7-((5-chloro-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-2-methyl-3-(pyrimidin-5-yl)-5H-thiazolo[3,2-a]pyrimidin-5-one

ID: ALA3985768

PubChem CID: 118017811

Max Phase: Preclinical

Molecular Formula: C16H10ClF3N6OS

Molecular Weight: 426.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1sc2nc(Cn3nc(C(F)(F)F)cc3Cl)cc(=O)n2c1-c1cncnc1

Standard InChI:  InChI=1S/C16H10ClF3N6OS/c1-8-14(9-4-21-7-22-5-9)26-13(27)2-10(23-15(26)28-8)6-25-12(17)3-11(24-25)16(18,19)20/h2-5,7H,6H2,1H3

Standard InChI Key:  ZMXDMQPSSRDDMZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.9141  -10.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176   -9.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2110   -9.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134   -8.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195  -10.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295  -10.2742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0729  -10.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231  -10.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2185   -9.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4183   -9.4646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2369  -11.4139    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5550   -8.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8567   -7.8764    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3759   -8.3349    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1695   -7.7897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5020  -10.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055   -9.4466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327   -9.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2516   -9.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7271  -10.5083    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836   -8.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735   -9.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -7.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7862   -7.0341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -6.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5674   -7.4700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154   -8.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18  4  1  0
 17  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  8 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 19 22  1  0
 20 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985768

   7-[[5-Chloro-3-(trifluoromethyl)pyrazol-1-yl]methyl]-2-methyl-3-pyrimidin-5-yl-[1,3]thiazolo[3,2-a]pyrimidin-5-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.81

Molecular Weight (Monoisotopic): 426.0277

AlogP: 3.44

#Rotatable Bonds: 3

Polar Surface Area: 77.97

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.01

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.84

References

1. Villemure E, Volgraf M, Jiang Y, Wu G, Ly CQ, Yuen PW, Lu A, Luo X, Liu M, Zhang S, Lupardus PJ, Wallweber HJ, Liederer BM, Deshmukh G, Plise E, Tay S, Wang TM, Hanson JE, Hackos DH, Scearce-Levie K, Schwarz JB, Sellers BD..  (2017)  GluN2A-Selective Pyridopyrimidinone Series of NMDAR Positive Allosteric Modulators with an Improved in Vivo Profile.,  8  (1): [PMID:28105280] [10.1021/acsmedchemlett.6b00388]

Source

Source(1):

• Scientific Literature