(2R)-2-[(4-{[(2,5-diamino-6-hydroxypyrimidin-4-yl)carbamoyl]amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 2099
• Molecular Formular: C17H19N7O7
• Molecular Mass: 433.37546
• Monoisotopic Mass: 433.13459598
• SMILES: Nc1nc(O)c(N)c(NC(=O)Nc2ccc(cc2)C(=O)N[C@H](CCC(=O)O)C(=O)O)n1
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)NC(=O)Nc1nc(N)nc(c1N)O
• InChI: InChI=1S/C17H19N7O7/c18-11-12(22-16(19)24-14(11)28)23-17(31)20-8-3-1-7(2-4-8)13(27)21-9(15(29)30)5-6-10(25)26/h1-4,9H,5-6,18H2,(H,21,27)(H,25,26)(H,29,30)(H5,19,20,22,23,24,28,31)/t9-/m1/s1
• InChIKey: SZHRIPFGZWWRKW-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(4-{[(2,5-diamino-6-hydroxypyrimidin-4-yl)carbamoyl]amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2R)-2-[(4-{[(2,5-diamino-6-hydroxypyrimidin-4-yl)carbamoyl]amino}phenyl)formamido]pentanedioic acid
• Synonyms: LY374571

Database IDs

• PubChem SID: 46505256; 160965553
• PubChem CID: 46936365

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.19918
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -3.955992
• LogD (pH = 7.4): -6.785379
• Log P: -0.35695073
• Molar Refractivity: 110.0158 cm^3
• Polarizability: 38.627773 Å^3
• Polar Surface Area: 242.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.8
• LOG S: -3.12
• Solubility (Water): 3.28e-01 g/l

DETAILS

DrugBank - DB02358

Drug information: experimental