6-(4-(aminomethyl)-4-methylpiperidin-1-yl)-3-((2-(trifluoromethyl)pyridin-3-yl)thio)pyrazin-2-amine

ID: ALA4750422

PubChem CID: 118239475

Max Phase: Preclinical

Molecular Formula: C17H21F3N6S

Molecular Weight: 398.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(CN)CCN(c2cnc(Sc3cccnc3C(F)(F)F)c(N)n2)CC1

Standard InChI:  InChI=1S/C17H21F3N6S/c1-16(10-21)4-7-26(8-5-16)12-9-24-15(14(22)25-12)27-11-3-2-6-23-13(11)17(18,19)20/h2-3,6,9H,4-5,7-8,10,21H2,1H3,(H2,22,25)

Standard InChI Key:  JBLYMVJAFCDNOA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    1.3125   -7.5693    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296   -7.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211   -6.8616    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9530   -8.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2479   -8.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6619   -8.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476   -9.6144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9566  -10.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6617   -9.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9532   -7.5716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3707  -10.0236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3704  -10.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0794  -11.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845  -10.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7847  -10.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0799   -9.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0674  -11.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6011  -10.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0070  -10.1288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5400   -8.3890    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8325   -8.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1280   -8.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4210   -8.7955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4210   -9.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339  -10.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8380   -9.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383   -7.1629    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  6  2  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  6  9  1  0
  4 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 11 16  1  0
 14 17  1  0
  9 11  1  0
 14 18  1  0
 18 19  1  0
  5 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
 22  2  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4750422

   US10301278, Example 29

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: 398.46

Molecular Weight (Monoisotopic): 398.1501

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 93.95

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.91

CX LogP: 2.88

CX LogD: 0.49

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.82

Np Likeness Score: -1.12

References

1. LaMarche MJ,Acker M,Argintaru A,Bauer D,Boisclair J,Chan H,Chen CH,Chen YN,Chen Z,Deng Z,Dore M,Dunstan D,Fan J,Fekkes P,Firestone B,Fodor M,Garcia-Fortanet J,Fortin PD,Fridrich C,Giraldes J,Glick M,Grunenfelder D,Hao HX,Hentemann M,Ho S,Jouk A,Kang ZB,Karki R,Kato M,Keen N,Koenig R,LaBonte LR,Larrow J,Liu G,Liu S,Majumdar D,Mathieu S,Meyer MJ,Mohseni M,Ntaganda R,Palermo M,Perez L,Pu M,Ramsey T,Reilly J,Sarver P,Sellers WR,Sendzik M,Shultz MD,Slisz J,Slocum K,Smith T,Spence S,Stams T,Straub C,Tamez V,Toure BB,Towler C,Wang P,Wang H,Williams SL,Yang F,Yu B,Zhang JH,Zhu S.  (2020)  Identification of TNO155, an Allosteric SHP2 Inhibitor for the Treatment of Cancer.,  63  (22): [PMID:32910655] [10.1021/acs.jmedchem.0c01170]

Source

Source(1):

• Scientific Literature