.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7707   -5.8612    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4890   -7.0959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2056   -7.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9192   -7.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2087   -8.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6358   -7.5007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9160   -6.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0610   -9.5821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7760   -9.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7715  -10.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4857  -11.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2019  -10.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1995   -9.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4847   -9.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6322  -10.8178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3200  -12.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0332  -12.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  5  4  1  0
  6  5  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 12  5  1  0
  5 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  1
 16 18  1  0
 16 19  1  1
  9 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  2 24  1  6
  2 27  2  0
 28  1  1  0
 29 28  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756673

   CID 56941512

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: 430.45

Molecular Weight (Monoisotopic): 430.1286

AlogP: 3.96

#Rotatable Bonds: 7

Polar Surface Area: 108.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.80

CX Basic pKa: 2.74

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.85

References

1. Lin T,Li J,Liu L,Li Y,Jiang H,Chen K,Xu P,Luo C,Zhou B.  (2021)  Design, synthesis, and biological evaluation of 4-benzoylamino-1H-pyrazole-3-carboxamide derivatives as potent CDK2 inhibitors.,  215  [PMID:33611192] [10.1016/j.ejmech.2021.113281]

Source

Source(1):

• Scientific Literature