(2R)-2-amino-3-{[(3S)-5-[(R)-amino(carboxy)methyl]-2,3-dihydro-1,2-oxazol-3-yl]sulfanyl}propanoic acid

• ChemBase ID: 1741
• Molecular Formular: C8H13N3O5S
• Molecular Mass: 263.27092
• Monoisotopic Mass: 263.05759153
• SMILES: N[C@@H](CS[C@@H]1NOC(=C1)[C@@H](N)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CS[C@@H]1NOC(=C1)[C@H](C(=O)O)N)N
• InChI: InChI=1S/C8H13N3O5S/c9-3(7(12)13)2-17-5-1-4(16-11-5)6(10)8(14)15/h1,3,5-6,11H,2,9-10H2,(H,12,13)(H,14,15)/t3-,5-,6+/m0/s1
• InChIKey: BKLXHXYNMPKLBR-ZXEDONINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(3S)-5-[(R)-amino(carboxy)methyl]-2,3-dihydro-1,2-oxazol-3-yl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-{[(3S)-5-[(R)-amino(carboxy)methyl]-2,3-dihydro-1,2-oxazol-3-yl]sulfanyl}propanoic acid
• Synonyms: 2-Amino-3-[5-(Amino-Carboxy-Methyl)-2,3-Dihydro-Isoxazol-3-Ylsulfanyl]-Propionic Acid

Database IDs

• PubChem SID: 160965197; 46508703
• PubChem CID: 46936272

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0228859
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -6.30095
• LogD (pH = 7.4): -6.3712344
• Log P: -6.3017154
• Molar Refractivity: 70.272 cm^3
• Polarizability: 24.048326 Å^3
• Polar Surface Area: 147.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -4.08
• LOG S: -1.37
• Solubility (Water): 1.12e+01 g/l

DETAILS

DrugBank - DB01974

Drug information: experimental