(2S)-2-amino-3-{2,4-dioxo-1H,2H,3H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-1-yl}propanoic acid

• ChemBase ID: 2937
• Molecular Formular: C10H13N3O4
• Molecular Mass: 239.22792
• Monoisotopic Mass: 239.09060591
• SMILES: N[C@@H](Cn1c(=O)[nH]c(=O)c2c1CCC2)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cn1c(=O)[nH]c(=O)c2c1CCC2)N
• InChI: InChI=1S/C10H13N3O4/c11-6(9(15)16)4-13-7-3-1-2-5(7)8(14)12-10(13)17/h6H,1-4,11H2,(H,15,16)(H,12,14,17)/t6-/m0/s1
• InChIKey: VSGUEKZRMJVQOH-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{2,4-dioxo-1H,2H,3H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-1-yl}propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-{2,4-dioxo-3H,5H,6H,7H-cyclopenta[d]pyrimidin-1-yl}propanoic acid
• Synonyms: (S)-2-Amino-3-(1,3,5,7-Pentahydro-2,4-Dioxo-Cyclopenta[E]Pyrimidin-1-Yl) Proionic Acid

Database IDs

• PubChem SID: 46506060; 160966384
• PubChem CID: 657004

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9194953
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.3433447
• LogD (pH = 7.4): -3.3760655
• Log P: -3.3432515
• Molar Refractivity: 57.5437 cm^3
• Polarizability: 22.067087 Å^3
• Polar Surface Area: 112.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.5
• LOG S: -0.97
• Solubility (Water): 2.54e+01 g/l

DETAILS

DrugBank - DB03240

Drug information: experimental