4-((trans)-4-Methoxycyclohexylamino)-6-((4-(trifluoromethyl)-pyridin-3-yl)methylamino)nicotinonitrile

ID: ALA4864450

PubChem CID: 164620869

Max Phase: Preclinical

Molecular Formula: C20H22F3N5O

Molecular Weight: 405.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@H]1CC[C@H](Nc2cc(NCc3cnccc3C(F)(F)F)ncc2C#N)CC1

Standard InChI:  InChI=1S/C20H22F3N5O/c1-29-16-4-2-15(3-5-16)28-18-8-19(26-11-13(18)9-24)27-12-14-10-25-7-6-17(14)20(21,22)23/h6-8,10-11,15-16H,2-5,12H2,1H3,(H2,26,27,28)/t15-,16-

Standard InChI Key:  KLBAFFQVHQFLEL-WKILWMFISA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    9.1550  -21.6728    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.9801  -21.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5675  -20.9583    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2950  -20.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5723  -20.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8677  -20.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1450  -20.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1310  -21.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8358  -21.7273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5585  -21.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0177  -19.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4084  -21.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3945  -22.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6578  -23.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6718  -22.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9671  -22.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2444  -22.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2305  -23.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9351  -24.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7024  -21.2749    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8834  -19.2527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6058  -18.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3098  -19.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0300  -18.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0500  -18.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3438  -17.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6173  -18.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7738  -17.6648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4788  -18.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  4 11  3  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 16  2  1  0
 13 15  1  0
 12 13  1  0
  8 12  1  0
  2 20  1  0
  6 21  1  0
 22 21  1  1
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  6
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864450

   ---

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: 405.42

Molecular Weight (Monoisotopic): 405.1776

AlogP: 4.35

#Rotatable Bonds: 6

Polar Surface Area: 82.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.55

CX LogP: 2.59

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: -1.31

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