2-amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydropteridin-4-one

• ChemBase ID: 2126
• Molecular Formular: C9H11N5O4
• Molecular Mass: 253.21474
• Monoisotopic Mass: 253.08110386
• SMILES: Nc1nc2ncc(nc2c(=O)[nH]1)[C@@H](O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@@H](c1cnc2c(n1)c(=O)[nH]c(n2)N)O)O
• InChI: InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6-/m1/s1
• InChIKey: BMQYVXCPAOLZOK-INEUFUBQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydropteridin-4-one
• IUPAC Traditional name: 2-amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-3H-pteridin-4-one
• Synonyms: Neopterin

Database IDs

• CAS Number: 2009-64-5
• PubChem SID: 160965580; 46506345
• PubChem CID: 444632

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.985899
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.7523584
• LogD (pH = 7.4): -2.7533305
• Log P: -2.7523339
• Molar Refractivity: 60.1102 cm^3
• Polarizability: 22.000063 Å^3
• Polar Surface Area: 153.95 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.75
• LOG S: -1.61
• Solubility (Water): 6.26e+00 g/l

DETAILS

DrugBank - DB02385

• Drug Groups: experimental
• Description: A pteridine derivative present in body fluids; elevated levels result from immune system activation, malignant disease, allograft rejection, and viral infections. (From Stedman, 26th ed) Neopterin also serves as a precursor in the biosynthesis of biopterin. [PubChem]
• External Links: Wikipedia