2-((4-(2,2-difluoropropoxy)pyrimidin-5-yl)methylamino)-4-((1R,4S)-4-hydroxy-3,3-dimethylcyclohexyl)amino)pyrimidine-5-carbonitrile

ID: ALA4873647

Cas Number: 1799574-70-1

PubChem CID: 118162109

Product Number: C608350, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H27F2N7O2

Molecular Weight: 447.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(F)(F)COc1ncncc1CNc1ncc(C#N)c(N[C@@H]2CC[C@H](O)C(C)(C)C2)n1

Standard InChI:  InChI=1S/C21H27F2N7O2/c1-20(2)6-15(4-5-16(20)31)29-17-13(7-24)9-26-19(30-17)27-10-14-8-25-12-28-18(14)32-11-21(3,22)23/h8-9,12,15-16,31H,4-6,10-11H2,1-3H3,(H2,26,27,29,30)/t15-,16+/m1/s1

Standard InChI Key:  FMKGJQHNYMWDFJ-CVEARBPZSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   16.3430   -4.3107    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9349   -5.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7593   -5.0223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.5121   -1.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9285   -2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3406   -1.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7849   -5.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7853   -5.0329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5011   -4.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2165   -5.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2161   -5.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5002   -6.2703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9323   -4.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6439   -4.2098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5015   -3.7963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0733   -6.2696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0729   -7.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9297   -8.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9301   -7.5054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6459   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3571   -7.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3566   -8.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6451   -8.7427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6474   -6.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9340   -5.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2160   -3.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9292   -3.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6415   -3.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6461   -2.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2139   -2.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3621   -2.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2220   -4.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
 13 14  3  0
 10 13  1  0
  9 15  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 17 21  1  0
 16 17  1  0
  7 16  1  0
 20 24  1  0
 24 25  1  0
 25  2  1  0
 26 15  1  1
 26 27  1  0
 26 30  1  0
 27 28  1  0
 28 29  1  0
 29  5  1  0
  5 30  1  0
 29 31  1  1
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873647

   CC-90005

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: 447.49

Molecular Weight (Monoisotopic): 447.2194

AlogP: 3.14

#Rotatable Bonds: 8

Polar Surface Area: 128.87

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.51

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: -0.78

References

1. Papa P, Whitefield B, Mortensen DS, Cashion D, Huang D, Torres E, Parnes J, Sapienza J, Hansen J, Correa M, Delgado M, Harris R, Hegde S, Norris S, Bahmanyar S, Plantevin-Krenitsky V, Liu Z, Leftheris K, Kulkarni A, Bennett B, Hur EM, Ringheim G, Khambatta G, Chan H, Muir J, Blease K, Burnett K, LeBrun L, Morrison L, Celeridad M, Khattri R, Cathers BE..  (2021)  Discovery of the Selective Protein Kinase C-θ Kinase Inhibitor, CC-90005.,  64  (16.0): [PMID:34355886] [10.1021/acs.jmedchem.1c00388]

Source

Source(1):

• Scientific Literature