(2R,4R)-2-amino-4-{[(2S)-2-amino-3-oxopropyl]sulfanyl}-4-hydroxybutanoic acid

• ChemBase ID: 3174
• Molecular Formular: C7H14N2O4S
• Molecular Mass: 222.26206
• Monoisotopic Mass: 222.06742794
• SMILES: N[C@H](CS[C@@H](O)C[C@@H](N)C(=O)O)C=O
• Canonical SMILES: O=C[C@@H](CS[C@H](C[C@H](C(=O)O)N)O)N
• InChI: InChI=1S/C7H14N2O4S/c8-4(2-10)3-14-6(11)1-5(9)7(12)13/h2,4-6,11H,1,3,8-9H2,(H,12,13)/t4-,5+,6+/m0/s1
• InChIKey: VEZJWQNXDLWTMV-KVQBGUIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R)-2-amino-4-{[(2S)-2-amino-3-oxopropyl]sulfanyl}-4-hydroxybutanoic acid
• IUPAC Traditional name: (2R,4R)-2-amino-4-{[(2S)-2-amino-3-oxopropyl]sulfanyl}-4-hydroxybutanoic acid
• Synonyms: (4s)-4-{[(2s)-2-Amino-3-Oxopropyl]Sulfanyl}-L-Homoserinate

Database IDs

• PubChem SID: 160966618; 46505542
• PubChem CID: 46936700

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0556283
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.9638686
• LogD (pH = 7.4): -4.426248
• Log P: -4.2735853
• Molar Refractivity: 51.4516 cm^3
• Polarizability: 21.07122 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.24
• LOG S: -1.19
• Solubility (Water): 1.45e+01 g/l

DETAILS

DrugBank - DB03502

Drug information: experimental