2-(4-((4-amino-2-(trifluoromethyl)pyrimidin-5-yl)methyl)-3-methylthiophen-2-yl)ethanol

ID: ALA401572

Chembl Id: CHEMBL401572

PubChem CID: 44455384

Max Phase: Preclinical

Molecular Formula: C13H14F3N3OS

Molecular Weight: 317.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cc2cnc(C(F)(F)F)nc2N)csc1CCO

Standard InChI:  InChI=1S/C13H14F3N3OS/c1-7-9(6-21-10(7)2-3-20)4-8-5-18-12(13(14,15)16)19-11(8)17/h5-6,20H,2-4H2,1H3,(H2,17,18,19)

Standard InChI Key:  WOWPAXLLLPVQGK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA401572

   2-[4-[[4-Amino-2-(trifluoromethyl)pyrimidin-5-yl]methyl]-3-methylthiophen-2-yl]ethanol

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: 317.34

Molecular Weight (Monoisotopic): 317.0810

AlogP: 2.57

#Rotatable Bonds: 4

Polar Surface Area: 72.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.47

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -0.65

References

1. Thomas AA, De Meese J, Le Huerou Y, Boyd SA, Romoff TT, Gonzales SS, Gunawardana I, Kaplan T, Sullivan F, Condroski K, Lyssikatos JP, Aicher TD, Ballard J, Bernat B, DeWolf W, Han M, Lemieux C, Smith D, Weiler S, Wright SK, Vigers G, Brandhuber B..  (2008)  Non-charged thiamine analogs as inhibitors of enzyme transketolase.,  18  (2): [PMID:18182286] [10.1016/j.bmcl.2007.11.098]

2. Monjas L, Swier LJYM, de Voogd AR, Oudshoorn RC, Hirsch AKH, Slotboom DJ.  (2016)  Design and synthesis of thiamine analogues to study their binding to the ECF transporter for thiamine in bacteria,  7  (5): [10.1039/C6MD00022C]

Source

Source(1):

• Scientific Literature