rac-2-Fluoro-3-((3-(2-(hydroxymethyl)cyclopropyl)-2-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidin-7-yl)methyl)benzonitrile

ID: ALA3799064

Chembl Id: CHEMBL3799064

PubChem CID: 118017599

Max Phase: Preclinical

Molecular Formula: C19H16FN3O2S

Molecular Weight: 369.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1sc2nc(Cc3cccc(C#N)c3F)cc(=O)n2c1C1CC1CO

Standard InChI:  InChI=1S/C19H16FN3O2S/c1-10-18(15-6-13(15)9-24)23-16(25)7-14(22-19(23)26-10)5-11-3-2-4-12(8-21)17(11)20/h2-4,7,13,15,24H,5-6,9H2,1H3

Standard InChI Key:  PWZVRYNFWVGCLW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3799064

   2-Fluoro-3-[[3-[2-(hydroxymethyl)cyclopropyl]-2-methyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl]methyl]benzonitrile

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: 369.42

Molecular Weight (Monoisotopic): 369.0947

AlogP: 2.76

#Rotatable Bonds: 4

Polar Surface Area: 78.39

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -0.97

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]

Source

Source(1):

• Scientific Literature