3-((1S,4S)-4-Aminocyclohexylamino)-5-((4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-yl)amino)picolinonitrile

ID: ALA4860628

PubChem CID: 164614318

Max Phase: Preclinical

Molecular Formula: C18H21F3N8

Molecular Weight: 406.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nc(Nc2cnc(C#N)c(N[C@H]3CC[C@@H](N)CC3)c2)ncc1C(F)(F)F

Standard InChI:  InChI=1S/C18H21F3N8/c1-24-16-13(18(19,20)21)9-26-17(29-16)28-12-6-14(15(7-22)25-8-12)27-11-4-2-10(23)3-5-11/h6,8-11,27H,2-5,23H2,1H3,(H2,24,26,28,29)/t10-,11+

Standard InChI Key:  YDVWTCPBOQWSCS-PHIMTYICSA-N

Molfile:  

 
     RDKit          2D

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   20.7851   -3.8003    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2018   -3.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3764   -3.0831    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.9130   -3.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9118   -4.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6266   -4.7406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3473   -4.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3444   -3.4925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6248   -3.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0625   -4.7386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7764   -4.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4882   -4.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2016   -4.3197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2007   -3.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4806   -3.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7702   -3.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2023   -2.2628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.6223   -2.2624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3399   -1.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9110   -3.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6202   -2.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4764   -2.2616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1887   -1.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9055   -2.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6158   -1.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6144   -1.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8963   -0.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1798   -1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3276   -0.6030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4  2  1  0
  2 17  1  0
  9 18  1  0
 18 19  1  0
 20 21  3  0
 14 20  1  0
 15 22  1  0
 23 22  1  1
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4860628

   ---

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: 406.42

Molecular Weight (Monoisotopic): 406.1841

AlogP: 3.23

#Rotatable Bonds: 5

Polar Surface Area: 124.57

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.42

CX Basic pKa: 10.12

CX LogP: 1.25

CX LogD: -0.82

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.42

References

1. Jin T, Xu L, Wang P, Hu X, Zhang R, Wu Z, Du W, Kan W, Li K, Wang C, Zhou Y, Li J, Liu T..  (2021)  Discovery and Development of a Potent, Selective, and Orally Bioavailable CHK1 Inhibitor Candidate: 5-((4-((3-Amino-3-methylbutyl)amino)-5-(trifluoromethyl)pyrimidin-2-yl)amino)picolinonitrile.,  64  (20.0): [PMID:34665631] [10.1021/acs.jmedchem.1c00994]

Source

Source(1):

• Scientific Literature