3-(2-amino-6-methyl-pyridin-3-ylmethyl)-5-((R)-1,2-dihydroxy-ethyl)-4-methyl-thiazol-3-ium

ID: ALA258077

Chembl Id: CHEMBL258077

PubChem CID: 44453554

Max Phase: Preclinical

Molecular Formula: C13H18N3O2S+

Molecular Weight: 280.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C[n+]2csc([C@H](O)CO)c2C)c(N)n1

Standard InChI:  InChI=1S/C13H18N3O2S/c1-8-3-4-10(13(14)15-8)5-16-7-19-12(9(16)2)11(18)6-17/h3-4,7,11,17-18H,5-6H2,1-2H3,(H2,14,15)/q+1/t11-/m1/s1

Standard InChI Key:  GZGBFGKDECNZQT-LLVKDONJSA-N

Alternative Forms

1. Parent:

   

   ALA258077

   (1R)-1-[3-[(2-amino-6-methylpyridin-3-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethane-1,2-diol

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: 280.37

Molecular Weight (Monoisotopic): 280.1114

AlogP: 0.70

#Rotatable Bonds: 4

Polar Surface Area: 83.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: 7.17

CX LogP: -3.59

CX LogD: -3.79

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: -0.07

References

1. Thomas AA, Le Huerou Y, De Meese J, Gunawardana I, Kaplan T, Romoff TT, Gonzales SS, Condroski K, Boyd SA, Ballard J, Bernat B, DeWolf W, Han M, Lee P, Lemieux C, Pedersen R, Pheneger J, Poch G, Smith D, Sullivan F, Weiler S, Wright SK, Lin J, Brandhuber B, Vigers G..  (2008)  Synthesis, in vitro and in vivo activity of thiamine antagonist transketolase inhibitors.,  18  (6): [PMID:18267359] [10.1016/j.bmcl.2007.11.101]

Source

Source(1):

• Scientific Literature