Molecule ID: 145946124

IUPAC Name: 5-(2-oxopropylideneamino)-6-[[(3S,4R)-3,4,5-trihydroxypentyl]amino]-1H-pyrimidine-2,4-dione

Description: The molecule is a nucleobase analogue that is uracil substituted with a (1,2-dideoxy-D-ribityl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373). It has a role as an epitope. It is a pyrimidone and a nucleobase analogue. It derives from a uracil.

SMILES: CC(=O)C=Nc1c(O)nc(O)nc1NCC[C@H](O)[C@H](O)CO

SELFIES: [C][C][=Branch1][C][=O][C][=N][C][=C][Branch1][C][O][N][=C][Branch1][C][O][N][=C][Ring1][Branch2][N][C][C][C@H1][Branch1][C][O][C@H1][Branch1][C][O][C][O]

InChI: InChI=1S/C12H18N4O6/c1-6(18)4-14-9-10(15-12(22)16-11(9)21)13-3-2-7(19)8(20)5-17/h4,7-8,17,19-20H,2-3,5H2,1H3,(H3,13,15,16,21,22)/t7-,8+/m0/s1

Molecular Properties:
- Polar Surface Area: 160.0 Ų
- LogP: -2.1