3-[(2-amino-6-methylpyridin-3-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

ID: ALA401817

Chembl Id: CHEMBL401817

PubChem CID: 448722

Max Phase: Preclinical

Molecular Formula: C13H20N3O7P2S+

Molecular Weight: 424.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(N)n1

Standard InChI:  InChI=1S/C13H19N3O7P2S/c1-9-3-4-11(13(14)15-9)7-16-8-26-12(10(16)2)5-6-22-25(20,21)23-24(17,18)19/h3-4,8H,5-7H2,1-2H3,(H4-,14,15,17,18,19,20,21)/p+1

Standard InChI Key:  JHNXLHRDUXBCJW-UHFFFAOYSA-O

Alternative Forms

1. Parent:

   

   ALA401817

   2-[3-[(2-Amino-6-methylpyridin-3-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate

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: 424.33

Molecular Weight (Monoisotopic): 424.0492

AlogP: 1.45

#Rotatable Bonds: 8

Polar Surface Area: 156.08

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.78

CX Basic pKa: 8.24

CX LogP: -6.12

CX LogD: -7.59

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: 0.27

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