(1R,2R)-2-(7-((5-Chloro-3-(trifluoromethyl)-1H-pyrazol-1-yl)-methyl)-5-oxo-2-(trifluoromethyl)-5H-thiazolo[3,2-a]pyrimidin-3-yl)cyclopropanecarbonitrile

ID: ALA3799213

Chembl Id: CHEMBL3799213

PubChem CID: 127046129

Max Phase: Preclinical

Molecular Formula: C16H8ClF6N5OS

Molecular Weight: 467.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1C[C@H]1c1c(C(F)(F)F)sc2nc(Cn3nc(C(F)(F)F)cc3Cl)cc(=O)n12

Standard InChI:  InChI=1S/C16H8ClF6N5OS/c17-10-3-9(15(18,19)20)26-27(10)5-7-2-11(29)28-12(8-1-6(8)4-24)13(16(21,22)23)30-14(28)25-7/h2-3,6,8H,1,5H2/t6-,8+/m0/s1

Standard InChI Key:  FTIBNGABJNFFAI-POYBYMJQSA-N

Alternative Forms

1. Parent:

   

   ALA3799213

   ---

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: 467.78

Molecular Weight (Monoisotopic): 467.0042

AlogP: 4.32

#Rotatable Bonds: 3

Polar Surface Area: 75.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -1.45

References

1. Volgraf M, Sellers BD, Jiang Y, Wu G, Ly CQ, Villemure E, Pastor RM, Yuen PW, Lu A, Luo X, Liu M, Zhang S, Sun L, Fu Y, Lupardus PJ, Wallweber HJ, Liederer BM, Deshmukh G, Plise E, Tay S, Reynen P, Herrington J, Gustafson A, Liu Y, Dirksen A, Dietz MG, Liu Y, Wang TM, Hanson JE, Hackos D, Scearce-Levie K, Schwarz JB..  (2016)  Discovery of GluN2A-Selective NMDA Receptor Positive Allosteric Modulators (PAMs): Tuning Deactivation Kinetics via Structure-Based Design.,  59  (6): [PMID:26919761] [10.1021/acs.jmedchem.5b02010]

2. 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